Chemically Diverse and Biologically Active Secondary Metabolites from Marine Phylum chlorophyta
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Shams, S., Ishaq, M., Zhang, W., and Jin, H. (2020). An Overview of the Mechanisms of Marine Fungi-Derived Anti-Inflammatory and Anti-Tumor Agents and their Novel Role in Drug Targeting. Curr. Pharm. Des., 26.
Xie, 2019, zi One new sesquiterpene and one new iridoid derivative from Valeriana amurensis, Phytochem. Lett., 32, 6, 10.1016/j.phytol.2019.04.020
Jin, 2019, Stress-driven discovery in the natural products: A gateway towards new drugs, Biomed. Pharmacother., 109, 459, 10.1016/j.biopha.2018.10.173
Hassan, 2017, Production of an antibiotic enterocin from a marine actinobacteria strain H1003 by metal-stress technique with enhanced enrichment using response surface methodology, Pak. J. Pharm. Sci., 30, 313
Anjum, K., Abbas, S.Q., Akhter, N., Shagufta, B.I., Shah, S.A.A., and Hassan, S.S. (2016). ul Emerging Biopharmaceuticals from Bioactive Peptides derived from Marine Organisms. Chem. Biol. Drug Des.
Hassan, 2017, Marine actinobacteria as a drug treasure house, Biomed. Pharmacother., 87, 46, 10.1016/j.biopha.2016.12.086
Lever, J., Brkljaca, R., Kraft, G., and Urban, S. (2020). Natural products of marine macroalgae from South Eastern Australia, with emphasis on the Port Phillip bay and heads regions of Victoria. Mar. Drugs, 18.
Jesus, A., Correia-da-Silva, M., Afonso, C., Pinto, M., and Cidade, H. (2019). Isolation and potential biological applications of haloaryl secondary metabolites from macroalgae. Mar. Drugs, 17.
Ji, 2019, The collaborative effect of Chlorella vulgaris-Bacillus licheniformis consortia on the treatment of municipal water, J. Hazard. Mater., 365, 483, 10.1016/j.jhazmat.2018.11.039
Trivedi, J., Aila, M., Bangwal, D.P., Kaul, S., and Garg, M.O. (2015). Algae based biorefinery—How to make sense?. Renew. Sustain. Energy Rev., 295–307.
Dahms, H.U., and Dobretsov, S. (2017). Antifouling compounds from marine macroalgae. Mar. Drugs, 15.
Levasseur, 2020, A review of high value-added molecules production by microalgae in light of the classification, Biotechnol. Adv., 41, 107545, 10.1016/j.biotechadv.2020.107545
Mehra, 2019, Marine macroalga Caulerpa: Role of its metabolites in modulating cancer signaling, Mol. Biol. Rep., 46, 3545, 10.1007/s11033-019-04743-5
Leal, 2013, Biogeography and biodiscovery hotspots of macroalgal marine natural products, Nat. Prod. Rep., 30, 1380, 10.1039/c3np70057g
Handley, 2005, Secondary metabolites from the marine alga caulerpa brownii (chlorophyta), Aust. J. Chem., 58, 39, 10.1071/CH04174
Awad, 2000, Biologically active steroid from the green alga Ulva lactuca, Phytother. Res., 14, 641, 10.1002/1099-1573(200012)14:8<641::AID-PTR668>3.0.CO;2-R
Lunagariya, 2017, Marine Natural Product Bis-indole Alkaloid Caulerpin: Chemistry and Biology, Mini-Rev. Med. Chem., 19, 751, 10.2174/1389557517666170927154231
Vairappan, 2004, Antibacterial activity of major secondary metabolites found in four species of edible green macroalgae genus Caulerpa, Asian J. Microbiol. Biotechnol. Environ. Sci., 6, 197
Mao, 2006, Two novel aromatic valerenane-type sesquiterpenes from the Chinese green alga Caulerpa taxifolia, Bioorg. Med. Chem. Lett., 16, 2947, 10.1016/j.bmcl.2006.02.074
Liu, 2009, The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration, J. Nat. Prod., 72, 2104, 10.1021/np9005794
Macedo, 2012, Caulerpin as a potential antiviral drug against herpes simplex virus type 1, Braz. J. Pharmacogn., 22, 861, 10.1590/S0102-695X2012005000072
Lorenzo, 2009, The antinociceptive and anti-inflammatory activities of caulerpin, a bisindole alkaloid isolated from seaweeds of the genus Caulerpa, Mar. Drugs, 7, 689, 10.3390/md7040689
Pelletier, S.W. (1983). The nature and definition of an alkaloid. Alkaloids: Chemical and Biological Perspectives, Springer.
