Supramolecular Iron Cylinder with Unprecedented DNA Binding Is a Potent Cytostatic and Apoptotic Agent without Exhibiting Genotoxicity
Tài liệu tham khảo
Aung, 2002, Second malignant neoplasms in long-term survivors of osteosarcoma: Memorial Sloan-Kettering Cancer Center Experience, Cancer, 95, 1728, 10.1002/cncr.10861
Baraldi, 2004, DNA minor groove binders as potential antitumor and antimicrobial agents, Med. Res. Rev., 24, 475, 10.1002/med.20000
Cerasino, 2007, DNA three-way junction with a dinuclear iron(II) supramolecular helicate at the center: a NMR structural study, Inorg. Chem., 46, 6245, 10.1021/ic062415c
Charbonniere, 1998, Structural, magnetic, and electrochemical properties of dinuclear triple helices: comparison with their mononuclear analogues, Chem. Eur. J., 4, 485, 10.1002/(SICI)1521-3765(19980310)4:3<485::AID-CHEM485>3.0.CO;2-8
Childs, 2004, Helices and helicates, Supramol. Chem., 16, 7, 10.1080/10610270310001632386
Cohen, 2001, Cisplatin: from DNA damage to cancer therapy, Prog. Nucleic Acid Res. Mol. Biol., 67, 93, 10.1016/S0079-6603(01)67026-0
Da Ros, 2005, Oligonucleotides and oligonucleotide conjugates: a new approach for cancer treatment, Curr. Med. Chem., 12, 71, 10.2174/0929867053363603
Dervan, 2001, Molecular recognition of DNA by small molecules, Bioorg. Med. Chem., 9, 2215, 10.1016/S0968-0896(01)00262-0
Duez, 2003, Statistics of the Comet assay: a key to discriminate between genotoxic effects, Mutagenesis, 18, 159, 10.1093/mutage/18.2.159
Escudero, 2004, Chemotherapy-related secondary acute myeloid leukemia in patients diagnosed with osteosarcoma, J. Pediatr. Hematol. Oncol., 26, 454, 10.1097/00043426-200407000-00012
Fadeel, 2005, Apoptosis: a basic biological phenomenon with wide-ranging implications in human disease, J. Intern. Med., 6, 479, 10.1111/j.1365-2796.2005.01570.x
Fisher, 2007, Chiral platinum(II) metallointercalators with potent in vitro cytotoxic activity, ChemMedChem, 2, 488, 10.1002/cmdc.200600211
Fogh, 1977, One hundred and twenty seven cultured human tumour cell lines producing tumours in nude mice, J. Natl. Cancer Inst., 59, 221, 10.1093/jnci/59.1.221
Fogh, 1977, Absence of HeLa cell contamination in 169 cell lines derived from human tumours, J. Natl. Cancer Inst., 58, 209, 10.1093/jnci/58.2.209
Freake, 1981, 1,25-dihydroxyvitamin D3 specifically binds to a human breast cancer cell line (T47D) and stimulates growth, Biochem. Biophys. Res. Commun., 101, 1131, 10.1016/0006-291X(81)91565-5
Gallagher, 1979, Characterization of the continuous, differentiating myeloid cell line (HL-60) from a patient with acute promyelocytic leukemia, Blood, 54, 713, 10.1182/blood.V54.3.713.713
Gebel, 1997, Genotoxicity of platinum and palladium compounds on human and bacterial cells, Mutat. Res., 389, 183, 10.1016/S1383-5718(96)00145-3
Guo, 2000, Medicinal inorganic chemistry, Adv. Inorg. Chem., 49, 183, 10.1016/S0898-8838(08)60271-8
Hannon, 2007, Supramolecular DNA recognition, Chem. Soc. Rev., 36, 280, 10.1039/B606046N
Hannon, 2007, Metal-based anticancer drugs: from a past anchored in platinum chemistry to a post-genomic future of diverse chemistry and biology, Pure Appl. Chem., 79, 2243, 10.1351/pac200779122243
