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Inc Med Res Rev 1997, 18: 259–296.\nHadfield JA, Ducki S, Hirst N, McGown AT: Tubulin and microtubules as target for anticancer drugs. Progress in Cell Cycle Res 2003, 5: 309–325.\nMeng F, Cai X, Duan J, Matteuccki MG, Hart CP: A novel class of tubulin inhibitors that exhibit potent antiproliferation and in vitro vessel-disrupting activity. Canc Chemoth Pharmacol 2008, 61: 953–963. 10.1007\u002Fs00280-007-0549-x\nToso RJ, Jordan MA, Farrel KW, Matsumoto B, Wilson L: Kinetic stabilization of microtubule dynamic instability in vitro by vinblastine. Biochem 1993, 32: 1285–1293. 10.1021\u002Fbi00056a013\nWu R, Ding W, Liu T, Zhu H, Hu Y, Yang B, He Q: XNO 5 , a novel synthesized microtubule inhibitor, exhibits potent activity against human carcinoma cells in vitro. Canc Lett 2009, 285: 13–22. 10.1016\u002Fj.canlet.2009.04.042\nMitchison T, Kirschner M: Dynamic instability of microtubule growth. Nature 1984, 312: 237–242. 10.1038\u002F312237a0\nDowning KH, Nogales E: New insights into microtubule structure and function from the atomic model of tubulin. Eur Biophys J 1998, 27: 431–436. 10.1007\u002Fs002490050153\nOuyang X, Piatnitski EL, Pattaropong V, Chen X, He HY, Kiselyov AS, Valankar A, Kwakami J, Labelle M, Smith L, Lohman J, Lee SP, Malikzay A, Fleming J, Gerlak J, Wang Y, Rosler RL, Zhou K, Mitelman S, Camara M, Surguladze D, Boody JF, Tuma MC: Oxadiazole derivatives as novel class of antimitotic agents: synthesis, inhibition of tubulin polymerization and activity in tumor cell lines. Bioorg Med Chem Lett 2006, 16: 1191–1196. 10.1016\u002Fj.bmcl.2005.11.094\nTron GC, Pirali T, Sorba G, Pagliai F, Busacca S, Genazzani AA: Medicinal chemistry of combretastatin A4: present and future directions. J Med Chem 2006, 49: 3033–3044. 10.1021\u002Fjm0512903\nWoods JA, Hadfield JA, Pettit GR, Fox BW, McGown AT: The interaction with tubulin of a series of stilbenes based on combretastatin A-4. Br J Canc 1995, 71: 705–711. 10.1038\u002Fbjc.1995.138\nMcGown AT, Fox BW: Structural and biochemical comparison of the antimitotic agents colchicine, combretastatin A4 and amphethinile. Anticancer Drug Des 1989, 3: 249–254.\nPetit GR, Rhodes MR, Herald DL, Hamel E, Schmidt JM, Petit RK: Antineoplastic agents, 445, synthesis and evaluation of structural modifications of (Z), and (E)-combretastatin A-4. J Med Chem 2005, 48: 4087–4099. 10.1021\u002Fjm0205797\nKaffy J, Pontikis R, Carrz D, Croisy A, Monneret C, Florent JC: Isoxazole-type derivatives related to combretastatin A-4, synthesis and biological evaluation. Bioorg Med Chem 2006, 14: 4067–4077. 10.1016\u002Fj.bmc.2006.02.001\nPettit RK, Pettit GR, Hamel E, Hogan F, Moser BR, Wolf S, Pon S, Chapuis JC, Schmidt JM: E-combretastatin and E-resveratrol structural modifications: antimicrobial and cancer cell growth inhibitory β-E-nitrostyrenes. Bioorg Med Chem 2009, 17: 6606–6612. 10.1016\u002Fj.bmc.2009.07.076\nGupta S, Bhattacharyya B: Antimicrotubular drugs binding to vinca domain of tubulin. Mol Cell Biochem 2003, 253: 41–47. 10.1023\u002FA:1026045100219\nCragg GM, Newman DJ: Ethnopharmacology. Oxford: EOLSS; 2006.\nCragg GM, Newman DJ: Anticancer agents from natural products. CRCnetBASE 2011, 2: 699–728.\nPinard PV, Wang F, Burd B, Angeletti RH, Horwitz SB, Orr GA: Direct analysis of tubulin expression in cancer cell lines by electrospray ionization mass spectrometry. Biochem 2003, 42: 12019–12027. 10.1021\u002Fbi0350147\nEnroth C, Eger BT, Okamoto K, Nishino T, Nishino T, Pai EF: Crystal structure of bovine milk xanthene dehydrogenase: structure based mechanism of conversion. Proc Natl Acad Sci USA 2000, 97: 10723. 10.1073\u002Fpnas.97.20.10723\nRavelli RB, Gigant B, Curmi PA, Jourdain I, Lachkar S, Sobel A, Knossow M: Insight into tubulin regulation from a complex with colchicine and a stathmin-like domain. Nature 2004, 428: 198–202. 10.1038\u002Fnature02393\nPerkinElmer, Inc: ChemDraw Ultra 6.0 and Chem3D Ultra. Cambridge, USA: Cambridge Soft Corporation; 2000.\nCCDC: GOLD 5.0.1. Cambridge, UK: Cambridge Crystallographic Data Centre; 2011.\nCushman MS, Layfayette W, Hamel E: Stilbene derivatives as anticancer agents. 1995.\nLeake PH: Synthesis of phenanthrene. Chem Rev 1956, 56: 27. 10.1021\u002Fcr50007a002\nSylvie D, Grant M, Ben G, Simon A, Jérémie FDC, Elizabeth B, Jim N, James P, Nicholas JL: Combretastatin-like chalcones as inhibitors of microtubule polymerisation. Part 2: Structure-based discovery of alpha-aryl chalcones. Bioor Med Chem 2009, 17: 7711–7722. 10.1016\u002Fj.bmc.2009.09.044\nMonks A, Scudiero D, Skehan P, Shoemaker R, Paull K, Vistica D, Hose C, Langley J, Cronise P, Vaigro-Wolff A: Feasibility of a high-flux anticancer drug screen using a diverse panel of cultured human tumor cell lines. J Natl Canc Inst 1991, 83: 757–766. 10.1093\u002Fjnci\u002F83.11.757\nSkehan P, Storeng R, Scudiero D, Monks A, McMahon J, Vistica D, Warren JT, Bokesch H, Kenney S, Boyd MR: New colorometric cytotoxicity assay for anticancer-drug screening. J Natl Canc Inst 1990, 82: 1107–1112. 10.1093\u002Fjnci\u002F82.13.1107",{"EN":56},"The combretastatins are a class of natural stilbenoids. These molecules generally share three common structural features: a trimethoxy \"A\"-ring, a \"B\"-ring containing substituent often at C3′ and C4′, and an ethene bridge between the two rings, which provides necessary structural rigidity. Members of the combretastatin family possess varying ability to cause vascular disruption in tumors. Combretastatin binds to the colchicine binding site of β-subunit of tubulin. Despite having a similar name, combretastatin is unrelated to statins, a family of cholesterol-lowering drugs. New combretastatin 2-(1-acetyl-1H-indole-3-yl)-3-(phenyl) propenoic analogues (2a to 2y), bearing indole moiety at the place of ring A of combretastatin (CA4), were synthesized and evaluated for anticancer activity against various cancer cell lines such as THP-1 (leukemia), A-549 (lung), IGROV-1 (ovary), HEP-2 (liver), MCF-7 (breast), and DU-145 (prostate). Compound 2d showed anti-cancer activity against THP-1 and MCF-7 with IC50 0.80 and 0.37 μM, respectively, and 2y showed against MCF-7 with IC50 3.60 μM comparable to paclitaxel. The target compounds bind to the colchicine binding site which is situated at α and β interface of tubulin and prevent polymerization as it was confirmed by immunofluorescence technique. The molecular docking further confirmed the binding of the potent compound 2d to the colchicine binding site at α and β interface of tubulin.",{"EN":58},"Novel indole-bearing combretastatin analogues as tubulin polymerization inhibitors",{"VOID":60},"10.1186\u002F2191-2858-3-3","PUBLICATION","VERIFIED","2025-01-26T22:26:18.371+00:00","Auto 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DJ: Marine bacterial metabolites. Edited by: Proksch P, Muller WEG. Frontiers in marine biotechnology. Horizon Bioscience; 2006:225–288.\nLaatsch H: A data base for rapid structural determination of microbial natural products and annual updates. Chemical Concepts, Weinheim, Germany; 2010.\nLarsen TO, Smedsgaard J, Nielsen KF, Hansen ME, Frisvad JC: Phenotypic taxonomy and metabolite profiling in microbial drug discovery. Nat Prod Rep 2005, 22: 672–695. 10.1039\u002Fb404943h\nHassan AEHA: Novel natural products from endophytic fungi of Egyptian medicinal plants--chemical and biological characterization. Dissertation, Düsseldorf, Germany; 2007.\nButler MS: The role of natural product chemistry in drug discovery. J Nat Prod 2004, 67: 2141–2153. 10.1021\u002Fnp040106y\nRasmussen TB, Skinderso ME, Bjarnsholt T, Phipps RK, Christensen KB, Andersen JB, Koch B, Larsen TO, Hentzer M, Hoiby N, Givskov M: Identity and effects of quorum-sensing inhibitors produced by Penicillium species. Microbiology 2005, 151: 1325–1340. 10.1099\u002Fmic.0.27715-0\nLi JY, Strobel GA: Jesterone and hydroxyjesterone antioomycete cyclohexenenone epoxides from the endophytic fungus: Pestalotiopsis jesteri. Phytochemistry 2001, 57: 261–265. 10.1016\u002FS0031-9422(01)00021-8\nBrady SF, Clardy J: CR377, a new pentaketide antifungal agent isolated from an endophytic fungus. J Nat Prod 2000, 63: 1447–1448. 10.1021\u002Fnp990568p\nSingh SB, Zink DL, Guan Z, Collado J, Pelaez F, Felock PJ, Hazuda DJ: Isolation, structure and HIV-1 integrase inhibitory activity of xanthoviridicatin E and F two novel fungal metabolites produced by Penicillium chrysogenum . Helv Chim Acta 2003, 86: 3380–3385. 10.1002\u002Fhlca.200390281\nZhang HW, Song YC, Tan RX: Biology and chemistry of endophytes. Nat Prod Rep 2006, 23: 753–771. 10.1039\u002Fb609472b\nSong YC, Li H, Ye YH, Shan CY, Yang YM, Tan RX: Endophytic naphthopyrone metabolites are co-inhibitors of xanthine oxidase, SW1116 cell and some microbial growths. FEMS Microbiol Lett 2004, 241: 67–72. 10.1016\u002Fj.femsle.2004.10.005\nLubertozzi D, Keasling JD: Developing Aspergillus as a host for heterologous expression. Biotechnol Adv 2009, 27: 53–75. 10.1016\u002Fj.biotechadv.2008.09.001\nZhang Z: A new species of Aspergillus. Int J Biol 2009, 1: 78–80.\nRaper KB, Fennel DI: The genus Aspergillus . Williams and Wilkins Baltimore. USA 1965.\nLiebermann C: Ueber das oxychinoterpen, Berichte. 1885, 18: 1803–1807.\nMourao F, Umeo SH, Takemura OS, Linde GA, Colauto NB: Antioxidant activity of Agaricus brasiliensis basidiocarps on different maturation phases. Braz J Microbiol 2011, 42: 197–202. 10.1590\u002FS1517-83822011000100024\nDissanayake DP, Abeytunga DTU, Vasudewa NS, Ratnasooriya WD: Inhibition of lipid peroxidation by extracts of Pleurotus ostreatus . Pharmacogn Mag 2009, 5: 266–271.\nChen A, Chen H, Shao Y, Fan M: Active components and free radical scavenging activity of fermented mycelia and broth of Paecilomyces tenuipes . Shipin Kexue 2009, 30: 25–28.\nHan X, Lin Z, Tao H, Liu P, Wang Y, Zhu W: Cytotoxic metabolites from symbiotic fungus Penicillium sp. HK13–8 with Rhizophora stylosa. Zhongguo Haiyang Yaowu 2009, 28: 11–16.\nBao HY, Bau T, Li Y, Kim YH: Antitumor components from Naematoloma fasciculare . J Microbiol Biotechnol 2009, 19: 1135–1138.\nNitta K, Fujita N, Yoshimura T, Arai K, Yamamoto U: Metabolic products of Aspergillus terreus . IX: biosynthesis of butyrolactone derivatives isolated from strain IFO 8835 and 4100. Chem Pharm Bull 1983, 31: 1528–1533. 10.1248\u002Fcpb.31.1528\nZain ME, Awaad AS, Al-Jaber NA, Maitland DJ: New phenolic compounds with antifungal activity from Aspergillus terreus isolated from desert soil. J Saudi Chem Soc 2008, 12: 107–113.\nNuclear P, Sommit D, Boonyuen N, Pudhom K: Butenolide and furandione from an endophytic Aspergillus terreus . Chem Pharm Bull 2010, 58: 1221–1223. 10.1248\u002Fcpb.58.1221\nRao KV, Sadhukhan AK, Veerender M, Ravikumar V, Mohan EVS: Butyrolactones from Aspergillus terreus . Chem Pharm Bull 2000, 48: 559–562. 10.1248\u002Fcpb.48.559\nParvatkar RR, Souza CD, Tripathi A, Naik CG: Aspernolides Α and Β, butenolides from a marine-derived fungus. Aspergillus terreus. Phytochemistry 2009, 70: 128–132.\nKitagawa M, Okabe T, Ogino H, Matsumoto H, Suzuki-Takahashi I: Butyrolactone I, a selective inhibitor of cdk2 and cdc2 kinase. Oncogene 1993, 8: 2425–2432.\nSomeya A, Tanaka N, Okuyama A: Inhibition of cell cycle oscillation of DNA replication by a selective inhibitor of the cdc2 kinase family, butyrolactone I, in Xenopus egg extracts. Biochem Biophys Res Commun 1994, 198: 536–545. 10.1006\u002Fbbrc.1994.1079\nKitagawa M, Higashi H, Takahashi IS, Okabe T, Ogino H: A cyclin-dependent kinase inhibitor, butyrolactone I, inhibits phosphorylation of RB protein and cell cycle progression. Oncogene 1994, 9: 2549–2457.\nNishio K, Ishida T, Arioka H, Kurokawa H, Fukuoka K: Antitumor effects of butyrolactone I, a selective cdc2 kinase inhibitor, on human lung cancer cell lines. Anticancer Res 1996,16(6B):3387–3395.\nSuzuki M, Hosaka Y, Matsushima H, Goto T, Kitamura T, Kawabe K: Butyrolactone I induces cyclin B1 and causes G2\u002FM arrest and skipping of mitosis in human prostate cell lines. Cancer Lett 1999, 138: 121–130. 10.1016\u002FS0304-3835(98)00381-4\nOjima N, Takahashi I, Ogura K, Shuichi SS: New metabolites from Aspergillus terreus related to the biosynthesis of aspulvinones. Tetrahedron Lett 1976, 13: 1013–1014.\nVenkatasubbaiah P, Van Dyke CG, Chilton WS: Phytotoxic metabolites of phoma sorghina , a new foliar pathogen of pokeweed. Mycologia 1992, 84: 715–723. 10.2307\u002F3760381\nShao C, Guo Z, Peng H, Peng G, Huang Z: A new isoprenyl phenyl ether compound from mangrove fungus. Chem Nat Comp 2007, 43: 377–380. 10.1007\u002Fs10600-007-0142-x\nYamasaki S, Nobusada M, Sasaki T, Shimada A: 6-Methylsalicylic acid, an antifungal substance, produced by an unidentified fungus, No 3. Kyushu Kyoritsu Daigaku Kogakubu Kenkyu Hokoku 1999, 23: 67–71.\nSievertsson H, Nilsson JLG: Analgesic properties of methylsalicylic acids. Acta Pharm Suecica 1970, 7: 289–292.\nThomas GJ: Herbicidal activity of 6-methylanthranilic acid and analogs. J Agric Food Chem 1984, 32: 747–749. 10.1021\u002Fjf00124a011\nKubo I, Muroi H, Kubo A: Naturally occurring antiacne agents. J Nat Prod 1994, 57: 9–17. 10.1021\u002Fnp50103a002\nNielsen KF, Smedsgaard J: Fungal metabolite screening: database of 474 mycotoxins and fungal metabolites for dereplication by standardised liquid chromatography-UV-mass spectrometry methodology. J Chromatog A 2003, 1002: 111–136. 