Liu, 2013, Caulerprenylols A and B, two rare antifungal prenylated para-xylenes from the green alga Caulerpa racemosa, Bioorganic Med. Chem. Lett., 23, 2491, 10.1016/j.bmcl.2013.03.038
Yang, 2014, Racemosin C, a novel minor bisindole alkaloid with protein tyrosine phosphatase-1B inhibitory activity from the green alga Caulerpa racemosa, J. Asian Nat. Prod. Res., 16, 1158, 10.1080/10286020.2014.965162
Ornano, 2014, Phytochemical study of Caulerpa racemosa (Forsk.) J. Agarth, an invading alga in the habitat of la Maddalena archipelago, Nat. Prod. Res., 28, 1795, 10.1080/14786419.2014.945928
Sousa, 2013, Spasmolytic effect of caulerpine involves blockade of Ca2+ influx on guinea pig ileum, Mar. Drugs, 11, 1553, 10.3390/md11051553
Liu, 2012, Caulerchlorin, a novel chlorinated bisindole alkaloid with antifungal activity from the Chinese green alga Caulerpa racemosa, Heterocycles, 85, 661, 10.3987/COM-11-12408
Souto, 2011, Anti-inflammatory activity of alkaloids: An update from 2000 to 2010, Molecules, 16, 8515, 10.3390/molecules16108515
Anjum, K., Shagufta, B.I., Abbas, S.Q., Patel, S., Khan, I., Shah, S.A.A., Akhter, N., and Hassan, S.S. (2017). ul Current status and future therapeutic perspectives of glioblastoma multiforme (GBM) therapy: A review. Biomed. Pharmacother.
Piuvezam, 2006, Anti-inflammatory activity of alkaloids: A twenty-century review, Rev. Bras. Farmacogn., 16, 109, 10.1590/S0102-695X2006000100020
Qing, 2017, Anticancer and Reversing Multidrug Resistance Activities of Natural Isoquinoline Alkaloids and their Structure-activity Relationship, Curr. Med. Chem., 25, 5088, 10.2174/0929867324666170920125135
Figueiredo, 2020, Efficacy and safety of selective COX-2 inhibitors for pain management after third molar removal: A meta-analysis of randomized clinical trials, Clin. Oral Investig., 24, 79, 10.1007/s00784-019-02910-3
Sales, 2019, Current Anti-Inflammatory Therapies and the Potential of Secretory Phospholipase A2 Inhibitors in the Design of New Anti-Inflammatory Drugs: A Review of 2012–2018, Curr. Med. Chem., 27, 477, 10.2174/0929867326666190201120646
Jiang, H.P., Gao, B.B., Li, W.H., Zhu, M., Zheng, C.F., Zheng, Q.S., and Wang, C.H. (2013). Physiological and biochemical responses of Ulva prolifera and Ulva linza to cadmium stress. Sci. World J., 289537.