Hannon, 2001, Intramolecular DNA coiling mediated by a metallo-supramolecular cylinder, Angew. Chem. Int. Ed. Engl., 40, 879, 10.1002/1521-3773(20010302)40:5<879::AID-ANIE879>3.0.CO;2-X
Hannon, 2001, A cheap yet effective chiral stationary phase for chromatographic resolution of metallo-supramolecular helicates, Chem. Commun., 1078, 10.1039/b101970h
Harris, 2005, Synthesis, characterization, and cytotoxicity of a novel highly charged trinuclear platinum compound. Enhancement of cellular uptake with charge, Inorg. Chem., 44, 9598, 10.1021/ic051390z
Harris, 2005, Biological consequences of trinuclear platinum complexes: comparison of [{trans-PtCl(NH3)2}2μ-(trans-Pt(NH3)2(H2N(CH2)6-NH2)2)]4+ (BBR 3464) with its noncovalent congeners, Mol. Pharmacol., 69, 666, 10.1124/mol.105.018762
Heffeter, 2006, Multidrug-resistant cancer cells are preferential targets of the new antineoplastic lanthanum compound KP772 (FFC24), Biochem. Pharmacol., 71, 426, 10.1016/j.bcp.2005.11.009
Hotze, 2005, Characterization by NMR spectroscopy, X-ray analysis and cytotoxic activity of the ruthenium(II) compounds [RuL3](PF6)2(L = 2-phenylazopyridine or o-tolylazopyridine) and [RuL′2L″](PF6)2(L′, L″ = 2-phenylazopyridine, 2,2′-bipyridine), Eur. J. Inorg. Chem., 2005, 2648, 10.1002/ejic.200500110
Hotze, 2006, Dinuclear double-stranded metallosupramolecular ruthenium complexes: potential anticancer drugs, Angew. Chem. Int. Ed. Engl., 45, 4839, 10.1002/anie.200601351
Jacobs, 1966, A simple medium for the propagation and maintenance of human diploid cell strains, Nature, 210, 100, 10.1038/210100a0
Jacobs, 1970, Characteristics of a human diploid cell designated MRC-5, Nature, 227, 168, 10.1038/227168a0
Kerckhoffs, 2007, Enantiomeric resolution of supramolecular helicates with different surface topographies, Dalton Trans., 734, 10.1039/B614093A
Keydar, 1979, Establishment and characterization of a cell line of human breast carcinoma origin, Eur. J. Cancer, 15, 659, 10.1016/0014-2964(79)90139-7
Khalid, 2006, Simulations of DNA coiling around a synthetic supramolecular cylinder that binds in the DNA major groove, Chem. Eur. J., 12, 3493, 10.1002/chem.200501168
Komeda, 2006, A third mode of DNA binding: phosphate clamps by a polynuclear platinum complex, J. Am. Chem. Soc., 128, 16092, 10.1021/ja062851y
Kramer, 1993, Self-assembly, structure and spontaneous resolution of a trinuclear triple-helix form an oligobipyridine ligand and Ni(II) ions, Angew. Chem. Int. Ed. Engl., 32, 703, 10.1002/anie.199307031
Lacroix, 2008, Persistent use of “false” cell lines, Int. J. Cancer, 122, 1, 10.1002/ijc.23233
Lee, 2005, Interindividual variability in response to sodium dichromate-induced oxidative DNA damage: role of the Ser326Cys polymorphism in the DNA-repair protein of 8-oxo-7,8-dihydro-2′-deoxyguanosine DNA glycosylase 1 (OGG1), Cancer Epidemiol. Biomarkers Prev., 14, 497, 10.1158/1055-9965.EPI-04-0295
Lincoln, 1999, Binuclear complex, Patent
1999
Malina, 2007, Recognition of DNA three-way junctions by metallosupramolecular cylinders: gel electrophoresis studies, Chem. Eur. J., 13, 3871, 10.1002/chem.200700159