10.1016\u002FS0021-9673(03)00490-4\nHarper JK, Mulgrew AE, Li JY, Barich DH, Strobel GA, Grant DM: Characterization of stereochemistry and molecular conformation using solid-state NMR tensors. J Am Chem Soc 2001, 123: 9837–9842. 10.1021\u002Fja010997l\nPark SH, Kim DS, Kim WG, Ryoo IJ, Lee DH, Huh CH, Youn SW, Yoo ID, Park KC: Terrein: a new melanogenesis inhibitor and its mechanism. Cell Mol Life Sci 2004, 61: 2878–2885. 10.1007\u002Fs00018-004-4341-3\nHosoe T, Moriyama H, Wakana D, Itabashi T, Kawai K: Inhibitory effects of dihydroterrein and terrein isolated from Aspergillus novofumigatus on platelet aggregation. Mycotoxins 2009, 59: 75–82. 10.2520\u002Fmyco.59.75\nKim DS, Lee HK, Park SH, Lee S, Ryoo IJ: Terrein inhibits keratinocyte proliferation via ERK inactivation and G2\u002FM cell cycle arrest. Exp Dermatol 2008, 17: 312–317. 10.1111\u002Fj.1600-0625.2007.00646.x\nMacedo JFC, Porto ALM, Marzaioli AJ: Terreinol: a novel metabolite from Aspergillus terreus : structure and C labeling. Tetrahedron Lett 2004, 45: 53–55. 10.1016\u002Fj.tetlet.2003.10.128\nLin T, Lu C, She Y: Secondary metabolites of Aspergillus sp. F1, a commensal fungal strain of Trewia nudiflora. Nat Prod Res 2009, 23: 77–85.\nHaritakun R, Rachtawee P, Chanthaket R, Boonyuen N, Isaka M: Butyrolactones from the fungus Aspergillus terreus BCC 4651. Chem Pharm Bull 2010, 58: 1545–1548. 10.1248\u002Fcpb.58.1545\nOjima N, Takenaka S, Seto S: Structures of pulvinone derivatives from Aspergillus terreus . Phytochemistry 1975, 14: 573–576. 10.1016\u002F0031-9422(75)85131-4\nBurkholder P, Burkholder IM, Almodovar LR: Antibiotic activity of some marine algae of Puerto Rico. Botanica Marina 1960, 2: 149–156. 10.1515\u002Fbotm.1960.2.1-2.149\nSajid I, Fondja YCB, Shaaban KA, Hasnain S, Laatsch H: Antifungal and antibacterial activities of indigenous Streptomyces isolates from saline farmlands: prescreening, ribotyping and metabolic diversity. World J Microbiol Biotechnol 2009, 25: 601–610. 10.1007\u002Fs11274-008-9928-7",{"EN":213},"The chemical constituents and biological activities of the terrestrial Aspergillus flavipes MM2 isolated from Egyptian rice hulls are reported. Seven bioactive compounds were obtained, of which one sterol: ergosterol (1), four butyrolactones: butyrolactone I (2), aspulvinone H (3), butyrolactone-V (6) and 4,4'-diydroxypulvinone (7), along with 6-methylsalicylic acid (4) and the cyclopentenone analogue; terrien (5). Structures of the isolated compounds were deduced by intensive studies of their 1D & 2D NMR, MS data and comparison with related structures. The strain extract and the isolated compounds (1-7) were biologically studied against number of microbial strains, and brine shrimp for cytotoxicity. In this article, the taxonomical characterization of A. flavipes MM2 along with its upscale fermentation, isolation and structural assignment of the obtained bioactive metabolites, and evaluate their antimicrobial and cytotoxic activities were described.",{"EN":215},"Four butyrolactones and diverse bioactive secondary metabolites from terrestrial Aspergillus flavipes MM2: isolation and structure determination",{"VOID":217},"10.1186\u002F2191-2858-2-9","https:\u002F\u002Forgmedchemlett.springeropen.com\u002Farticles\u002F10.1186\u002F2191-2858-2-9",[220,237,254,269,293],{"id":221,"sortIndex":154,"researcher":20,"roles":222,"affiliations":223,"properties":234},"ac8da813-d47f-4215-95de-ed77b015d416",[70],[224],{"id":20,"sortIndex":21,"affiliation":225,"properties":20},{"id":226,"createTime":227,"updateTime":228,"relativeEntities":229,"slug":230,"properties":231,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"72a73eaa-b512-4a26-9a56-68752465aacf","2023-12-13T15:02:15.113+00:00","2024-09-17T23:57:56.311+00:00",[],"Pharmacognosy-Department-Faculty-of-Pharmacy-Cairo-University-Cairo-Egypt",{"title":232},{"VI":233},"Pharmacognosy Department, Faculty of Pharmacy, Cairo University, Cairo, Egypt",{"title":235},{"VI":236},"Soheir M El-Zalabani",{"id":238,"sortIndex":115,"researcher":20,"roles":239,"affiliations":240,"properties":251},"7322867a-0563-4be1-be08-8cbdaf9af7e3",[70],[241],{"id":20,"sortIndex":21,"affiliation":242,"properties":20},{"id":243,"createTime":244,"updateTime":245,"relativeEntities":246,"slug":247,"properties":248,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"05c6e70c-8f92-4914-bd88-929a9b7a99ce","2024-01-04T20:54:44.643+00:00","2025-06-11T18:55:28.503+00:00",[],"Microbial-Activity-Unit-Microbiology-Department-Soil-Water-and-Environment-Research-Institute-ARC-Giza-Egypt",{"title":249},{"VI":250},"Microbial Activity Unit, Microbiology Department, Soil & Water and Environment Research Institute, ARC, Giza, Egypt",{"title":252},{"VI":253},"Mohammad Magdy El-Metwally",{"id":255,"sortIndex":102,"researcher":20,"roles":256,"affiliations":257,"properties":266},"d3a06788-0aed-416b-912f-7b3b1c7fd481",[70],[258],{"id":20,"sortIndex":21,"affiliation":259,"properties":20},{"id":260,"createTime":261,"updateTime":261,"relativeEntities":262,"slug":20,"properties":263,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"8444b793-1192-4a48-87a7-d5a36be3eaf7","2024-01-04T20:54:44.654+00:00",[],{"title":264},{"VI":265},"Division of Pharmaceutical Industries, Chemistry of Natural Compounds Department, National Research Centre, Dokki, Cairo, Egypt",{"title":267},{"VI":268},"Atef G Hanna",{"id":270,"sortIndex":21,"researcher":20,"roles":271,"affiliations":272,"properties":290},"ac41ab4e-ef5e-4e50-ad9c-8d908e7980c2",[70],[273,278],{"id":20,"sortIndex":21,"affiliation":274,"properties":20},{"id":260,"createTime":261,"updateTime":261,"relativeEntities":275,"slug":20,"properties":276,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},[],{"title":277},{"VI":265},{"id":279,"sortIndex":115,"affiliation":280,"properties":289},"e26dcfc3-132e-4170-ba46-2adce3d5777e",{"id":281,"createTime":282,"updateTime":283,"relativeEntities":284,"slug":285,"properties":286,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"03c9d107-e11a-4924-8f5c-68a77c61724d","2024-01-12T00:57:20.840+00:00","2025-06-11T17:06:17.166+00:00",[],"Institute-of-Organic-and-Biomolecular-Chemistry-University-of-G%C3%B6ttingen-G%C3%B6ttingen-Germany",{"title":287},{"VI":288},"Institute of Organic and Biomolecular Chemistry, University of Göttingen, Göttingen, Germany",{},{"title":291},{"VI":292},"Mohamed MS Nagia",{"id":294,"sortIndex":141,"researcher":20,"roles":295,"affiliations":296,"properties":309},"dc32f101-844e-4e5d-a12e-7692d2aba5c0",[70],[297,304],{"id":298,"sortIndex":115,"affiliation":299,"properties":303},"8e921f1d-9d3b-4755-a700-c3c46b6ab89c",{"id":281,"createTime":282,"updateTime":283,"relativeEntities":300,"slug":285,"properties":301,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},[],{"title":302},{"VI":288},{},{"id":20,"sortIndex":21,"affiliation":305,"properties":20},{"id":260,"createTime":261,"updateTime":261,"relativeEntities":306,"slug":20,"properties":307,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},[],{"title":308},{"VI":265},{"title":310},{"VI":311},"Mohamed Shaaban",{"url":218,"publisher":313,"properties":328},{"id":6,"createTime":7,"updateTime":8,"relativeEntities":314,"slug":10,"properties":315,"entityType":18,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21,"subjectFields":319,"manageAffiliations":320,"indexDatabases":321,"url":20,"thumbnailPath":20,"statistic":20,"gsStatistic":20,"type":20,"analyzePriority":20},[],{"issn":316,"title":317,"url":318},{"VOID":13},{"EN":15},{"VOID":17},[],[],[322],{"id":26,"indexDatabase":323,"url":39,"indexYears":40,"academicFieldIds":20,"indexDatabaseRanking":41},{"id":28,"createTime":29,"updateTime":30,"relativeEntities":324,"label":325,"description":326,"key":36,"publicationTags":327,"standard":20},[],{"EN":33,"VI":33},{"EN":33,"VI":35},[38],{"volume":329,"pages":331},{"VOID":330},"2",{"VOID":332},"1-8","2012-03-01",2012,{"id":336,"createTime":337,"updateTime":338,"relativeEntities":339,"slug":340,"properties":341,"entityType":61,"verifyStatus":62,"verifyTime":338,"verifyNote":64,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21,"primaryUrl":352,"fullTextUrl":20,"authors":353,"publicationType":178,"publisherRelationship":450,"citationCount":20,"citationInfo":20,"publishDate":466,"publishYear":334,"citationAnalyzeStatus":19,"lastCitationAnalyze":20,"indexDatabases":20,"openAccess":20,"references":20,"isForceReanalyzing":202},"0bdae85e-dbe6-4434-870b-87edb2a6ff21","2024-04-06T08:49:45.302+00:00","2024-12-11T20:56:44.380+00:00",[],"Pathways-of-ion-molecular-interactions-of-nucleogenic-phenyl-cations-with-the-nucleophilic-centers-of-picolines",{"references":342,"keywords":344,"abstract":346,"title":348,"doi":350},{"VOID":343},"Joule J, Mills K: Heterocyclic chemistry. 4th edition. Blackwell Science, London; 2000.\nKatritzky AR, Pozharski AF: Handbook of heterocyclic chemistry. Pergamon, Amsterdam; 2000.\nLukevits E: Pyridine derivatives in the drug arsenal (150 years of pyridine chemistry). Chem Heterocyc Comp 1995,31(6):639–650. 10.1007\u002FBF01169065\nPozharskii AF, Soldatenkov AT, Katritzky AR: Heterocycles in life and society. Wiley, New York; 1997.\nTuyun AF, Uslu H: Investigation of picolinic acid extraction by trioctylamine. Int J Chem React Eng 2011, 9: A29.\nHameed S, Saeed M, Khan A, Ahmed M, Nizami SS, Kazmi MH: Synthesis and antibacterial activity of picoline derivatives. J Islamic Acad Sci 1994,7(1):26–29.\nBarbour LJ, Macgillivray LR, Atwood JL: Structural consequences of M-Cl…H-N hydrogen bonds in substituted pyridinium salts of the cobalt(II)tetrachloride anion isolated from liquid clathrate media. Supramol Chem 1996,7(2):167–169. 10.1080\u002F10610279608035193\nSundararajan C, Falvey DE: C − O bond fragmentation of 4-picolyl- and -methyl-4-picolinium esters triggered by photochemical electron transfer. J Org Chem 2004,69(17):5547–5554. 10.1021\u002Fjo049501j\nPrzewloka T, Chen S, Xia Z, Li H, Zhang S, Chimmanamada D, Kostik E, James D, Koya K, Sun L: Application of DMF–methyl sulfate adduct in the regioselective synthesis of 3-acylated indolizines. Tetrahedron Lett 2007,48(33):5739–5742. 10.1016\u002Fj.tetlet.2007.06.095\nDarwish ES: Facile synthesis of heterocycles via 2-picolinium bromide and antimicrobial activities of the products. Molecules 2008, 13: 1066–1078. 10.3390\u002Fmolecules13051066\nChen S, Xia Z, Nagai M, Lu R, Kostik E, Przewloka T, Song M, Chimmanamada D, James D, Zhang S, Jiang J, Ono M, Koya K, Sun L: Novel indolizine compounds as potent inhibitors of phosphodiesterase IV (PDE4): structure–activity relationship. Med Chem Commun 2011,2(3):176–180. 10.1039\u002Fc0md00215a\nAlptuzun V, Parlar S, Tash H, Erciyas E: Synthesis and antimicrobial activity of some pyridinium salts. Molecules 2009, 14: 5203–5215. 10.3390\u002Fmolecules14125203\nDwoskin LP, Wooters TE, Sumithran SP, Siripurapu KB, Joyce BM, Lockman PR, Manda VK, Ayers JT, Zhang S, Deaciuc AG, McIntosh JM, Crooks PA, Bardo MT: N, N-alkane-diyl-bis-3-picoliniums as nicotinic receptor antagonists: inhibition of nicotine-evoked dopamine release and hyperactivity. JPET 2008,326(2):563–576. 10.1124\u002Fjpet.108.136630\nGrinevich VP, Crooks PA, Sumithan SP, Haubner AJ, Ayers JT, Dwoskin LP: N-n-alkylpyridinium analogs, a novel class of nicotinic receptor antagonists: selective inhibition of nicotine-evoked [3 H] dopamine overflow from superfused rat striatal slices. JPET 2003,306(3):1011–1020. 10.1124\u002Fjpet.103.051789\nShchepina NE, Avrorin VV, Badun GA, Lewis SB, Fedoseev VM, Ukhanov SE: The reaction of direct phenylation by nucleogenic cations as a method of synthesis of unknown or complicated tritium labeled compounds. Moscow Univ Chem Bull 2009,64(5):244–248. 10.3103\u002FS0027131409050034\nShchepina NE, Avrorin VV, Badun GA, Alexandrova GA, Ukhanov SE, Fedoseev VM, Boiko II: Preparation of N-phenyl-substituted quinolinium derivatives labeled with tritium by chemonuclear synthesis. Chem Heterocyc Comp 2009,45(7):796–801. 10.1007\u002Fs10593-009-0359-7\nShchepina NE, Avrorin VV, Badun GA, Fedoseev VM, Lewis SB: New method for the synthesis of difficultly available sterically hindered tritium-labeled pyridinium derivatives. Chem Heterocyc Comp 2010, 46: 547–552. 10.1007\u002Fs10593-010-0544-8\nPausacker KH: Arylation of aromatic compounds. VI Benzoyl peroxide with pyridine and quinoline. Aust J Chem 1958,11(2):200–210. 10.1071\u002FCH9580200\nBarnes RA, Brody F, Ruby PR: Pyridine and its derivatives. In The chemistry of heterocyclic compounds, V. 1. Edited by: Weissberger A, Klingberg A. Interscience Publishers, New York; 1960.\nKatritzky AR, Taylor R: Electrophilic substitution of heterocycles: quantitative aspects: Part I. Adv Heterocycl Chem 1990, 47: 1–75.\nKatritzky AR, Fan WO: Mechanisms and rates of the electrophilic substitution reactions of heterocycles. Heterocycles 1992, 34: 2179–2229. 10.3987\u002FREV-92-448\nShchepina NE, Nefedov VD, Toropova MA, Avrorin VV, Gembitzky DS, Lewis SB, Mattson B: Ion molecule reactions of pyridine with free tritiated phenyl cations generated by the nuclear chemical method. Radiochem (Russ) 1999,41(6):562–565.