Dorta, 2002, New prenylated bromoquinols from the green alga Cymopolia barbata, J. Nat. Prod., 65, 329, 10.1021/np010418q
Gallimore, 2009, Debromocymopolone from the green alga, Cymopolia barbata, J. Chem. Res., 3, 160, 10.3184/030823409X416901
Balboa, 2013, In vitro antioxidant properties of crude extracts and compounds from brown algae, Food Chem., 138, 1764, 10.1016/j.foodchem.2012.11.026
Tonks, 2006, Protein tyrosine phosphatases: From genes, to function, to disease, Nat. Rev. Mol. Cell Biol., 7, 833, 10.1038/nrm2039
Traurig, 2007, Protein tyrosine phosphatase 1B is not a major susceptibility gene for type 2 diabetes mellitus or obesity among Pima Indians, Diabetologia, 50, 985, 10.1007/s00125-007-0611-6
Stuible, 2008, PTP1B and TC-PTP: Regulators of transformation and tumorigenesis, Cancer Metastasis Rev., 27, 215, 10.1007/s10555-008-9115-1
Tremblay, 2005, Involvement of the small protein tyrosine phosphatases TC-PTP and PTP1B in signal transduction and diseases: From diabetes, obesity to cell cycle, and cancer, Biochim. Biophys. Acta Proteins Proteom., 1754, 108, 10.1016/j.bbapap.2005.07.030
Tonks, 2007, A Brake Becomes an Accelerator: PTP1B-A New Therapeutic Target for Breast Cancer, Cancer Cell, 11, 214, 10.1016/j.ccr.2007.02.022
Shams, S., Zhang, W., Jin, H., Basha, S.H., and Priya, S.V.S.S. (2020). In-silico anti-inflammatory potential of guaiane dimers from Xylopia vielana targeting COX-2. J. Biomol. Struct. Dyn.
Bollu, 2017, Molecular pathways: Targeting protein tyrosine phosphatases in cancer, Clin. Cancer Res., 23, 2136, 10.1158/1078-0432.CCR-16-0934
Huang, T.T., Su, J.C., Liu, C.Y., Shiau, C.W., and Chen, K.F. (2017). Alteration of SHP-1/p-STAT3 signaling: A potential target for anticancer therapy. Int. J. Mol. Sci., 18.
Smyrniotopoulos, 2003, Acetylene sesquiterpenoid esters from the green alga Caulerpa prolifera, J. Nat. Prod., 66, 21, 10.1021/np0202529
Chakraborty, 2010, Guaiane sesquiterpenes from seaweed Ulva fasciata Delile and their antibacterial properties, Eur. J. Med. Chem., 45, 2237, 10.1016/j.ejmech.2010.01.065
Cengiz, 2011, The Sesquiterpene Caulerpenyne from Caulerpa spp. is a Lipoxygenase Inhibitor, Mar. Biotechnol., 13, 321, 10.1007/s10126-010-9303-1
Máximo, P., Ferreira, L.M., Branco, P., Lima, P., and Lourenço, A. (2018). Secondary metabolites and biological activity of invasive macroalgae of southern Europe. Mar. Drugs, 16.
Yang, 2015, Bioactive constituents from the green alga Caulerpa racemosa, Bioorganic Med. Chem., 23, 38, 10.1016/j.bmc.2014.11.031
Jiang, 2008, Antineoplastic unsaturated fatty acids from Fijian macroalgae, Phytochemistry, 69, 2495, 10.1016/j.phytochem.2008.07.005
Puglisi, 2004, Capisterones A and B from the tropical green alga Penicillus capitatus: Unexpected anti-fungal defenses targeting the marine pathogen Lindra thallasiae, Tetrahedron, 60, 7035, 10.1016/j.tet.2003.10.131
Ragasa, 2015, Secondary metabolites from Caulerpa racemosa, Der Pharm. Lett., 7, 122
Ali, 2015, New α-glucosidase inhibitory triterpenic acid from marine macro green alga codium dwarkense Boergs, Mar. Drugs, 13, 4344, 10.3390/md13074344
Sun, 2016, hai Isolation, purification, and identification of antialgal substances in green alga Ulva prolifera for antialgal activity against the common harmful red tide microalgae, Environ. Sci. Pollut. Res., 23, 1449, 10.1007/s11356-015-5377-7
Salehi, B., Sharifi-rad, J., Seca, A.M.L., and Pinto, D.C.G.A. (2019). Current Trends on Seaweeds: Looking at Chemical. Molecules, 24.