Maron, 1983, Revised methods for the Salmonella mutagenicity test, Mutat. Res., 113, 173, 10.1016/0165-1161(83)90010-9
Martínez, 2005, The search of DNA-intercalators as antitumoral drugs: what worked and what did not work, Curr. Med. Chem., 12, 127, 10.2174/0929867053363414
Matsuba, 2000, A novel synthetic DNA minor groove binder, MS-247: antitumor activity and cytotoxic mechanism, Cancer Chemother. Pharmacol., 46, 1, 10.1007/s002800000120
Meistermann, 2002, Intramolecular DNA coiling mediated by metallo-supramolecular cylinders: differential binding of P and M helical enantiomers, Proc. Natl. Acad. Sci. USA, 99, 5069, 10.1073/pnas.062634499
Moldrheim, 2002, Interaction between a DNA oligonucleotide and a dinuclear iron(II) supramolecular cylinder; an NMR and molecular dynamics study, J. Biol. Inorg. Chem., 7, 770, 10.1007/s00775-002-0354-2
Nielsen, 2001, Targeting double stranded DNA with peptide nucleic acid (PNA), Curr. Med. Chem., 8, 545, 10.2174/0929867003373373
Oleksi, 2006, Molecular recognition of a three-way DNA junction by a metallosupramolecular helicate, Angew. Chem. Int. Ed. Engl., 45, 1227, 10.1002/anie.200503822
Olive, 2005, Heterogeneity in DNA damage using the Comet assay, Cytometry A, 66, 1, 10.1002/cyto.a.20154
Önfelt, 2002, Cell studies of the DNA bis-intercalator δ-δ [μ-C4(cpdppz)(2)-(phen)(4)Ru(2)](4+): toxic effects and properties as a light emitting DNA probe in V79 Chinese hamster cells, Mutagenesis, 17, 317, 10.1093/mutage/17.4.317
Pascu, 2007, Dinuclear ruthenium(II) triple-stranded helicates: luminescent supramolecular cylinders that bind and coil DNA and exhibit activity against cancer cell lines, Angew. Chem. Int. Ed. Engl., 46, 4374, 10.1002/anie.200700656
Peberdy, 2007, Influence of surface shape on DNA binding of bimetallo helicates, J. Inorg. Biochem., 101, 1937, 10.1016/j.jinorgbio.2007.07.005
Reedijk, 1996, Improved understanding in platinium antitumour chemistry, Chem. Commun., 801, 10.1039/cc9960000801
Singh, 2000, A simple method for accurate estimation of apoptotic cells, Exp. Cell Res., 256, 328, 10.1006/excr.2000.4810
Singh, 1988, A simple technique for quantitation of low levels of DNA damage in individual cells, Exp. Cell Res., 175, 184, 10.1016/0014-4827(88)90265-0
Takahara, 1995, Crystal structure of double-stranded DNA containing the major adduct of the anticancer drug cisplatin, Nature, 377, 649, 10.1038/377649a0
Thuong, 1993, Sequence-specific recognition and modification of double-helical DNA by oligonucleotides, Angew. Chem. Int. Ed. Engl., 32, 666, 10.1002/anie.199306661
Uno, 1993, Mutagenic activity of some platinum and palladium complexes, Mutat. Res., 298, 269, 10.1016/0165-1218(93)90006-Y
Wang, 2008, Mitotic checkpoint defects in human cancers and their implications to chemotherapy, Front. Biosci., 13, 2103, 10.2741/2827
Wheate, 2007, DNA intercalators in cancer therapy: organic and inorganic drugs and their spectroscopic tools of analysis, Mini Rev. Med. Chem., 7, 627, 10.2174/138955707780859413
Wierecky, 2005, Secondary leukemia after first-line high-dose chemotherapy for patients with advanced germ cell cancer, J. Cancer Res. Clin. Oncol., 131, 255, 10.1007/s00432-004-0628-x