\nShchepina NE, Nefedov VD, Toropova MA, Avrorin VV, Lewis SB, Mattson B: Ion-molecular reactions of free phenylium ions, generated by tritium β-decay with group V-VII elements. Tetrahedron Lett 2000, 41: 5303–5306. 10.1016\u002FS0040-4039(00)00854-6\nTraven VF: Organic chemistry: textbook for schools V. 2 Akademkniga. Moscow; 2004.\nCoe BJ, Horris JA, Asselbeighs J, Kloys K: Quadratic nonlinear optical properties of N-aryl Stilbazolium dyes. Adv Funct Mater 2002,12(2):110–116. 10.1002\u002F1616-3028(20020201)12:2\u003C110::AID-ADFM110>3.0.CO;2-Y",{"EN":345},"",{"EN":347},"The nuclear-chemical method brought unique opportunity for synthesis of unknown and hardly available organic compounds. Presence of tritium labeling allows one-step preparation of radioactive markers for the investigation of chemical and biological processes. The ion–molecular reactions of nucleogenic phenyl cations with 4-picoline have been carried out. The phenyl cations were generated by spontaneous tritium β-decay within the tritium-labeled benzene. Both additions to the nitrogen and substitutions about the aromatic ring were able to be studied simultaneously. Unusual substitutions on both the α- and β-positions of the ring system have been revealed. By unknown direct phenylation of nitrogen atom tritium-labeled N-phenylpicolinium derivatives, perspective biological markers have been synthesized.",{"EN":349},"Pathways of ion–molecular interactions of nucleogenic phenyl cations with the nucleophilic centers of picolines",{"VOID":351},"10.1186\u002F2191-2858-2-14","https:\u002F\u002Forgmedchemlett.springeropen.com\u002Farticles\u002F10.1186\u002F2191-2858-2-14",[354,370,386,402,418,434],{"id":355,"sortIndex":154,"researcher":20,"roles":356,"affiliations":357,"properties":367},"2cdc2f76-07d1-4775-8fca-dc380cafaad8",[70],[358],{"id":20,"sortIndex":21,"affiliation":359,"properties":20},{"id":360,"createTime":361,"updateTime":361,"relativeEntities":362,"slug":363,"properties":364,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"686cc2fb-9953-4e55-8539-d2759ec2901a","2024-04-06T08:49:45.331+00:00",[],"Department-of-Organic-Chemistry-M-V-Lomonosov-Moscow-State-University-Moscow-Russia",{"title":365},{"VI":366},"Department of Organic Chemistry, M. 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Lomonosov Moscow State University, Moscow, Russia",{"title":368},{"VI":369},"Nikolay A Bumagin",{"id":371,"sortIndex":115,"researcher":20,"roles":372,"affiliations":373,"properties":383},"fdf682cb-816d-419c-8de4-1e5e15fea60d",[70],[374],{"id":20,"sortIndex":21,"affiliation":375,"properties":20},{"id":376,"createTime":377,"updateTime":377,"relativeEntities":378,"slug":379,"properties":380,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"cfc94155-581e-4d90-bf65-4c204467747c","2024-04-06T08:49:45.316+00:00",[],"Chemistry-Department-St-Petersburg-State-University-St-Petersburg-Petrodvorets-Russia",{"title":381},{"VI":382},"Chemistry Department, St-Petersburg State University, St-Petersburg, Petrodvorets, Russia",{"title":384},{"VI":385},"Viktor V Avrorin",{"id":387,"sortIndex":86,"researcher":20,"roles":388,"affiliations":389,"properties":399},"a59542ec-9fa1-4cf8-aae3-28c638d13273",[70],[390],{"id":20,"sortIndex":21,"affiliation":391,"properties":20},{"id":392,"createTime":393,"updateTime":393,"relativeEntities":394,"slug":395,"properties":396,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"32563ed9-38b5-4257-95c1-b73a53aaaf65","2024-04-06T08:49:45.430+00:00",[],"Department-of-Organic-Chemistry-Perm-State-University-Perm-Russia",{"title":397},{"VI":398},"Department of Organic Chemistry, Perm State University, Perm, Russia",{"title":400},{"VI":401},"Sergey N Shurov",{"id":403,"sortIndex":102,"researcher":20,"roles":404,"affiliations":405,"properties":415},"418a1bef-1f6c-4e39-99fa-10a919c2451b",[70],[406],{"id":20,"sortIndex":21,"affiliation":407,"properties":20},{"id":408,"createTime":409,"updateTime":409,"relativeEntities":410,"slug":411,"properties":412,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"44573d5e-684c-46f3-8dc4-15d66a11b04a","2024-04-06T08:49:45.340+00:00",[],"Department-of-Chemistry-James-Madison-University-Harrisonburg-USA",{"title":413},{"VI":414},"Department of Chemistry, James Madison University, Harrisonburg, USA",{"title":416},{"VI":417},"Scott B Lewis",{"id":419,"sortIndex":141,"researcher":20,"roles":420,"affiliations":421,"properties":431},"1577babc-eb3c-4d89-b55e-c1ffd54d0ec8",[70],[422],{"id":20,"sortIndex":21,"affiliation":423,"properties":20},{"id":424,"createTime":425,"updateTime":425,"relativeEntities":426,"slug":427,"properties":428,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"abb3d9c9-6652-4859-a5b8-135a9af86df8","2024-04-06T08:49:45.324+00:00",[],"Radiochemistry-Department-M-V-Lomonosov-Moscow-State-University-Moscow-Russia",{"title":429},{"VI":430},"Radiochemistry Department, M. V. Lomonosov Moscow State University, Moscow, Russia",{"title":432},{"VI":433},"Gennady A Badun",{"id":435,"sortIndex":21,"researcher":20,"roles":436,"affiliations":437,"properties":447},"4f458c6d-f626-454c-b90d-20190428f6c8",[70],[438],{"id":20,"sortIndex":21,"affiliation":439,"properties":20},{"id":440,"createTime":441,"updateTime":441,"relativeEntities":442,"slug":443,"properties":444,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"977eca54-1739-42f8-9ad7-5381cee74f30","2024-04-06T08:49:45.309+00:00",[],"Laboratory-of-Radiochemistry-Natural-Sciences-Institute-of-Perm-State-University-Perm-Russia",{"title":445},{"VI":446},"Laboratory of Radiochemistry, Natural Sciences Institute of Perm State University, Perm, Russia",{"title":448},{"VI":449},"Nadezhda E Shchepina",{"url":20,"publisher":451,"properties":20},{"id":6,"createTime":7,"updateTime":8,"relativeEntities":452,"slug":10,"properties":453,"entityType":18,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21,"subjectFields":457,"manageAffiliations":458,"indexDatabases":459,"url":20,"thumbnailPath":20,"statistic":20,"gsStatistic":20,"type":20,"analyzePriority":20},[],{"issn":454,"title":455,"url":456},{"VOID":13},{"EN":15},{"VOID":17},[],[],[460],{"id":26,"indexDatabase":461,"url":39,"indexYears":40,"academicFieldIds":20,"indexDatabaseRanking":41},{"id":28,"createTime":29,"updateTime":30,"relativeEntities":462,"label":463,"description":464,"key":36,"publicationTags":465,"standard":20},[],{"EN":33,"VI":33},{"EN":33,"VI":35},[38],"2012-04-13",{"id":468,"createTime":469,"updateTime":470,"relativeEntities":471,"slug":472,"properties":473,"entityType":61,"verifyStatus":62,"verifyTime":470,"verifyNote":64,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21,"primaryUrl":482,"fullTextUrl":20,"authors":483,"publicationType":178,"publisherRelationship":561,"citationCount":20,"citationInfo":20,"publishDate":581,"publishYear":334,"citationAnalyzeStatus":19,"lastCitationAnalyze":20,"indexDatabases":20,"openAccess":20,"references":20,"isForceReanalyzing":202},"5b5a8229-3de6-4584-8708-615568442547","2023-12-13T01:32:10.850+00:00","2024-12-11T20:43:08.624+00:00",[],"Chemical-characterization-antioxidant-and-inhibitory-effects-of-some-marine-sponges-against-carbohydrate-metabolizing-enzymes",{"references":474,"abstract":476,"title":478,"doi":480},{"VOID":475},"Bergmann W, Feeney RJ: The isolation of a new thymine pentoside from sponges. J Am Chem Soc 1950, 72: 2809–2810.\nBergmann W, Feeney RJ: Contributions to the study of marine products. XXXII. The nucleosides of sponges. I. J Org Chem 1951, 16: 981–987.\nProksch P, Edrada R, Ebel R: Drugs from the seas-current status and microbiological implications. Appl Microbiol Biotechnol 2002, 59: 125–134.\nFaulkner DJ: Marine natural products. Nat Prod Rep 2002, 19: 1–48.\nBlunt JW, Copp BR, Hu W-P, Munro MHG, Northcote PT, Prinsep MR: Marine natural products. Nat Prod Rep 2009, 26: 170–244.\nGordaliza M: Review: cytotoxic terpene quinones from marine sponges. Mar Drugs 2010, 8: 2849–2870.\nZhu YM, Shen JK, Wang HK, Cosentino LM, Lee KH: Synthesis and anti-HIV activity of oleanolic acid derivatives. Bioorg Med Chem Lett 2001, 11: 3115–3118.\nHsu YL, Kuo PL, Lin CC: Proliferative inhibition, cell–cycle dysregulation and induction of apoptosis by ursolic acid in human non-small cell lung cancer A549 cell. Life Sci 2004, 75: 2303–2316.\nYogeeswari P, Sriram D: Betulinic acid and its derivatives: a review on their biological properties. Curr Med Chem 2005, 12: 657–666.\nGulcin I, Buyukokuroglu ME, Oktay M, Kufrevioglu OI: On the in vitro antioxidative properties of melatonin. J Pineal Res 2002, 33: 167–171.\nWang H, Cao G, Prior RL: Total antioxidant capacity of fruits. J Agr Food Chem 1996, 44: 701–705.\nDudhgaonkar S, Thyagarajan A, Sliva D: Suppression of the inflammatory response by triterpenes isolated from the mushroom Ganoderma lucidum. Int Immunopharmacol 2009, 9: 1272–1280.\nBerrue F, Thomas OP, Laville R, Prado S, Golebiowski J, Fernandezc R, Amadea P: The marine sponge Plakortis zyggompha: a source of original bioactive polyketides. Tetrahedron 2007, 63: 2328–2334.\nTeeyapant R, Woerdenbag HJ, Kreis P, Hacher J, Wray V: Antibiotic and cytotoxic activity of K. Cyclostelletamines A-F; pyridine alkaloids which inhibit brominated compound from marine sponge Verongia aerobinding of quinuclidinyl benzilate (QNB) to muscarinic acephoba. Z Naturforsch 1993, 48C: 939–945.\nBartolotta SA, Scuteri MA, Hick AS, Palermo J, Rodriguez BMF, Hajdu E, Mothes B, Lerner C, Campos M, Carballo MA: Evaluation of genotoxic biomarkers in extracts of marine sponges from Argentinean South Sea. J Exp Mar Biol Ecol 2009, 369: 144–147.\nSreejayan N, Rao MNA: Nitric oxide scavenging by curcuminoids. J Pharm Pharmacol 1997, 49: 105–107.\nKhotimchenko S: V: fatty acids of brown algae from the Russian far east. Phytochemistry 1998, 49: 2363–2369.\nViqar Uddin A, Shaheen B: Isolation of β-sitosterol and ursolic acid from Morinda Citrifolia Linn. J Chem Soc Pak 1980, 2: 71.\nMd AM, Tareq SM, Apu AS, Basak D, Islam MS: Isolation and identification of compounds from the leaf extract of Dillenia indica Linn. Bangladesh Pharm J 2010, 13: 49–53.\nLaatsch H: AntiBase: a data base for rapid dereplication and structure determination of microbial natural products. Wiley-VCH, Weinheim, Germany; 2010. http:\u002F\u002Fwwwuser.gwdg.de\u002F~ucoc\u002Flaatsch\u002FAntiBase.htm\nVolkman JK, Farmer CL, Barrett SM, Sikes EL: Unusual dihydroxysterols as chemotaxonomic markers for microalgae from the order Pavlovales (Haptophyceae). J Phycol 1997, 33: 1016–1023.\nSubramanian A, Joshi BS, Roy AD, Gupta RRV, Dang RS: NMR spectroscopic identification of cholesterol esters, plasmalogen and phenolic glycolipids as fingerprint markers of human intracranial tuberculomas. NMR Biomed 2008, 21: 272–288.\nAhmad VU, Memon AH, Ali MS, Perveen S, Shameel M: Somalenone, a C26 sterol from the marine red alga Melanothamnus somalensis. Phytochemistry 1996, 42: 1141–1143.\nSherif EAB, Shaaban M, Elkholy YM, Helal MH, Hamza AS, Masoud MS, El Safty MM: Chemical composition and biological activity of ripe pumpkin fruits (Cucurbita pepo L.) cultivated in Egyptian habitats. Nat Prod Res 2011, 25: 1524–1539.\nSani UM, Pateh UU: Isolation of 1,2-benzenedicarboxylic acid bis(2-ethylhexyl) ester from methanol extract of the variety minor seeds of Ricinus communis Linn. (Euphorbiaceae). Nig J Pharm Sci 2009, 8: 107–114.\nSato S, Kuramoto M, Ono N: Ircinamine B, bioactive alkaloid from marine sponge Dactylia sp. Tetrahedron Lett 2006, 47: 7871–7873.\nBrinker M, Ma J, Lipsky PE, Raskin I: Medical chemistry and pharmacology of genus Tripterygium (Celastraceae). Phytochemistry 2007, 68: 732–766.\nTasi PJ, Tsai TH, Yu CH, Ho SC: Evaluation of no-suppressing activity of several Mediterranean culinary spices. Food Chem Toxicol 2007, 45: 440–447.\nDiouf PN, Stevanovic T, Boutin Y: The effect of extraction process on polyphenol content, triterpene composition and bioactivity of yellow birch (Betula alleghaniensis Britton) extracts. Ind Crops Prod 2009, 30: 297–303.\nRohn S, Rawel HM, Kroll J: Inhibitory effects of plant phenols on the activity of selected enzymes. J Agric Food Chem 2002, 50: 3566–3571.\nRhabasa-Lhoret R, Chiasson JL: Alpha glucosidase inhibitors. In International textbook of diabetes mellitus. Edited by: Defronzo RA, Ferrannini E, Keen H, Zimmet P. 3rd edn, Volume 1. Edited by: John Wiley & Sons Ltd, UK; 2004:901–914.\nKim YM, Jeong YK, Wang MH, Lee WY, Rhee HI: Inhibitory effect of Pine erglycemia. Nutrition 2005, 21: 756–761.\nManosroi J, Dhumtanom P, Manosroi A: Anti-proliferative activity of essential oil extracted from Thai medicinal plants on KB and P388 cell lines. Cancer Lett 2006, 235: 114–120.\nPulitzer-Finali G: A collection of west Indian Demospongiae (Porifera). In In appendix, a list of the Demospongiae hitherto recorded from the West Indies. 86th edition. Annali de1 musco civico di storia naturale, Gincoma Doria; 1986:65–216.\nJohn N, Hooper A, Van Soest RWM: Systema porifera. Kluwer Academic\u002FPlenum Publishers, New York, A guide to the classification of sponges; 2002.\nMcCue P, Horii A, Shetty K: Solid-state bioconversion of phenolic antioxidants from defatted soybean powders by Rhizopus oligosporus: role of carbohydrate-cleaving enzymes. J Food Biochem 2003, 27: 501–514.