Mao, 2011, A new polyacetylenic fatty acid and other secondary metabolites from the Chinese green alga Caulerpa racemosa (Caulerpaceae) and their chemotaxonomic significance, Biochem. Syst. Ecol., 39, 253, 10.1016/j.bse.2011.08.014
Alamsjah, 2005, Isolation and structure determination of algicidal compounds from Ulva fasciata, Biosci. Biotechnol. Biochem., 69, 2186, 10.1271/bbb.69.2186
Ali, 2002, Steroid and antibacterial steroidal glycosides from marine green alga Codium iyengarii borgesen, Nat. Prod. Lett., 16, 407, 10.1080/10575630290034249
Li, G.L., Guo, W.J., Wang, G.B., Wang, R.R., Hou, Y.X., Liu, K., Liu, Y., and Wang, W. (2017). Sterols from the green alga ulva Australis. Mar. Drugs, 15.
Wang, 2013, Seaweed extracts and unsaturated fatty acid constituents from the green alga Ulva lactuca as activators of the cytoprotective Nrf2-ARE pathway, Free Radic. Biol. Med., 57, 141, 10.1016/j.freeradbiomed.2012.12.019
Fang, 2012, Capsofulvesins A-C, cholinesterase inhibitors from Capsosiphon fulvescens, Chem. Pharm. Bull., 60, 1351, 10.1248/cpb.c12-00268
Williams, 2007, Nigricanosides A and B, antimitotic glycolipids isolated from the green alga Avrainvillea nigricans collected in Dominica, J. Am. Chem. Soc., 129, 5822, 10.1021/ja0715187
Ishibashi, 2014, A novel ether-linked phytol-containing digalactosylglycerolipid in the marine green alga, Ulva pertusa, Biochem. Biophys. Res. Commun., 452, 873, 10.1016/j.bbrc.2014.08.056
Wang, 2007, Antiviral activity of a sulfoquinovosyldiacylglycerol (SQDG) compound isolated from the green alga Caulerpa racemosa, Bot. Mar., 50, 185, 10.1515/BOT.2007.022
Esteves, 2019, Antiviral Effect of Caulerpin Against Chikungunya, Nat. Prod. Commun., 14, 1
Andersen, 2005, Avrainvilloside, a 6-deoxy-6-aminoglucoglycerolipid from the green alga Avrainvillea nigricans, J. Nat. Prod., 68, 1428, 10.1021/np050161m
Lahaye, M., and Robic, A. (2007). Structure and function properties of Ulvan, a polysaccharide from green seaweeds. Biomacromolecules, 1765–1774.
Vera, 2011, Seaweed polysaccharides and derived oligosaccharides stimulate defense responses and protection against pathogens in plants, Mar. Drugs, 9, 2514, 10.3390/md9122514
Ray, 1995, Cell-wall polysaccharides from the marine green alga Ulva “rigida” (ulvales, chlorophyta). Extraction and chemical composition, Carbohydr. Res., 283, 161
Pengzhan, 2003, Polysaccharides from Ulva pertusa (Chlorophyta) and preliminary studies on their antihyperlipidemia activity, J. Appl. Phycol., 15, 21, 10.1023/A:1022997622334
Kloareg, 1988, Structure of the cell walls of marine algae and ecophysiological functions of the matrix polysaccharides, Annu. Rev., 26, 259
He, J., Xu, Y., Chen, H., and Sun, P. (2016). Extraction, structural characterization, and potential antioxidant activity of the polysaccharides from four seaweeds. Int. J. Mol. Sci., 17.
El Azm, N.A., Fleita, D., Rifaat, D., Mpingirika, E.Z., Amleh, A., and El-Sayed, M.M.H. (2019). Production of bioactive compounds from the sulfated polysaccharides extracts of ulva lactuca: Post-extraction enzymatic hydrolysis followed by ion-exchange chromatographic fractionation. Molecules, 24.