\nKatsube T, Tabata H, Ohta Y, Yamasaki Y, Anuurad E, Shiwaku K, Yamane Y: Screening for the antioxidant activity in edible plant products: comparison of low-density lipoprotein oxidation assay, DPPH radical scavenging assay, and Folin–Ciocalteu assay. J Agric Food Chem 2004, 52: 2391–2396.\nBernfeld P: Amylases, alpha and beta. Meth Enzymol 1955, 1: 149–158.\nSánchez J, Hardisson C: Glucose inhibition of galactose-induced synthesis of β-galactosidase in Streptomyces violaceus. Arch Crobial 1979, 125: 111–114.\nKapustka LA, Annala AE, Swanson WC: The peroxidase-glucose oxidase system: a new method to determine glucose liberated by carbohydrate degradino soil enzymes. Plant Soil 1981, 63: 487–490.",{"EN":477},"More than 15,000 marine products have been described up to now; Sponges are champion producers, concerning the diversity of products that have been found. Most bioactive compounds from sponges were classified into anti-inflammatory, antitumor, immuno- or neurosurpressive, antiviral, antimalarial, antibiotic, or antifouling. Evaluation of in vitro inhibitory effects of different extracts from four marine sponges versus some antioxidants indices and carbohydrate hydrolyzing enzymes concerned with diabetes mellitus was studied. The chemical characterizations for the extracts of the predominating sponges; SP1 and SP3 were discussed. All chemicals served in the biological study were of analytical grade and purchased from Sigma, Merck and Aldrich. All kits were the products of Biosystems (Spain), Sigma Chemical Company (USA), Biodiagnostic (Egypt). Carbohydrate metabolizing enzymes; α-amylase, α-glucosidase, and β-galactosidase (EC3.2.1.1, EC3.2.1.20, and EC3.2.1.23, respectively) were obtained from Sigma Chemical Company (USA). Four marine sponges; Smenospongia (SP1), Callyspongia (SP2), Niphates (SP3), and Stylissa (SP4), were collected from the Red Sea at Egyptian coasts, and taxonomically characterized. The sponges' extracts exhibited diverse inhibitory effects on oxidative stress indices and carbohydrate hydrolyzing enzymes in linear relationships to some extent with concentration of inhibitors (dose dependant). The extracts of sponges (3, 1, and 2) showed, respectively, potent-reducing power. Purification and Chemical characterization of sponge 1 using NMR and mass spectroscopy, recognized the existence of di-isobutyl phthalate (1), di-n-butyl phthalate (2), linoleic acid (3), β-sitosterol (4), and cholesterol (5). Sponge 3 produced bis-[2-ethyl]-hexyl-phthylester (6) and triglyceride fatty acid ester (7). Marine sponges are promising sources for delivering of bioactive compounds. Four marine sponges, collected from Red Sea at Egyptian coasts, were identified as Smenospongia (SP1), Callyspongia (SP2), Niphates (SP3), and Stylissa (SP4). The results demonstrated that different sponges extracts exhibited inhibitory effects on oxidative stress indices and carbohydrate hydrolyzing enzymes in linear relationships to some extent with concentration of inhibitors (dose dependant). The extracts of sponges (3, 1, and 2) showed, respectively, potent-reducing power. Chemical characterizations of sponges SP1 and SP3 were discussed. Based on this study, marine sponges are considered as talented sources for production of diverse and multiple biologically active compounds.",{"EN":479},"Chemical characterization, antioxidant and inhibitory effects of some marine sponges against carbohydrate metabolizing enzymes",{"VOID":481},"10.1186\u002F2191-2858-2-30","http:\u002F\u002Forgmedchemlett.springeropen.com\u002Farticles\u002F10.1186\u002F2191-2858-2-30",[484,499,514,531,543],{"id":485,"sortIndex":102,"researcher":20,"roles":486,"affiliations":487,"properties":496},"dca26c8c-be14-4cdc-a2c4-67a6f7f78755",[70],[488],{"id":20,"sortIndex":21,"affiliation":489,"properties":20},{"id":490,"createTime":491,"updateTime":491,"relativeEntities":492,"slug":20,"properties":493,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"b2cb2313-0e6d-46d7-84d7-03cb90d34e0a","2023-12-13T01:32:10.963+00:00",[],{"title":494},{"VI":495},"Red Sea Marine Parks, Hurghada, Red Sea, Egypt",{"title":497},{"VI":498},"Mohamed A Ghani",{"id":500,"sortIndex":154,"researcher":20,"roles":501,"affiliations":502,"properties":511},"899a7a11-baa6-4ca4-94c2-91b78e7a0c64",[70],[503],{"id":20,"sortIndex":21,"affiliation":504,"properties":20},{"id":505,"createTime":506,"updateTime":506,"relativeEntities":507,"slug":20,"properties":508,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"7c44d9de-f736-4289-923b-2459eaff222a","2024-01-04T14:28:00.454+00:00",[],{"title":509},{"VI":510},"Department of Therapeutic Chemistry, National Research Centre, Giza, Egypt",{"title":512},{"VI":513},"Hanan F Aly",{"id":515,"sortIndex":115,"researcher":20,"roles":516,"affiliations":517,"properties":528},"37f8c3ab-514c-4288-bf4d-6f1ca07cc092",[70],[518],{"id":20,"sortIndex":21,"affiliation":519,"properties":20},{"id":520,"createTime":521,"updateTime":522,"relativeEntities":523,"slug":524,"properties":525,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"03e6a037-9b99-418a-9c3a-208d393ca0d1","2023-12-13T01:32:10.910+00:00","2025-06-11T17:12:34.489+00:00",[],"Chemistry-of-Natural-Compounds-Department-Division-of-Pharmaceutical-Industries-National-Research-Centre-Giza-Egypt",{"title":526},{"VI":527},"Chemistry of Natural Compounds Department, Division of Pharmaceutical Industries, National Research Centre, Giza, Egypt",{"title":529},{"VI":530},"Howaida I Abd-Alla",{"id":532,"sortIndex":141,"researcher":20,"roles":533,"affiliations":534,"properties":540},"1984bd93-20fc-454f-b48b-dcaad2654898",[70],[535],{"id":20,"sortIndex":21,"affiliation":536,"properties":20},{"id":520,"createTime":521,"updateTime":522,"relativeEntities":537,"slug":524,"properties":538,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},[],{"title":539},{"VI":527},{"title":541},{"VI":542},"Amal Z Hassan",{"id":544,"sortIndex":21,"researcher":20,"roles":545,"affiliations":546,"properties":559},"1d39709a-00ca-49df-bb5e-8af947ff5008",[70],[547,554],{"id":548,"sortIndex":115,"affiliation":549,"properties":553},"66fa851d-3e96-4d0b-afd5-cd5123e9a59f",{"id":281,"createTime":282,"updateTime":283,"relativeEntities":550,"slug":285,"properties":551,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},[],{"title":552},{"VI":288},{},{"id":20,"sortIndex":21,"affiliation":555,"properties":20},{"id":520,"createTime":521,"updateTime":522,"relativeEntities":556,"slug":524,"properties":557,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},[],{"title":558},{"VI":527},{"title":560},{"VI":311},{"url":482,"publisher":562,"properties":577},{"id":6,"createTime":7,"updateTime":8,"relativeEntities":563,"slug":10,"properties":564,"entityType":18,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21,"subjectFields":568,"manageAffiliations":569,"indexDatabases":570,"url":20,"thumbnailPath":20,"statistic":20,"gsStatistic":20,"type":20,"analyzePriority":20},[],{"issn":565,"title":566,"url":567},{"VOID":13},{"EN":15},{"VOID":17},[],[],[571],{"id":26,"indexDatabase":572,"url":39,"indexYears":40,"academicFieldIds":20,"indexDatabaseRanking":41},{"id":28,"createTime":29,"updateTime":30,"relativeEntities":573,"label":574,"description":575,"key":36,"publicationTags":576,"standard":20},[],{"EN":33,"VI":33},{"EN":33,"VI":35},[38],{"volume":578,"pages":579},{"VOID":330},{"VOID":580},"1-12","2012-08-16",{"id":583,"createTime":584,"updateTime":585,"relativeEntities":586,"slug":587,"properties":588,"entityType":61,"verifyStatus":62,"verifyTime":599,"verifyNote":64,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21,"primaryUrl":600,"fullTextUrl":20,"authors":601,"publicationType":178,"publisherRelationship":647,"citationCount":21,"citationInfo":668,"publishDate":670,"publishYear":671,"citationAnalyzeStatus":672,"lastCitationAnalyze":673,"indexDatabases":20,"openAccess":20,"references":20,"isForceReanalyzing":202},"5767c7fa-7da3-4507-80f9-cbf05ef906b0","2024-01-18T13:38:12.315+00:00","2026-05-26T20:41:04.160+00:00",[],"Effect-of-nano-silver-and-silver-nitrate-on-seed-yield-of-Ocimum-basilicum-L-",{"references":589,"abstract":591,"title":593,"doi":595,"gsPaper":597},{"VOID":590},"Simon JE, Morales MR, Phippen WB, Vieira RF, Hao Z: A source of aroma compounds and a popular culinary and ornamental herb. In Perspectives on new crops and new uses. Edited by: Janick J. ASHS Press, Alexandria, VA; 1999:499–505.\nJavanmardi J, Khalighi A, Kashi A, Bais HP, Vivanco JM: Chemical characterization of basil ( Ocimum basilicum L.) found in local accessions and used in traditional medicines in Iran. J Agri Food Chem 2002, 50: 5878–5882. 10.1021\u002Fjf020487q\nSenatore F: Influence of harvesting time on yield and composition of the essential oil of a thyme ( Thymus pulegioides L.) growing wild in Campania (Southern Italy). J Agri Food Chem 1996, 44: 1327–1332. 10.1021\u002Fjf950508z\nTaylor J, Whitelaw C (2001) `Singal in abscission´ 2001, Tencley review no. 127, USA\nMacnish AJ, Irvig D, Joyce DC, Vithanage V, Wearing AH: Anatomy of ethylene-induced floral-organ abscission Chamelaucium uncinatum (Myrtaceae). University of Florida, Gainesvil, USA; 2004.\nMishra A, Khare S, Trivedi PK, Nath P: Effect of ethylene, 1-MCP, ABA and IAA on break strength, cellulose and polygalacturonase activities during cotton leaf abscission. Afr J Bot 2008, 282: 6–12.\nWu Y, Deng Y, Li Y: Change in enzyme activities in abscission zone and berry drop of Kyoho grapes under high O 2 or CO 2 atmospheric storage. LWT 2008, 41: 175–179. 10.1016\u002Fj.lwt.2007.01.015\nKushad MM, Poovaiah BW: Deferal of senescence and abscission by chemical inhibition of ethylene synthesis and action in bean explants. Plant Physiol 1984, 76: 293–296. 10.1104\u002Fpp.76.2.293\nMoore TC: Biochemistry and physiology of plant hormones. Ferdowsi university press, Iran; 2006.\nUthaichay N, Ketso S, Van doorn WG: 1-MCP pretreatment prevents bud and flower abscission in Dendrobium orchids. Postharvest Boil Technol 2007, 43: 374–380. 10.1016\u002Fj.postharvbio.2006.09.015\nWagstaff C, Chanasut U, Harren FJM, Laarhoven LJ, Thomas B, Rogers HJ, Stead AD: Ethylene and flower longevity in Alstroemeria : relationship between tepal senescence, abscission and ethylene biosynthesis. J Exp Bot 2005, 56: 1007–1016. 10.1093\u002Fjxb\u002Feri094\nChang YS, Chen HC: Variability between silver thiosulfate and 1-naphthaleneacetic acid applications in prolonging bract longevity of potted bougainvillea. Scie Hort 2001, 87: 217–224. 10.1016\u002FS0304-4238(00)00179-5\nShah V, Belozerova I: Influence of metal nanoparticles on the soil microbial community and germination of lettuce seeds. Water Air Soil Pollut 2008, 4: 9797–9799.\nLok CN, Ho CM, Chen R, He QY, Yu WY, Sun H, Tam PKH, Chiu JF, Che CM: Silver nanoparticles: partial oxidation and antibacterial activities. Biol Inorg Chem 2007, 12: 527–534. 10.1007\u002Fs00775-007-0208-z\nLabraba X, Araus JL: Effect of foliar applications of silver nitrate and ear removal on carbon dioxide assimilation in wheat flag leaves during grain filling. Field Crops Res 1991, 28: 149–162. 10.1016\u002F0378-4290(91)90080-F\nMakkar HSP: Quantification of tannins in tree foliage. A laboratory manual for the FAO\u002FIAEA co-ordinated research project on use of nuclear and related techiquea to develop simple tannin assays for predicting and improving the safety and efficiency of feeding ruminants on tanniniferous tree foliage, FAO\u002FIAEA Working Document, IAEA, Vienna, Austria; 2000.\nKhan NA: Ethylene action in plants´. Springer-Verlag Berlin Heidelberg, German; 2006.\nMeans AR, Malley BWO, Armen LRH, Tashjian JR: Vitamins and hormones. V. 72. Elsevier Inc, USA; 2005.\nHedden EP, Thomas SG: Annual plant reviews. Blackwell Publishing, Oxford, UK; 2006.\nEo J, Lee BY: Effects of ethylene, abscisic acid and auxin on fruit abscission in water dropwort ( Oenanthe stolonifera DC.). Scie Hort 2009, 123: 224–227. 10.1016\u002Fj.scienta.2009.08.011\nAn J, Zhang M, Wang SH, Tang J: Physical, chemical and microbiological change in stored green asparagus spears as affected by coating of silver nanoparticle-pvp. LWT 2008, 41: 1100–1107. 10.1016\u002Fj.lwt.2007.06.019\nPessarakli M: Handbook of plant and crop physiol. Marcel Dekker, Inc, USA; 2001.\nNichols R, Kofranek AM: Reversal of ethylene inhibition of tulip stem elongation by silver thiosulfate. Scie Hort 1982, 17: 71–79. 10.1016\u002F0304-4238(82)90063-2\nOuma JP, Young MM, Reichert NA: Optimization of in vitro regeneration of multiple shoots from hypocotyl sections of cotton ( Gossypium hirsutum L.). Afr J Biotechnol 2004, 3: 169–173.\nTso TC, Sorokin TP, Engelhaupt ME: Effects of some rare elements on nicotine content of the tobacco. Plant Physiol 1973, 51: 805–806. 10.1104\u002Fpp.51.4.805\nPurvis AC: Sequence of chloroplast degreening in calamondin fruit as influenced by ethylene and AgNO 3 . Plant Physiol 1980, 66: 624–627. 10.1104\u002Fpp.66.4.624\nPark HJ, Kim SH, Kim HJ, Choi HS: A new composition of nanosized silica-silver for control of various plant diseases. Plant Pathol 2006, 22: 295–302. 10.5423\u002FPPJ.2006.22.3.295\nHeredia B, Cisneros-zevallos L: The effects of exogenous ethylene and methyl jasmonate on the accumulation of phenolic antioxidants in selected whole and wounded fresh produce. Food Chem 2009, 115: 1500–1508. 10.1016\u002Fj.foodchem.2009.01.078\nElzaawely AA, Xuan TD, Tawata S: Changes in essential oil, kava pyrones and total phenolics of Alpinia zerumbet (Pers.) B.L. Burtt. and R.M. Sm. leaves exposed to copper sulphate. Environ Exper Bot 2007, 59: 347–353. 10.1016\u002Fj.envexpbot.2006.04.007",{"EN":592},"The aim of this study was to evaluate the effect of nano silver and silver nitrate on yield of seed in basil plant. The study was carried out in a randomized block design with three replications. Four levels of either silver nitrate (0, 100, 200 and 300 ppm) or nano silver (0, 20, 40, and 60 ppm) were sprayed on basil plant at seed growth stage. The results showed that there was no significant difference between 100 ppm of silver nitrate and 60 ppm concentration of nano silver on the shoot silver concentration. However, increasing the concentration of silver nitrate from 100 to 300 ppm caused a decrease in seed yield. In contrast, a raise in the concentration of nano silver from 20 to 60 ppm has led to an improvement in the seed yield. Additionally, the lowest amount of seed yield was found with control plants. Finally, with increasing level of silver nitrate, the polyphenol compound content was raised but the enhancing level of nano silver resulting in the reduction of these components. In conclusion, nano silver can be used instead of other compounds of silver.",{"EN":594},"Effect of nano silver and silver nitrate on seed yield of (Ocimum basilicum L.)",{"VOID":596},"10.1186\u002Fs13588-014-0011-0",{"VOID":598},"[\"10176329967978864762\"]","2024-05-14T09:00:53.603+00:00","https:\u002F\u002Forgmedchemlett.springeropen.com\u002Farticles\u002F10.1186\u002Fs13588-014-0011-0",[602,617,632],{"id":603,"sortIndex":21,"researcher":20,"roles":604,"affiliations":605,"properties":614},"1979b2f0-580e-4c94-ba4f-f8bb2a6ba4a6",[70],[606],{"id":20,"sortIndex":21,"affiliation":607,"properties":20},{"id":608,"createTime":609,"updateTime":609,"relativeEntities":610,"slug":20,"properties":611,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"ae3b398f-691f-4fc6-91af-a82d56ceb1a4","2024-01-26T17:33:21.800+00:00",[],{"title":612},{"VI":613},"Department of Horticulture, Faculty of Agriculture, Khoy Branch, Islamic Azad University, Khoy, Iran",{"title":615},{"VI":616},"Fatemeh Nejatzadeh-Barandozi",{"id":618,"sortIndex":115,"researcher":20,"roles":619,"affiliations":620,"properties":629},"0119bb9f-c355-4e7c-b74f-d3d1f678ce99",[70],[621],{"id":20,"sortIndex":21,"affiliation":622,"properties":20},{"id":623,"createTime":624,"updateTime":624,"relativeEntities":625,"slug":20,"properties":626,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"9c9c42dc-97fd-43a0-8de1-9fe38efec1e3","2024-01-18T13:38:12.374+00:00",[],{"title":627},{"VI":628},"Department of Horticulture, Faculty of Agriculture, Garmsar Branch, Islamic Azad University, Garmsar, Iran",{"title":630},{"VI":631},"Fariborz Darvishzadeh",{"id":633,"sortIndex":141,"researcher":20,"roles":634,"affiliations":635,"properties":644},"0a5af114-d3ff-4848-a361-34ca8b86f93e",[70],[636],{"id":20,"sortIndex":21,"affiliation":637,"properties":20},{"id":638,"createTime":639,"updateTime":639,"relativeEntities":640,"slug":20,"properties":641,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"baa6d4e1-670c-4867-a24f-d841f180c1aa","2024-01-17T08:18:19.330+00:00",[],{"title":642},{"VI":643},"Department of Chemistry, Khoy Branch, Islamic Azad University, Khoy, Iran",{"title":645},{"VI":646},"Ali Aminkhani",{"url":600,"publisher":648,"properties":663},{"id":6,"createTime":7,"updateTime":8,"relativeEntities":649,"slug":10,"properties":650,"entityType":18,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21,"subjectFields":654,"manageAffiliations":655,"indexDatabases":656,"url":20,"thumbnailPath":20,"statistic":20,"gsStatistic":20,"type":20,"analyzePriority":20},[],{"issn":651,"title":652,"url":653},{"VOID":13},{"EN":15},{"VOID":17},[],[],[657],{"id":26,"indexDatabase":658,"url":39,"indexYears":40,"academicFieldIds":20,"indexDatabaseRanking":41},{"id":28,"createTime":29,"updateTime":30,"relativeEntities":659,"label":660,"description":661,"key":36,"publicationTags":662,"standard":20},[],{"EN":33,"VI":33},{"EN":33,"VI":35},[38],{"volume":664,"pages":666},{"VOID":665},"4",{"VOID":667},"1-6",{"total":21,"publishYear":21,"statisticByYear":669},{},"2014-10-02",2014,"ERROR_IN_ANALYZE_CITATION","2026-05-26T20:41:04.159+00:00",{"id":675,"createTime":676,"updateTime":677,"relativeEntities":678,"slug":679,"properties":680,"entityType":61,"verifyStatus":62,"verifyTime":677,"verifyNote":64,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21,"primaryUrl":689,"fullTextUrl":20,"authors":690,"publicationType":178,"publisherRelationship":718,"citationCount":20,"citationInfo":20,"publishDate":738,"publishYear":671,"citationAnalyzeStatus":19,"lastCitationAnalyze":20,"indexDatabases":20,"openAccess":20,"references":20,"isForceReanalyzing":202},"47ee2c3a-7b71-417f-93b8-81243563fa82","2023-12-25T21:16:53.119+00:00","2025-01-01T20:01:59.512+00:00",[],"An-efficient-heterogeneous-catalyst-CuO-ARF-for-on-water-C-S-coupling-reaction-an-application-to-the-synthesis-of-phenothiazine-structural-scaffold",{"references":681,"abstract":683,"title":685,"doi":687},{"VOID":682},"Procter DJ: The synthesis of thiols, selenols, sulfides, selenides, sulfoxides, selenoxides, sulfones and selenones. J Chem Soc Perkin Trans 2000, 1: 835–871. 10.1039\u002Fa901128e\nLiu L, Stelmach JE, Natarajan SR, Chen M-H, Singh SB, Schwartz CD, Fitzgerald CE, O'Keefe SJ, Zaller DM, Schmatz DM, Doherty JB: SAR of 3,4-dihydropyrido[3,2-d]pyrimidone p38 inhibitors. Bioorg Med Chem Lett 2003, 13: 3979–3982. 10.1016\u002Fj.bmcl.2003.08.059\nJones DN: 3. In Comprehensive Organic Chemistry, vol 3. Edited by: Barton DH, Ollis DW. Pergamon, New York; 1979.\nKaldor SW, Kalish VJ, Davies JF II, Shetty BV, Fritz JE, Appelt K, Burgess JA, Campanal KM, Chirgadze NY, Clawson DK, Dressman BA, Hatch SD, Khalil DA, Kosa MB, Lubbehusen PP, Muesing MA, Patick AK, Reich SH, Su KS, Tatlock JH: Viracept (nelfinavir mesylate, AG1343): a potent, orally bioavailable inhibitor of HIV-1 protease. J Med Chem 1997, 40: 3979–3985. 10.1021\u002Fjm9704098\nDe Martino G, Edler MC, La Regina G, Cosuccia A, Barbera MC, Barrow D, Nicholson RI, Chiosis G, Brancale A, Hamel E, Artico M, Silvestri R: New arylthioindoles: potent inhibitors of tubulin polymerization. 2. Structure-activity relationships and molecular modeling studies. J Med Chem 2006, 49: 947–954. 10.1021\u002Fjm050809s\nLiu G, Huth JR, Olejniczak ET, Mendoza F, Fesik SW, von Geldern TW: Novel p -arylthio cinnamides as antagonists of leukocyte function-associated antigen-1\u002Fintracellular adhesion molecule-1 interaction. 2. Mechanism of inhibition and structure-based improvement of pharmaceutical properties. J Med Chem 2001, 44: 1202–1210. 10.1021\u002Fjm000503f\nNielsen SF, Nielsen EØ, Olsen GM, Liljefors T, Peters D: Novel potent ligands for the central nicotinic acetylcholine receptor: synthesis, receptor binding, and 3D-QSAR analysis. J Med Chem 2000, 43: 2217–2226. 10.1021\u002Fjm990973d\nKorth C, May BCH, Cohen FE, Prusiner SB: Acridine and phenothiazine derivatives as pharmacotherapeutics for prion disease. Proc Natl Acad Sci U S A 2001, 98: 9836–9841. 10.1073\u002Fpnas.161274798\nHickman RJS, Christie BJ, Guy RW, White T: Synthesis of aromatic S-substituted derivatives of N -acetyl-L-cysteine. Aust J Chem 1985, 38: 899–904. 10.1071\u002FCH9850899\nKhatik GL, Kumar R, Chakraborti AK: Catalyst-free conjugated addition of thiols to α, β-unsaturated carbonyl compounds in water. Org Lett 2006, 8: 2433–2436. 10.1021\u002Fol060846t\nMigita T, Shimizu T, Asami Y, Shiobara J, Kato Y, Kosugi M: The palladium catalyzed nucleophilic substitution of aryl halides by thiolate anions. Bull Chem Soc Jpn 1980, 53: 1385–1389. 10.1246\u002Fbcsj.53.1385\nEichman CC, Stambuli JP: Transition metal catalyzed synthesis of aryl sulfides. Molecules 2011, 16: 590–608. 10.3390\u002Fmolecules16010590\nGuan P, Cao C, Liu Y, Li Y, He P, Chen Q, Liu G, Shi Y: Efficient nickel\u002FN-heterocyclic carbene catalyzed C–S cross-coupling. Tetrahedron Lett 2012, 53: 5987–5992. 10.1016\u002Fj.tetlet.2012.08.055\nChen C-K, Chen Y-W, Lin C-H, Lin H-P, Lee C-F: Synthesis of CuO on mesoporous silica and its applications for coupling reactions of thiols with aryl iodides. Chem Commun 2010, 46: 282–284. 10.1039\u002Fb918117b\nWong YC, Jayanth TT, Cheng CH: Cobalt-catalyzed aryl-sulfur bond formation. Org Lett 2006, 8: 5613–5616. 10.1021\u002Fol062344l\nCorrea A, Carril M, Bolm C: Iron-catalyzed S-arylation of thiols with aryl iodides. Angew Chem Int Ed 2008, 47: 2880–2883. 10.1002\u002Fanie.200705668\nLai CS, Kao HL, Wang YJ, Lee CF: A general rhodium-catalyzed cross-coupling reaction of thiols with aryl iodides. Tetrahedron Lett 2012, 53: 4365–4367. 10.1016\u002Fj.tetlet.2012.06.054\nLiu T-J, Yi C-L, Chan C-C, Lee C-F: Manganese-catalyzed cross-coupling of thiols with aryl iodides. Chem Asian J 2013, 8: 1029–1034. 10.1002\u002Fasia.201300045\nReddy VP, Kumar AV, Swapna K, Rao KP: Nano indium oxide as a recyclable Catalyst for C-S cross-coupling of thiols with aryl halides under ligand free conditions. Org Lett 2009, 11: 1697–1700. 10.1021\u002Fol900009a\nHegedus LL, McCabe RW (1984) ᅟ. In: Catalysis Poisoning. Marcel Dekker, New York\nChen YJ, Chen HH: 1,1,1-Tris(hydroxymethyl)ethane as a new, efficient, and versatile tripod ligand for copper-catalyzed cross-coupling reactions of aryl iodides with amides, thiols, and phenols. Org Lett 2006, 8: 5609–5612. 10.1021\u002Fol062339h\nBates CG, Gujadhur RK, Venkataraman D: A general method for the formation of aryl-sulfur bonds using copper(I) catalysts. Org Lett 2002, 4: 2803–2806. 10.1021\u002Fol0264105\nHeiz U: Landman U Nanocatalysis. Springer–Verlag, Springer Berlin; 2007.\nKamal A, Srinivasulu V, Murty JNSRC, Shankaraiah N, Nagesh N, Reddy TS, Rao AVS: Copper oxide NPs supported on graphene oxide- catalyzed S-arylation: an efficient and ligand-free synthesis of aryl sulfides. Adv Synth Catal 2013, 355: 2297–2307. 10.1002\u002Fadsc.201300416\nSchwab RS, Singh D, Alberto EE, Piquini P, Rodrigues OED, Braga AL: C–S cross-coupling of thiols with aryl iodides under ligand-free conditions using nano copper oxide as a recyclable catalyst in ionic liquid. Catal Sci Technol 2011, 1: 569–573. 10.1039\u002Fc1cy00091h\nRout L, Sen TK, Punniyamurthy T: Efficient CuO-nanoparticle-catalyzed C-S cross-coupling of thiols with iodobenzene. Angew Chem Int Ed 2007, 46: 5583–5586. 10.1002\u002Fanie.200701282\nRout L, Saha P, Jammi S, Punniyamurthy T (2008) Efficient copper(I)-catalyzed C–S cross coupling of thiols with aryl halides in water. Eur J Org Chem 2008ᅟ:640–643\nCarril M, SanMartin R, Dominguez E, Tellitu I: Simple and efficient recyclable catalytic system for performing copper-catalysed S-arylation reactions in the presence of water. Chem Eur J 2007, 13: 5100–5105. 10.1002\u002Fchem.200601737\nMalik P, Chakraborty D: Bi(III)-catalyzed C-S cross-coupling reaction. Appl Organomet Chem 2012, 26: 557–561. 10.1002\u002Faoc.2871\nLan M-T, Wu W-Y, Huang S-H, Luo K-L, Tsai F-Y: Reusable and efficient CoCl 2 .6H 2 O\u002Fcationic 2,2′-bipyridyl system-catalyzed S-arylation of aryl halides with thiols in water under air. RSC Adv 2011, 1: 1751–1755. 10.1039\u002Fc1ra00406a\nWu WY, Wang JC, Tsai FY: A reusable FeCl 3  · 6H 2 O\u002Fcationic 2,2′-bipyridyl catalytic system for the coupling of aryl iodides with thiols in water under aerobic conditions. Green Chem 2009, 11: 326–329. 10.1039\u002Fb820790a\nBasu B, Das S, Das P, Mandal B, Banerjee D, Almqvist F (2009) Palladium supported on a polyionic resin as an efficient, ligand-free, and recyclable catalyst for Heck, Suzuki-Miyaura, and Sonogashira reaction. Synthesis ᅟ:1137–1146\nSengupta D, Saha J, De G, Basu B: Pd\u002FCu bimetallic NPs embedded in macroporous ion-exchange resins: an excellent heterogeneous catalyst for the Sonogashira reaction. J Mater Chem A 2014, 2: 3986–3992. 10.1039\u002Fc3ta14916a\nPaul S, Basu B: Synthesis of libraries of quinoxalines through eco-friendly tandem oxidation–condensation or condensation reactions. Tetrahedron Lett 2011, 52: 6597–6602. 10.1016\u002Fj.tetlet.2011.09.141\nPaul S, Basu B: Highly selective synthesis of libraries of 1,2-disubstituted benzimidazoles using silica gel soaked with ferric sulfate. Tetrahedron Lett 2012, 53: 4130–4133. 10.1016\u002Fj.tetlet.2012.05.129\nRhee H-W, Choi SJ, Yoo SH, Jang YO, Park HH, Pinto RM, Cameselle JC, Sandoval FJ, Roje S, Han K, Chung DS, Suh J, Hong J-I: A bifunctional molecule as an artificial flavin mononucleotide cyclase and a chemosensor for selective fluorescent detection of flavins. J Am Chem Soc 2009, 131: 10107–10112. 10.1021\u002Fja9018012\nBasu B, Bhuiyan MMH, Das P, Hossain I: Catalytic transfer reduction of conjugated alkenes and an imine using polymer-supported formates. Tetrahedron Lett 2003, 44: 8931–8934. 10.1016\u002Fj.tetlet.2003.10.019\nDar MA, Nam SH, Youn SK, Kim WB: Synthesis, characterization, and electrochemical properties of self-assembled leaf-like CuO nanostructures. J Solid State Electrochem 2010, 14: 1719–1726. 10.1007\u002Fs10008-010-1022-z\nBahrami K, Khodaei MM, Nejati A: Synthesis of 1,2-disubstituted benzimidazoles, 2-substituted benzimidazoles and 2-substituted benzothiazoles in SDS micelles. Green Chem 2010, 12: 1237–1241. 