Li, 2020, Antioxidant and antihyperlipidemic activities of high sulfate content purified polysaccharide from Ulva pertusa, Int. J. Biol. Macromol., 146, 756, 10.1016/j.ijbiomac.2019.11.061
Qi, 2015, Antioxidant activity of high sulfate content derivative of ulvan in hyperlipidemic rats, Int. J. Biol. Macromol., 76, 326, 10.1016/j.ijbiomac.2015.03.006
Chiu, 2012, Inhibition of Japanese Encephalitis Virus Infection by the Sulfated Polysaccharide Extracts from Ulva lactuca, Mar. Biotechnol., 14, 468, 10.1007/s10126-011-9428-x
Sathivel, 2014, Sulfated polysaccharide isolated from Ulva lactuca attenuates D-galactosamine induced DNA fragmentation and necrosis during liver damage in rats, Pharm. Biol., 52, 498, 10.3109/13880209.2013.846915
Sathivel, 2008, Anti-peroxidative and anti-hyperlipidemic nature of Ulva lactuca crude polysaccharide on d-Galactosamine induced hepatitis in rats, Food Chem. Toxicol., 46, 3262, 10.1016/j.fct.2008.07.016
Rosa, G.P., Tavares, W.R., Sousa, P.M.C., Pagès, A.K., Seca, A.M.L., and Pinto, D.C.G.A. (2020). Seaweed secondary metabolites with beneficial health effects: An overview of successes in in vivo studies and clinical trials. Mar. Drugs, 18.
Najdenski, 2013, Antibacterial and antifungal activities of selected microalgae and cyanobacteria, Int. J. Food Sci. Technol., 48, 1533, 10.1111/ijfs.12122
Xu, 2004, Screening marine algae from China for their antitumor activities, J. Appl. Phycol., 16, 451, 10.1007/s10811-004-5508-x
Olasehinde, T.A., Olaniran, A.O., and Okoh, A.I. (2019). Macroalgae as a valuable source of naturally occurring bioactive compounds for the treatment of Alzheimer’s disease. Mar. Drugs, 17.
Allmendinger, 2010, Antiprotozoal, antimycobacterial and cytotoxic potential of twenty-three British and Irish red algae, Phytother. Res., 24, 1099, 10.1002/ptr.3094
Koishi, A.C., Zanello, P.R., Bianco, É.M., Bordignon, J., and Nunes Duarte dos Santos, C. (2012). Screening of Dengue Virus Antiviral Activity of Marine Seaweeds by an In Situ Enzyme-Linked Immunosorbent Assay. PLoS ONE, 7.
Cox, 2010, An assessment of the antioxidant and antimicrobial activity of six species of edible Irish seaweeds, Int. Food Res. J., 17, 205
Fernando, 2016, Potential anti-inflammatory natural products from marine algae, Environ. Toxicol. Pharmacol., 48, 22, 10.1016/j.etap.2016.09.023
Elnabris, 2013, Antibacterial activity of four marine seaweeds collected from the coast of Gaza Strip, Palestine, Mesopot. J. Mar. Sci, 28, 81
Endres, 2018, Markers usefulness in the melanic metastatic cellular epitops identification in the sentinel lymph node, Rev. Chim., 69, 3675, 10.37358/RC.18.12.6817
Bungau, S., Abdel-Daim, M.M., Tit, D.M., Ghanem, E., Sato, S., Maruyama-Inoue, M., Yamane, S., and Kadonosono, K. (2019). Health Benefits of Polyphenols and Carotenoids in Age-Related Eye Diseases. Oxidative Med. Cell. Longev., 9783429.
Mobin, 2019, Commercially important bioproducts from microalgae and their current applications-A review, Energy Procedia, 160, 752, 10.1016/j.egypro.2019.02.183
Chakraborty, 2010, Sesquiterpenoids with free-radical-scavenging properties from marine macroalga Ulva fasciata Delile, Food Chem., 122, 31, 10.1016/j.foodchem.2010.02.012
Meenakshi, 2009, Total flavanoid and in vitro antioxidant activity of two seaweeds of Rameshwaram Coast, Glob. J. Pharm., 3, 59
Roy, 2020, Screening and Partial Characterization of Natural Antioxidants from Seaweeds Collected From, Rameshwaram Southeast Coast of India, J. Mar. Sci. Res. Oceanogr., 3, 1
Sathivel, 2004, Antihepatotoxic nature of Ulva reticulata (Chlorophyceae) on acetaminophen-induced hepatoxicity in experimental rats, J. Med. Food, 7, 495, 10.1089/jmf.2004.7.495
Mamani, 2020, Antioxidant activity and total phenolic content in Caulerpa filiformis (Chlorophyta) from Sechura Bay and Paracas Bay, Peru, Rev. Peru. Biol., 27, 61, 10.15381/rpb.v27i1.17596
Jesumani, V., Du, H., Aslam, M., Pei, P., and Huang, N. (2019). Potential use of seaweed bioactive compounds in skincare—A review. Mar. Drugs, 17.
Pereira, L. (2018). Seaweeds as Source of Bioactive Substances and Skin Care Therapy — Cosmeceuticals, Algotherapy, and Thalassotherapy. Cosmetics, 5.
Park, 2013, Antimicrobial activities of stearidonic and gamma-linolenic acids from the green seaweed Enteromorpha linza against several oral pathogenic bacteria, Bot. Stud., 54, 39, 10.1186/1999-3110-54-39
Ismail, 2018, Antimicrobial Fatty Acids from Green Alga Ulva rigida (Chlorophyta), BioMed Res. Int., 2018, 3069595, 10.1155/2018/3069595
Pereira, 2020, The COVID 19 novel coronavirus pandemic 2020: Seaweeds to the rescue? Why does substantial, supporting research about the antiviral properties of seaweed polysaccharides seem to go unrecognized by the pharmaceutical community in these desperate times?, J. Appl. Phycol., 32, 1875, 10.1007/s10811-020-02143-y
Ahmed, S.A., Abdelrheem, D.A., El-Mageed, H.R.A., Mohamed, H.S., Rahman, A.A., Elsayed, K.N.M., and Ahmed, S.A. (2020). Destabilizing the structural integrity of COVID-19 by caulerpin and its derivatives along with some antiviral drugs: An in silico approaches for a combination therapy. Struct. Chem.
Robledo, 2009, In vitro cytotoxic and antiproliferative activities of marine macroalgae from Yucatán, Mexico | Actividad citotóxica y antiproliferativa in vitro de macroalgas marinas de Yucatán, México, Cienc. Mar., 35, 345, 10.7773/cm.v35i4.1617
Paul, 2013, Antiproliferative activity of methanolic extracts from two green algae, Enteromorpha intestinalis and Rizoclonium riparium on HeLa cells, DARU J. Pharm. Sci., 21, 72, 10.1186/2008-2231-21-72
Robledo, 2011, Enhanced antitumoral activity of extracts derived from cultured Udotea flabellum (chlorophyta), Evid. -Based Complementary Altern. Med., 2011, 969275, 10.1155/2011/969275
Lee, 2013, Marine algal natural products with anti-oxidative, anti-inflammatory, and anti-cancer properties, Cancer Cell Int., 13, 55, 10.1186/1475-2867-13-55
Alves, 2018, From marine origin to therapeutics: The antitumor potential of marine algae-derived compounds, Front. Pharmacol., 9, 777, 10.3389/fphar.2018.00777
Cinar, 2019, Anti-Acetylcholinesterase, Antiprotozoal and Cytotoxic Activities of some turkish marine algae, Fresenius Environ. Bull., 28, 3991
Haq, 2019, Antioxidant, Anticancer Activity and Phytochemical Analysis of Green Algae, Chaetomorpha Collected from the Arabian Gulf, Sci. Rep., 9, 18906, 10.1038/s41598-019-55309-1
Acharya, D., Satapathy, S., Somu, P., Parida, U.K., and Mishra, G. (2020). Apoptotic Effect and Anticancer Activity of Biosynthesized Silver Nanoparticles from Marine Algae Chaetomorpha linum Extract Against Human Colon Cancer Cell HCT-116. Biol. Trace Elem. Res.
Koyande, 2019, Microalgae: A potential alternative to health supplementation for humans, Food Sci. Hum. Wellness, 8, 16, 10.1016/j.fshw.2019.03.001
Aditya, 2016, The Role of Algae in Pharmaceutical Development, Spec. Issue Rev. Pharm. Nanotechnol. Res. Rev. J. Pharm. Nanotechnol., 4, 82
Crismaru, 2020, Low-density lipoprotein cholesterol lowering treatment: The current approach, Lipids Health Dis., 19, 85, 10.1186/s12944-020-01275-x
Bungau, 2019, Applications of Antioxidants in Metabolic Disorders and Degenerative Diseases: Mechanistic Approach, Oxidative Med. Cell. Longev., 2019, 4179676