10.1039\u002Fc000047g\nJammi S, Barua P, Rout L, Saha P, Punniyamurthy T: Efficient ligand-free nickel-catalyzed C–S cross-coupling of thiols with aryl iodides. Tetrahedron Lett 2008, 49: 1484–1487. 10.1016\u002Fj.tetlet.2007.12.118\nCramer CJ, Truhlar DG ACS (eds) (1994) Structure and Reactivity in Aqueous Solution. Washington, DC\nSharma G, Kumar R, Chakraborti AK: ‘On water’ synthesis of 2,4-diaryl-2,3-dihydro-1,5-benzothiazepines catalysed by sodium dodecyl sulfate (SDS). Tetrahedron Lett 2008, 49: 4269–4271. 10.1016\u002Fj.tetlet.2008.04.146\nKumar D, Seth K, Kommi DN, Bhagat S, Chakraborti AK: Surfactant micelles as microreactors for the synthesis of quinoxalines in water: scope and limitations of surfactant catalysis. RSC Adv 2013, 3: 15157–15168. 10.1039\u002Fc3ra41038b\nSeth K, Roy SR, Pipaliya BV, Chakraborti AK: Synergistic dual activation catalysis by palladium nanoparticles for epoxide ring opening with phenols. Chem Commun 2013, 49: 5886–5888. and references cited therein 10.1039\u002Fc3cc42507j\nJana S, Dutta B, Bera R, Koner S: Immobilization of palladium in mesoporous silica matrix: preparation, characterization, and its catalytic efficacy in carbon-carbon coupling reactions. Inorg Chem 2008, 47: 5512–5520. 10.1021\u002Fic8004294\nMa D, Geng Q, Zhang H, Jiang Y: Assembly of substituted phenothiazines by a sequentially controlled CuI\u002Fl-proline-catalyzed cascade C–S and C–N bond formation. Angew Chem Int Ed 2010, 49: 1291–1294. 10.1002\u002Fanie.200905646",{"EN":684},"Aryl sulfides have significant importance from biological and pharmaceutical aspects. Transition metal-catalyzed carbon-sulfur cross-coupling reaction represents an important tool for the synthesis of sulfides. Among various transition metals, copper salts or oxides have found vast applicability. A simple procedure for the preparation of poly-ionic amberlite resins embedded with copper oxide nanoparticles (CuO NPs) (denoted as CuO@ARF) has been developed, characterized, and employed for the first time as a heterogeneous ligand-free catalyst for ‘on-water’ C-S cross-coupling reaction. The NPs of CuO with an average size (approximately 2.6 nm), as determined from high resolution transmission electron microscopy (HRTEM) images, are found to be a potentially active, chemoselective, and recyclable catalyst for the preparation of symmetrical and unsymmetrical aryl sulfides. Recycling of the catalyst was performed successfully for five consecutive runs, and apparently no leaching was observed in a hot filtration test. Excellent chemoselectivity between iodo- and bromo-arene has been exploited in step-wise C-S and C-N couplings to synthesize bioactive heterocyclic scaffold phenothiazine. An efficient method is established for the C-S cross-coupling reaction using heterogeneous catalyst CuO@ARF under ligand-free on-water condition. The catalyst is highly chemoselective among different aryl halides, which has been demonstrated in the synthesis heterocyclic scaffold phenothiazine. Furthermore, it is recyclable for five consecutive runs examined.\n                    \n                      \n                      \n                    \n                    \n                      \n                    \n                  ",{"EN":686},"An efficient heterogeneous catalyst (CuO@ARF) for on-water C-S coupling reaction: an application to the synthesis of phenothiazine structural scaffold",{"VOID":688},"10.1186\u002Fs13588-014-0017-7","https:\u002F\u002Forgmedchemlett.springeropen.com\u002Farticles\u002F10.1186\u002Fs13588-014-0017-7",[691,706],{"id":692,"sortIndex":21,"researcher":20,"roles":693,"affiliations":694,"properties":703},"25c5f463-6b32-4349-ae01-a13e5d5e82f9",[70],[695],{"id":20,"sortIndex":21,"affiliation":696,"properties":20},{"id":697,"createTime":698,"updateTime":698,"relativeEntities":699,"slug":20,"properties":700,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"16c4dbe6-8e71-41f3-925c-df03ef7fcb34","2024-01-18T17:28:28.856+00:00",[],{"title":701},{"VI":702},"Department of Chemistry, North Bengal University, Darjeeling, India",{"title":704},{"VI":705},"Debasish Sengupta",{"id":707,"sortIndex":115,"researcher":20,"roles":708,"affiliations":709,"properties":715},"9879fb59-4226-4e1a-967d-48b0065184ea",[70],[710],{"id":20,"sortIndex":21,"affiliation":711,"properties":20},{"id":697,"createTime":698,"updateTime":698,"relativeEntities":712,"slug":20,"properties":713,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},[],{"title":714},{"VI":702},{"title":716},{"VI":717},"Basudeb Basu",{"url":689,"publisher":719,"properties":734},{"id":6,"createTime":7,"updateTime":8,"relativeEntities":720,"slug":10,"properties":721,"entityType":18,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21,"subjectFields":725,"manageAffiliations":726,"indexDatabases":727,"url":20,"thumbnailPath":20,"statistic":20,"gsStatistic":20,"type":20,"analyzePriority":20},[],{"issn":722,"title":723,"url":724},{"VOID":13},{"EN":15},{"VOID":17},[],[],[728],{"id":26,"indexDatabase":729,"url":39,"indexYears":40,"academicFieldIds":20,"indexDatabaseRanking":41},{"id":28,"createTime":29,"updateTime":30,"relativeEntities":730,"label":731,"description":732,"key":36,"publicationTags":733,"standard":20},[],{"EN":33,"VI":33},{"EN":33,"VI":35},[38],{"volume":735,"pages":736},{"VOID":665},{"VOID":737},"1-10","2014-12-29",{"id":740,"createTime":741,"updateTime":742,"relativeEntities":743,"slug":744,"properties":745,"entityType":61,"verifyStatus":62,"verifyTime":742,"verifyNote":64,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21,"primaryUrl":754,"fullTextUrl":20,"authors":755,"publicationType":178,"publisherRelationship":783,"citationCount":20,"citationInfo":20,"publishDate":803,"publishYear":201,"citationAnalyzeStatus":19,"lastCitationAnalyze":20,"indexDatabases":20,"openAccess":20,"references":20,"isForceReanalyzing":202},"96895b42-0bb8-4f82-9ca5-a8e493e355d2","2024-01-08T22:36:08.023+00:00","2025-01-16T19:25:00.815+00:00",[],"Facile-synthesis-of-symmetrical-bis-benzhydryl-ethers-using-p-toluenesulfonyl-chloride-under-solvent-free-conditions",{"references":746,"abstract":748,"title":750,"doi":752},{"VOID":747},"Brahmachari G: Handbook of pharmaceutical natural products. 1st edition. Weinheim: Wiley-VCH; 2010.\nLi X, Upton TG, Gibb CLD, Gibb BC: Resorcinarenes as templates: a general strategy for the synthesis of large macrocycles. J Am Chem Soc 2003, 125: 650–651. 10.1021\u002Fja029116g\nLey SV, Thomas AW: Modern synthetic methods for copper-mediated C(aryl)-O, C(aryl)-N, and C(aryl)-S bond formation. Angew Chem Int Ed 2003, 42: 5400–5449. 10.1002\u002Fanie.200300594\nTlili A, Monnier F, Taillefer M: Selective one-pot access to symmetrical or unsymmetrical diaryl ethers by copper-catalyzed double arylation of a simple oxygen source. Chem Eur J 2010, 16: 12299–12302. 10.1002\u002Fchem.201001373\nTan ES, Miyakawa M, Bunzow JR, Grandy DK, Scanlan TS: Exploring the structure-activity relationship of the ethylamine portion of 3-iodothyronamine for rat and mouse trace amine-associated receptor 1. J Med Chem 2007, 50: 2787–2798. 10.1021\u002Fjm0700417\nNicolaou KC, Boddy CNC, Brase S, Winssinger N: Chemistry, biology and medicine of the glycopeptide antibiotics. 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J Med Chem 2009, 52: 7163–7169. 10.1021\u002Fjm901230r\nWeis R, Schlapper C, Brun CR, Kaiser M, Seebacher W: Antiplasmodial and antitrypanosomal activity of new esters and ethers of 4-dialkylaminobicyclo[2.2.2]octan-2-ols. Eur J Pharm Sci 2006, 28: 361–368. 10.1016\u002Fj.ejps.2006.04.003\nVan Der Zee P, Hespe W: A comparison of the inhibitory effects of aromatic substituted benzhydryl ethers on the uptake of catecholamines and serotonin into synaptosomal preparations of the rat brain. Neuropharmacol 1978, 17: 483–490. 10.1016\u002F0028-3908(78)90054-0\nNilsson JL, Wågermark J, Dahlbom R: Potential antiparkinsonism agents. Quinuclidinyl benzhydryl ethers. J Med Chem 1969, 12: 1103–1105. 10.1021\u002Fjm00306a034\nMcGavack TH, Schulman PM, Boyd LJ: A clinical investigation of beta-morpholino-ethyl benzhydryl ether hydrochloride (linadryl) as an antihistamine agent. J Allergy 1948, 19: 141–145. 10.1016\u002F0021-8707(48)90102-6\nLoew ER, Kaiser ME: Alleviation of anaphylactic shock in guinea pigs with synthetic benzhydryl alkamine ethers. Exp Biol Med 1945, 58: 235–237.\nPyo MK, Jin JL, Koo YK, Yun-Choi S: Phenolic and furan type compounds isolated from Gastrodia elata and their anti-platelet effects. Arch Pharm Res 2004, 27: 381–385. 10.1007\u002FBF02980077\nPitsinos EN, Vidali VP, Couladouros EA: Diaryl ether formation in the synthesis of natural products. Eur J Org Chem 2011, 7: 1207–1222.\nPratt EF, Draper JD: Reaction rates by distillation. I. The etherification of phenylcarbinols and the transetherification of their ethers1. J Am Chem Soc 1949, 71: 2846–2849. 10.1021\u002Fja01176a075\nWelch CM, Smith HA: The properties of benzhydrol in sulfuric acid solution. J Am Chem Soc 1950, 72: 4748–4750. 10.1021\u002Fja01166a112\nSmith HA, Thompson RG: Preparation and properties of substituted benzhydryl carbonium ions. J Am Chem Soc 1955, 77: 1778–1783. 10.1021\u002Fja01612a018\nToda F, Takumi H, Akehi M: Efficient solid-state reactions of alcohols: dehydration, rearrangement, and substitution. J Chem Soc Chem Commun 1990, 1270–1271.\nBrahmachari G, Laskar S: A very simple and highly efficient procedure for N -formylation of primary and secondary amines at room temperature under solvent-free conditions. Tetrahedron Lett 2010, 51: 2319–2322. 10.1016\u002Fj.tetlet.2010.02.119\nBrahmachari G, Laskar S, Sarkar S: Metal acetate\u002Fmetal oxide in acetic acid: an efficient reagent for the chemoselective N -acetylation of amines. J Chem Res 2010, 34: 288–295.\nBrahmachari G, Laskar S, Sarkar S: A green approach to chemoselective N -acetylation of amines using catalytic amount of zinc acetate in acetic acid under microwave irradiation. Indian J Chem 2010, 49B: 1274–1281.\nBrahmachari G, Das S: Bismuth nitrate-catalyzed multicomponent reaction for efficient and one-pot synthesis of densely functionalized piperidine scaffolds at room temperature. Tetrahedron Lett 2012, 53: 1479–1484. 10.1016\u002Fj.tetlet.2012.01.042\nBrahmachari G, Banerjee B: A comparison between catalyst-free and ZrOCl 2 ·8H 2 O-catalyzed Strecker reactions for the rapid and solvent-free one-pot synthesis of racemic α-aminonitrile derivatives. Asian J Org Chem 2012, 1: 251–258.\nBrahmachari G, Das S: One-pot synthesis of 3-[( N -alkylanilino)(aryl)methyl] indoles via a transition metal assisted three-component condensation at room temperature. J Het Chem 2013. in press\nBrahmachari G, Das S: A simple and straightforward method for one-pot synthesis of 2,4,5-triarylimidazoles using titanium dioxide as an eco-friendly and recyclable catalyst under solvent-free conditions. Indian J Chem Sec B 2013, 52B: 387–393.\nSheldrick GM: SHELXS97, Program for the solution of crystal structures. Gottingen: University of Gottingen; 1997.\nFarrugia LJ: ORTEP-3 for windows—a version of ORTEP-III with a graphical user interface (GUI). J Appl Cryst 1997, 30: 565–566.\nFarrugia LJ: WinGX suite for small-molecule single-crystal crystallography. J Appl Cryst 1999, 32: 837–838. 10.1107\u002FS0021889899006020\nNardelli M: PARST95-An update to PARST. A system of Fortran routines for calculating molecular structure parameters from the results of the crystal structure analysis. J Appl Cryst 1995, 28: 659. 10.1107\u002FS0021889895007138\nSpek AL: Structure validation in chemical crystallography. Acta Cryst 2009, D65: 148–155.\nKoloves M, Froussios C: O -diphenylmethylation of alcohols and carboxylic acids using diphenylmethyl diphenyl phosphate as alkylating agent. Tetrahedron Lett 1984, 25: 3909–3912. 10.1016\u002FS0040-4039(01)91201-8\nGrummitt O, Buck AC: Di-(p, p′-dichlorobenzohydryl) ether. J Am Chem Soc 1945, 67: 693.\nWelch CM, Smith HA: Reactions of carboxylic acids in sulfuric acid. J Am Chem Soc 1953, 75: 1412–1415. 10.1021\u002Fja01102a042",{"EN":749},"The benzhydryl ether moiety is widely distributed in nature and constitutes a key structural motif in numerous molecules of significant biological potential and of prospective clinical uses. Solvent-free and cost-effective facile synthesis of symmetrical bis(benzhydryl)ethers is, thus, much desirable. A simple and efficient method for the facile synthesis of symmetrical bis(benzhydryl)ethers directly from the corresponding benzhydrols has been developed using a catalytic amount of p-toluenesulfonyl chloride (5 mol%) at an oil bath temperature of 110°C under solvent-free conditions. Operational simplicity, low reagent loading, high product yields, short reaction time, and solvent-free conditions are the notable advantages of the present method.",{"EN":751},"Facile synthesis of symmetrical bis(benzhydryl)ethers using p-toluenesulfonyl chloride under solvent-free conditions",{"VOID":753},"10.1186\u002F2191-2858-3-1","https:\u002F\u002Forgmedchemlett.springeropen.com\u002Farticles\u002F10.1186\u002F2191-2858-3-1",[756,771],{"id":757,"sortIndex":21,"researcher":20,"roles":758,"affiliations":759,"properties":768},"efe61d05-2d9f-46c5-ab7d-f6c27d974858",[70],[760],{"id":20,"sortIndex":21,"affiliation":761,"properties":20},{"id":762,"createTime":763,"updateTime":763,"relativeEntities":764,"slug":20,"properties":765,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"17153647-145d-4bb4-8e34-21e6234d3262","2024-01-08T22:36:08.033+00:00",[],{"title":766},{"VI":767},"Laboratory of Natural Products and Organic Synthesis, Department of Chemistry, Visva-Bharati University, Santiniketan, India",{"title":769},{"VI":770},"Goutam Brahmachari",{"id":772,"sortIndex":115,"researcher":20,"roles":773,"affiliations":774,"properties":780},"1cbbedb5-3dc6-4a3e-879a-df7743066ac2",[70],[775],{"id":20,"sortIndex":21,"affiliation":776,"properties":20},{"id":762,"createTime":763,"updateTime":763,"relativeEntities":777,"slug":20,"properties":778,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},[],{"title":779},{"VI":767},{"title":781},{"VI":782},"Bubun Banerjee",{"url":754,"publisher":784,"properties":799},{"id":6,"createTime":7,"updateTime":8,"relativeEntities":785,"slug":10,"properties":786,"entityType":18,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21,"subjectFields":790,"manageAffiliations":791,"indexDatabases":792,"url":20,"thumbnailPath":20,"statistic":20,"gsStatistic":20,"type":20,"analyzePriority":20},[],{"issn":787,"title":788,"url":789},{"VOID":13},{"EN":15},{"VOID":17},[],[],[793],{"id":26,"indexDatabase":794,"url":39,"indexYears":40,"academicFieldIds":20,"indexDatabaseRanking":41},{"id":28,"createTime":29,"updateTime":30,"relativeEntities":795,"label":796,"description":797,"key":36,"publicationTags":798,"standard":20},[],{"EN":33,"VI":33},{"EN":33,"VI":35},[38],{"volume":800,"pages":801},{"VOID":197},{"VOID":802},"1-7","2013-02-18",{"id":805,"createTime":806,"updateTime":807,"relativeEntities":808,"slug":809,"properties":810,"entityType":61,"verifyStatus":62,"verifyTime":807,"verifyNote":64,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21,"primaryUrl":819,"fullTextUrl":20,"authors":820,"publicationType":178,"publisherRelationship":873,"citationCount":20,"citationInfo":20,"publishDate":892,"publishYear":671,"citationAnalyzeStatus":19,"lastCitationAnalyze":20,"indexDatabases":20,"openAccess":20,"references":20,"isForceReanalyzing":202},"ff34c9db-7892-43d7-a1f6-6da363891c3e","2023-12-06T19:13:20.282+00:00","2025-01-25T19:20:52.506+00:00",[],"Method-development-and-validation-of-potent-pyrimidine-derivative-by-UV-VIS-spectrophotometer",{"references":811,"abstract":813,"title":815,"doi":817},{"VOID":812},"Mohmed MS, Awad SM, Sayed IA: Synthesis of certain pyrimidine derivatives as antimicrobial agents and anti-inflammatory agents. Molecules 2010, 15: 1882–1890. 10.3390\u002Fmolecules15031882\nMunawar AM, Azad M, Siddiqui L: Synthesis & antimicrobial study of some quinolinyl pyrimidine derivatives. J Chin Chem Soc 2008, 55: 394–400.\nAshraf HF, Abd EIW: Synthesis, reactions and evaluation of the antimicrobial activity of some 4-(p-Halophenyl)-4H-naphthopyran, pyranopyrimidine and pyranotriazolopyrimidine derivatives. Pharmaceuticals 2012, 5: 745–757. 10.3390\u002Fph5070745\nNofal MZ, Emans Z, Wafaa EE: Synthesis of pyrimidines and fused pyrimidines and their evaluation of antimicrobial activity. Acta Polnniae Pharmaceutica-Drug Res 2011,68(4):507–517.\nKota RK, Kompelly KK, Surampudi R, Kulkarni R: Synthesis and anti-inflammatory activity of novel pyrazolo [3,4-d] pyrimidines. J Chem Pharm Res 2011,3(4):848–853.\nGupta JK, Sharma PK, Dudhe R, Chaudhary A: Synthesis and analgesic activity of novel pyrimidine derivatives of coumarin moiety. Acta Polnniae Pharmaceutica-Drug Res 2011,68(5):785–793.\nSondhi SM, Dinodia M, Shukla R: Synthesis, anti-inflammatory and analgesic activity evaluation of some pyrimidine derivatives. Indian J Chem 2009, 49B: 273–281.\nSharma S, Sharma PK, Kumar N, Dudhe R: A review on various heterocyclic moieties and their antitubercular activity. Biomed Pharmacother 2011, 65: 244–251. 10.1016\u002Fj.biopha.2011.04.005\nAl-abdullah ES: Synthesis and anticancer activity of some novel tetralin-6-yl-pyrazoline, 2-thioxopyrimidine, 2-oxopyridine, 2-thioxo-pyridine and 2-iminopyridine derivatives. Molecules 2011, 16: 3410–3419. 10.3390\u002Fmolecules16043410\nEL-Zahar MI, Adb El-Karim SS, Haiba ME, Khedr MA: Synthesis, antitumor activity and molecular docking study of novel benzofuran-2-yl pyrazole pyrimidine derivatives. Acta Polnniae Pharmaceutica-Drug Res 2011,68(3):357–373.\nMohamed YA, Mohamed SF, Abdullah MM: Cytotoxicity and anti-HIV evaluations of some new synthesized quinazoline and thioxopyrimidine derivatives using 4-(thiophen-2-yl)-3,4,5,6-tetrahydrobenzo[h]quinazoline-2(1H)-thione as synthon. J Chem Sci 2012,124(3):693–702. 10.1007\u002Fs12039-012-0242-4\nChaudhary A, Sharma PK, Verma PK, Kumar N, Dudhe R: Microwave assisted synthesis of novel pyrimidine derivatives and investigation of their analgesic and ulcerogenic activity. Med Chem Res 2012,21(11):3629–3645. 10.1007\u002Fs00044-011-9907-7\nChaudhary A, Verma PK, Dudhe R: Significant anti-microbial activity of novel pyrimidine derivatives. Elixir Pharmacy 2012, 45: 7956–7963.",{"EN":814},"A rapid and sensitive ultraviolet-visible (UV-VIS) spectroscopic method was developed for the estimation of pyrimidine derivative 6-Bromo-3-(6-(2,6-dichlorophenyl)-2-(morpolinomethylamino) pyrimidine4-yl) -2H-chromen-2-one (BT10M) in bulk form. Pyrimidine derivative was monitored at 275 nm with UV detection, and there is no interference of diluents at 275 nm. The method was found to be linear in the range of 50 to 150 μg\u002Fml. The accuracy and precision were determined and validated statistically. The method was validated as a guideline. The results showed that the proposed method is suitable for the accurate, precise, and rapid determination of pyrimidine derivative. \n                  \n                    \n                      \n                      \n                    \n                    \n                      \n                    \n                  \n                ",{"EN":816},"Method development and validation of potent pyrimidine derivative by UV-VIS spectrophotometer",{"VOID":818},"10.1186\u002Fs13588-014-0015-9","http:\u002F\u002Fwww.orgmedchemlett.com\u002Fcontent\u002F4\u002F1\u002F15",[821,846,858],{"id":822,"sortIndex":21,"researcher":20,"roles":823,"affiliations":824,"properties":843},"49a0e96a-ff74-42b2-a18e-7e3f978e8a49",[70],[825,833],{"id":20,"sortIndex":21,"affiliation":826,"properties":20},{"id":827,"createTime":828,"updateTime":828,"relativeEntities":829,"slug":20,"properties":830,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"a5a59b4a-845d-4448-b099-be0fef3f7de5","2023-12-06T19:13:25.358+00:00",[],{"title":831},{"VI":832},"NIMS University, Jaipur, India",{"id":834,"sortIndex":115,"affiliation":835,"properties":842},"41935a91-c1ef-4639-b02d-bfb12b8f2b26",{"id":836,"createTime":837,"updateTime":837,"relativeEntities":838,"slug":20,"properties":839,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"93a0f6fe-6bc0-4fe0-9ae8-dcf44fc7f085","2023-12-06T19:13:20.351+00:00",[],{"title":840},{"VI":841},"Vishveshwarya Institute of Medical Science, India",{},{"title":844},{"VI":845},"Anshu Chaudhary",{"id":847,"sortIndex":115,"researcher":20,"roles":848,"affiliations":849,"properties":855},"14775ac3-46da-4c90-bb38-b2551bbce301",[70],[850],{"id":20,"sortIndex":21,"affiliation":851,"properties":20},{"id":827,"createTime":828,"updateTime":828,"relativeEntities":852,"slug":20,"properties":853,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},[],{"title":854},{"VI":832},{"title":856},{"VI":857},"Anoop Singh",{"id":859,"sortIndex":141,"researcher":20,"roles":860,"affiliations":861,"properties":870},"49551cfb-9aaa-4615-aeae-53a36c2a901b",[70],[862],{"id":20,"sortIndex":21,"affiliation":863,"properties":20},{"id":864,"createTime":865,"updateTime":865,"relativeEntities":866,"slug":20,"properties":867,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"6550c55e-eee6-4def-8141-d52e3a12c418","2023-12-12T05:24:38.474+00:00",[],{"title":868},{"VI":869},"Department of Pharmaceutical Sciences, M.D. University, Rohtak, India",{"title":871},{"VI":872},"Prabhakar Kumar Verma",{"url":819,"publisher":874,"properties":889},{"id":6,"createTime":7,"updateTime":8,"relativeEntities":875,"slug":10,"properties":876,"entityType":18,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21,"subjectFields":880,"manageAffiliations":881,"indexDatabases":882,"url":20,"thumbnailPath":20,"statistic":20,"gsStatistic":20,"type":20,"analyzePriority":20},[],{"issn":877,"title":878,"url":879},{"VOID":13},{"EN":15},{"VOID":17},[],[],[883],{"id":26,"indexDatabase":884,"url":39,"indexYears":40,"academicFieldIds":20,"indexDatabaseRanking":41},{"id":28,"createTime":29,"updateTime":30,"relativeEntities":885,"label":886,"description":887,"key":36,"publicationTags":888,"standard":20},[],{"EN":33,"VI":33},{"EN":33,"VI":35},[38],{"volume":890,"pages":891},{"VOID":665},{"VOID":667},"2014-12-05",{"id":894,"createTime":895,"updateTime":895,"relativeEntities":896,"slug":20,"properties":897,"entityType":61,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21,"primaryUrl":906,"fullTextUrl":20,"authors":907,"publicationType":178,"publisherRelationship":1062,"citationCount":20,"citationInfo":20,"publishDate":1082,"publishYear":201,"citationAnalyzeStatus":19,"lastCitationAnalyze":20,"indexDatabases":20,"openAccess":20,"references":20,"isForceReanalyzing":202},"54d71c08-42f6-4188-bd09-ff10ca583ad4","2024-02-05T18:19:10.981+00:00",[],{"references":898,"abstract":900,"title":902,"doi":904},{"VOID":899},"Li JWH, Vederas JC: Drug discovery and natural products: end of an era or an endless frontier? Science 2009, 325: 161–165. 10.1126\u002Fscience.1168243\nChin YW, Balunas MJ, Chai HB, Kinghorn AD: Drug discovery from natural sources. AAPS J 2006,8(2):E239-E253.\nNewman DJ: Natural products as leads to potential drugs: an old process or the new hope for drug discovery? J Med Chem 2008, 51: 2589–2599. 10.1021\u002Fjm0704090\nHarvey AL: Natural products in drug discovery. Drug Discov Today 2008, 13: 894–901. 10.1016\u002Fj.drudis.2008.07.004\nKoehn FE, Carter GT: The evolving role of natural products in drug discovery. Nat Rev Drug Discov 2005, 4: 206–220. 10.1038\u002Fnrd1657\nEfange SMN: Natural products: a continuing source of inspiration for the medicinal chemist. In Advances in phytomedicine. Edited by: Iwu MM, Wootton JC. Amsterdam: Elsevier; 2002.\nButler MS: Natural products to drugs: natural product derived compounds in clinical trials. 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Pharm Res 1999, 16: 1514–1519. 10.1023\u002FA:1015040217741\nAjay BGW, Murkco MA: Designing libraries with CNS activity. J Med Chem 1999, 42: 4942–4951. 10.1021\u002Fjm990017w\nYazdanian M, Glynn SL, Wright JL, Hawi A: Correlating partitioning and Caco-2 cell permeability of structurally diverse small molecular weight compounds. Pharm Res 1998, 15: 1490–1494. 10.1023\u002FA:1011930411574\nIrvine JD, Takahashi L, Lockhart K, Cheong J, Tolan JW, Selick HE, Grove JR: MDCK (Madin-Darby canine kidney) cells: a tool for membrane permeability screening. J Pharm Sci 1999, 88: 28–33. 10.1021\u002Fjs9803205\nStenberg P, Norinder U, Luthman K, Artursson P: Experimental and computational screening models for the prediction of intestinal drug absorption. J Med Chem 2001, 44: 1927–1937. 10.1021\u002Fjm001101a\nCavalli A, Poluzzi E, De Ponti F, Recanatini M: Toward a pharmacophore for drugs inducing the long QT syndrome: insights from a CoMFA Study of HERG K+ channel blockers. J Med Chem 2002, 45: 3844–3853. 10.1021\u002Fjm0208875\nDe Ponti F, Poluzzi E, Montanaro N: Organising evidence on QT prolongation and occurrence of Torsades de Pointes with non-antiarrhythmic drugs: a call for consensus. Eur J Clin Pharmacol 2001, 57: 185–209. 10.1007\u002Fs002280100290\nPotts RO, Guy RH: Skin permeability. Pharm Res 1992, 9: 663–669. 10.1023\u002FA:1015810312465\nPotts RO, Guy RH: A predictive algorithm for skin permeability: the effects of molecular size and hydrogen bond activity. Pharm Res 1995, 12: 1628–1633. 10.1023\u002FA:1016236932339\nSchrödinger Press: QikProp 3.4 user manual. New York, NY: LLC; 2011.\nTeague SJ, Davis AM, Leeson PD, Opea TI: The design of leadlike combinatorial libraries. Angew Chem Int Ed 1999, 38: 3743–3748. 10.1002\u002F(SICI)1521-3773(19991216)38:24\u003C3743::AID-ANIE3743>3.0.CO;2-U\nOprea TI: Current trends in lead discovery: are we looking for the appropriate properties? J Comput-Aided Mol Des 2002, 16: 325–334. 10.1023\u002FA:1020877402759\nSchneider G: Trends in virtual computational library design. Curr Med Chem 2002, 9: 2095–2102. 10.2174\u002F0929867023368755\nVerdonk ML, Cole JC, Hartshorn ML, Murray CW, Taylor RD: Improved protein-ligand docking using GOLD. Proteins 2003, 52: 609–623. 10.1002\u002Fprot.10465\nVan de Waterbeemd H, Gifford E: ADMET in silico modelling: towards prediction paradise? Nat Rev Drug Discov 2003, 2: 192–204. 10.1038\u002Fnrd1032\nVeber DF, Johnson SR, Cheng HY, Smith BR, Ward KW, Kopple KD: Molecular properties that influence the oral bioavailability of drug candidates. J Med Chem 2002, 45: 2615–2623. 10.1021\u002Fjm020017n\nHedley PL, Jørgensen P, Schlamowitz S, Wangari R, Moolman-Smook J, Brink PA, Kanters JK, Corfield VA, Christiansen M: The genetic basis of long QT and short QT syndromes: a mutation update. Hum Mutat 2009, 30: 1486–1511. 10.1002\u002Fhumu.21106\nVandenberg JI, Walker BD, Campbell TJ: HERG K+ channels: friend or foe. Trends Pharmacol Sci 2001, 22: 240–246. 10.1016\u002FS0165-6147(00)01662-X\nChiesa N, Rosati B, Arcangeli A, Olivotto M, Wanke E: A novel role for HERG K+ channels: spike-frequency adaptation. J Physiol 1997, 501: 313–318. 10.1111\u002Fj.1469-7793.1997.313bn.x\nAronov AM: Predictive in silico modeling for hERG channel blockers. Drug Discov Today 2005, 10: 149–155. 10.1016\u002FS1359-6446(04)03278-7\nChibale K, Davies-Coleman M, Masimirembwa C: Drug discovery in Africa: impacts of genomics, natural products, traditional medicines, insights into medicinal chemistry, and technology platforms in pursuit of new drugs. Berlin: Springer; 2012.\npan-ANAPL: pan-African Natural Products Library. Accessed 21 June 2013 http:\u002F\u002Fwww.linkedin.com\u002Fgroups\u002FpANPL-4098579\u002Fabout]",{"EN":901},"Drug metabolism and pharmacokinetic (DMPK) assessment has come to occupy a place of interest during the early stages of drug discovery today. Computer-based methods are slowly gaining ground in this area and are often used as initial tools to eliminate compounds likely to present uninteresting pharmacokinetic profiles and unacceptable levels of toxicity from the list of potential drug candidates, hence cutting down the cost of the discovery of a drug. In the present study, we present an in silico assessment of the DMPK profile of our recently published natural products database of 1,859 unique compounds derived from 224 species of medicinal plants from the Cameroonian forest. In this analysis, we have used 46 computed physico-chemical properties or molecular descriptors to predict the absorption, distribution, metabolism and elimination (ADME) of the compounds. This survey demonstrated that about 50% of the compounds within the Cameroonian medicinal plant and natural products (CamMedNP) database are compliant, having properties which fall within the range of ADME properties of >95% of currently known drugs, while >73% of the compounds have ≤2 violations. Moreover, about 72% of the compounds within the corresponding ‘drug-like’ subset showed compliance. In addition to the previously verified levels of ‘drug-likeness’ and the diversity and the wide range of measured biological activities, the compounds in the CamMedNP database show interesting DMPK profiles and, hence, could represent an important starting point for hit\u002Flead discovery from medicinal plants in Africa.",{"EN":903},"Assessing the pharmacokinetic profile of the CamMedNP natural products database: an in silico approach",{"VOID":905},"10.1186\u002F2191-2858-3-10","https:\u002F\u002Forgmedchemlett.springeropen.com\u002Farticles\u002F10.1186\u002F2191-2858-3-10",[908,933,965,977,992,1007,1023,1038,1050],{"id":909,"sortIndex":154,"researcher":20,"roles":910,"affiliations":911,"properties":930},"6ecd6bfa-e101-4bde-a0dd-2dc82b9201b1",[70],[912,922],{"id":913,"sortIndex":115,"affiliation":914,"properties":921},"7758726e-91d4-437b-b0d0-219b7506c679",{"id":915,"createTime":916,"updateTime":916,"relativeEntities":917,"slug":20,"properties":918,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"5faf8df4-6e30-4063-8ed3-bb1095e3f57c","2024-02-05T18:19:11.380+00:00",[],{"title":919},{"VI":920},"Laboratory for Simulations and Biomolecular Physics, Advanced Teachers Training College, University of Yaoundé I, Yaoundé, Cameroon",{},{"id":20,"sortIndex":21,"affiliation":923,"properties":20},{"id":924,"createTime":925,"updateTime":925,"relativeEntities":926,"slug":20,"properties":927,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"382f0c64-9e8b-4032-bfc4-7f1c038f7a8d","2024-02-05T18:19:11.375+00:00",[],{"title":928},{"VI":929},"CEPAMOQ, Faculty of Science, University of Douala, Douala, Cameroon",{"title":931},{"VI":932},"Luc C Owono Owono",{"id":934,"sortIndex":21,"researcher":20,"roles":935,"affiliations":936,"properties":962},"3f30e57f-40d3-4099-baec-e5e088cc40e7",[70],[937,947,952],{"id":938,"sortIndex":141,"affiliation":939,"properties":946},"4da631f5-8e82-4796-945c-13441ec8b7c2",{"id":940,"createTime":941,"updateTime":941,"relativeEntities":942,"slug":20,"properties":943,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"a351fa83-6141-4411-a522-94a347b5aba5","2024-02-05T18:19:11.753+00:00",[],{"title":944},{"VI":945},"Department of Pharmaceutical Sciences, Martin Luther University of Halle-Wittenberg, Halle (Saale), Germany",{},{"id":20,"sortIndex":21,"affiliation":948,"properties":20},{"id":924,"createTime":925,"updateTime":925,"relativeEntities":949,"slug":20,"properties":950,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},[],{"title":951},{"VI":929},{"id":953,"sortIndex":115,"affiliation":954,"properties":961},"61cca5c0-157e-4de5-b877-b8e91e72c4c2",{"id":955,"createTime":956,"updateTime":956,"relativeEntities":957,"slug":20,"properties":958,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"853885e5-f137-4898-9600-c95c2fb2928a","2024-01-04T12:17:20.274+00:00",[],{"title":959},{"VI":960},"Chemical and Bioactivity Information Centre, Department of Chemistry, Faculty of Science, University of Buea, Buea, Cameroon",{},{"title":963},{"VI":964},"Fidele Ntie-Kang",{"id":966,"sortIndex":167,"researcher":20,"roles":967,"affiliations":968,"properties":974},"335c00d9-f5bc-4852-96c5-834660df9ff6",[70],[969],{"id":20,"sortIndex":21,"affiliation":970,"properties":20},{"id":940,"createTime":941,"updateTime":941,"relativeEntities":971,"slug":20,"properties":972,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},[],{"title":973},{"VI":945},{"title":975},{"VI":976},"Wolfgang Sippl",{"id":978,"sortIndex":102,"researcher":20,"roles":979,"affiliations":980,"properties":989},"7391f972-1a20-4db8-8069-1806058981c8",[70],[981],{"id":20,"sortIndex":21,"affiliation":982,"properties":20},{"id":983,"createTime":984,"updateTime":984,"relativeEntities":985,"slug":20,"properties":986,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"7df3b82b-9b98-47eb-a666-ecd56e127e41","2024-02-05T18:19:11.444+00:00",[],{"title":987},{"VI":988},"Laboratory of Fundamental and Applied Physics, University of Abobo-Adjame, Cote d'Ivoire, Africa",{"title":990},{"VI":991},"Eugene Megnassan",{"id":993,"sortIndex":128,"researcher":20,"roles":994,"affiliations":995,"properties":1004},"2e4a1325-26b1-4691-ac4c-2bdec8a4045a",[70],[996],{"id":20,"sortIndex":21,"affiliation":997,"properties":20},{"id":998,"createTime":999,"updateTime":999,"relativeEntities":1000,"slug":20,"properties":1001,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"61896e7f-a9a9-4474-a1a1-3eda34d8b12d","2024-02-05T18:19:11.671+00:00",[],{"title":1002},{"VI":1003},"Chemical and Bioactivity Information Centre, Leeds, UK",{"title":1005},{"VI":1006},"Philip N Judson",{"id":1008,"sortIndex":1009,"researcher":20,"roles":1010,"affiliations":1011,"properties":1020},"2864fafb-6098-4fcc-b82d-4e7181925e9b",8,[70],[1012],{"id":20,"sortIndex":21,"affiliation":1013,"properties":20},{"id":1014,"createTime":1015,"updateTime":1015,"relativeEntities":1016,"slug":20,"properties":1017,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"e6e47ede-b13e-4167-8d23-d56c570a7a72","2023-12-25T06:50:00.458+00:00",[],{"title":1018},{"VI":1019},"Department of Chemistry, Faculty of Science, University of Buea, Buea, Cameroon",{"title":1021},{"VI":1022},"Simon MN Efange",{"id":1024,"sortIndex":86,"researcher":20,"roles":1025,"affiliations":1026,"properties":1035},"d1587719-5604-4781-9345-33ba0e5b8780",[70],[1027],{"id":20,"sortIndex":21,"affiliation":1028,"properties":20},{"id":1029,"createTime":1030,"updateTime":1030,"relativeEntities":1031,"slug":20,"properties":1032,"entityType":80,"verifyStatus":19,"verifyTime":20,"verifyNote":20,"syncStatus":19,"languages":20,"translateLanguages":20,"viewCount":21},"76d1340a-11c2-40fd-86f7-d083854d6c8b","2024-01-04T13:03:15.509+00:00",[],{"title":1033},{"VI":1034},"Department of Chemistry, Faculty of Science, University of Douala, Douala, Cameroon",{"title":1036},{"VI":1037},"Luc Meva'a 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CJ, Rojo ML, Rodriguez-Gaztelumendi A: Modulation of the endocannabinoid system: neuroprotection or neurotoxicity? 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Pharmacol Ther 2002,95(2):175–184.\nWitkin JM, Tzavara ET, Davis RJ, Li X, Nomikos GG: A therapeutic role for cannabinoid CB1 receptor antagonists in major depressive disorders. Trends Pharmacol Sci 2005,26(12):609–617.\nShohami E, Novikov M, Bass R: Long-term effect of HU-211, a novel non-competitive NMDA antagonist, on motor and memory functions after closed head injury in the rat. Brain Res 1995,674(1):55–62.\nMaas A, Murray G, Henney H, Kassem N, Legrand V, Mangelus M, Muizelaar J, Stocchetti N, Knoller N: Efficacy and safety of dexanabinol in severe traumatic brain injury: results of a phase III randomised, placebo-controlled, clinical trial. Lancet Neurol 2006,5(1):38–45.\nAlexander A, Smith PF, Rosengren RJ: Cannabinoids in the treatment of cancer. Cancer Lett 2009,285(1):6–12.\nOesch S, Gertsch J: Cannabinoid receptor ligands as potential anticancer agents - high hopes for new therapies? 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J Pharmacol Exp Ther 1994,268(3):1612–1623.\nPalazuelos J, Aguado T, Egia A, Mechoulam R, Guzmán M, Galve-Roperh I: Non-psychoactive CB2 cannabinoid agonists stimulate neural progenitor proliferation. FASEB J 2006,20(13):2405–2407.\nSkaper S, Buriani A, DalToso R, Petrelli L, Romanello S, Facci L, Leon A: The ALIAmide palmitoylethanolamide and cannabinoids, but not anandamide, are protective in a delayed postglutamate paradigm of excitotoxic death in cerebellar granule neurons. P Natl Acad Sci USA 1996,93(9):3984–3989.\nVan Sickle MD, Duncan M, Kingsley PJ, Mouihate A, Urbani P, Mackie K, Stella N, Makriyannis A, Piomelli D, Davison JS, Marnett LJ, Di Marzo V, Pittman QJ, Patel KD, Sharkey KA: Identification and functional characterization of brainstem cannabinoid CB2 receptors. Science 2005,310(5746):329–332.\nGong J-P, Onaivi ES, Ishiguro H, Liu Q-R, Tagliaferro PA, Brusco A, Uhl GR: Cannabinoid CB2 receptors: immunohistochemical localization in rat brain. 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Handb Exp Pharmacol 2005, 168: 81–115.\nVerdonk ML, Cole JC, Hartshorn MJ, Murray CW, Taylor RD: Improved protein–ligand docking using GOLD. Proteins 2003,52(4):609–623.\nGunasekaran K, Nussinov R: How different are structurally flexible and rigid binding sites? Sequence and structural features discriminating proteins that do and do not undergo conformational change upon ligand binding. J Mol Biol 2007,365(1):257–273.",{"EN":1092},"The endocannabinoid system is involved in many physiological and pathological processes. Two receptors (cannabinoid receptor type 1 (CB1) and type 2 (CB2)) are known so far. Many unwanted psychotic side effects of inhibitors of this system can be addressed to the interaction with CB1. While CB1 is one of the most abundant neuroreceptors, CB2 is expressed in the brain only at very low levels. Thus, highly potent and selective compounds for CB2 are desired. N-aryl-((hetero)aromatic)-oxadiazolyl-propionamides represent a promising class of such selective ligands for the human CB2. Here, a library of various derivatives is studied for suitable routes for labelling with 18F. Such 18F-labelled compounds can then be employed as CB2-selective radiotracers for molecular imaging studies employing positron emission tomography (PET). By varying the N-arylamide substructure, we explored the binding pocket of the human CB2 receptor and identified 9-ethyl-9H-carbazole amide as the group with optimal size. Radioligand replacement experiments revealed that the modification of the (hetero)aromatic moiety in 3-position of the 1,2,4-oxadiazoles shows only moderate impact on affinity to CB2 but high impact on selectivity towards CB2 with respect to CB1. Further, we could show by autoradiography studies that the most promising compounds bind selectively on CB2 receptors in mouse spleen tissue. Molecular docking studies based on a novel three-dimensional structural model of the human CB2 receptor in its activated form indicate that the compounds bind with the N-arylamide substructure in the binding pocket. 18F labelling at the (hetero)aromatic moiety at the opposite site of the compounds via radiochemistry was carried out. The synthesized CB2-selective compounds have high affinity towards CB2 and good selectivity against CB1. The introduction of labelling groups at the (hetero)aromatic moiety shows only moderate impact on CB2 affinity, indicating the introduction of potential labelling groups at this position as a promising approach to develop CB2-selective ligands suitable for molecular imaging with PET. The high affinity for human CB2 and selectivity against human CB1 of the herein presented compounds renders them as suitable candidates for molecular imaging studies.",{"EN":1094},"Cannabinoid receptor type 2 (CB2)-selective N-aryl-oxadiazolyl-propionamides: synthesis, radiolabelling, molecular modelling and biological 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