메뉴 건너뛰기




Volumn 46, Issue 7, 2003, Pages 1210-1219

New isomeric azine-bridged dinuclear platinum(II) complexes circumvent cross-resistance to cisplatin

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; CHLORIDE; CISPLATIN; GUANOSINE PHOSPHATE; LIGAND; NITRATE; PLATINUM COMPLEX; PYRAZINE; PYRIMIDINE;

EID: 0037468911     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm020004+     Document Type: Article
Times cited : (96)

References (41)
  • 1
    • 37049053957 scopus 로고
    • Inhibition of cell division in Escherichia coli by electrolysis products from a platinum electrode
    • Rosenberg, B.; Van Camp, L.; Krigas, T. Inhibition of cell division in Escherichia coli by electrolysis products from a platinum electrode. Nature 1965, 205, 698-699.
    • (1965) Nature , vol.205 , pp. 698-699
    • Rosenberg, B.1    Van Camp, L.2    Krigas, T.3
  • 2
    • 0014691619 scopus 로고
    • Platinum compounds: A new class of potent antitumour agents
    • Rosenberg, B.; Van Camp, L.; Trosko, J. E.; Mansour, V. H. Platinum compounds: a new class of potent antitumour agents. Nature 1969, 222, 385-386.
    • (1969) Nature , vol.222 , pp. 385-386
    • Rosenberg, B.1    Van Camp, L.2    Trosko, J.E.3    Mansour, V.H.4
  • 3
    • 0034117603 scopus 로고    scopus 로고
    • Clinical perspectives on platinum resistance
    • Giaccone, G. Clinical perspectives on platinum resistance. Drugs 2000, 59, 9-17.
    • (2000) Drugs , vol.59 , pp. 9-17
    • Giaccone, G.1
  • 4
    • 0018591945 scopus 로고
    • Toxic effects of cis-dichlorodiammineplatinum(II) in man
    • Von Hoff, D. D.; Schilsky, R.; Reichert, C. M. Toxic effects of cis-dichlorodiammineplatinum(II) in man. Cancer Treat. Rep. 1979, 63, 1527-1531.
    • (1979) Cancer Treat. Rep. , vol.63 , pp. 1527-1531
    • Von Hoff, D.D.1    Schilsky, R.2    Reichert, C.M.3
  • 5
    • 0022346961 scopus 로고
    • Development of drug resistance in a murine mammary tumour
    • McMillan, T. J.; Stephens, T. C.; Steel, G. G. Development of drug resistance in a murine mammary tumour. Br. J. Cancer, 1985, 52, 823-32.
    • (1985) Br. J. Cancer , vol.52 , pp. 823-832
    • McMillan, T.J.1    Stephens, T.C.2    Steel, G.G.3
  • 6
  • 7
    • 0028882092 scopus 로고
    • Structure and isomerization of an intrastrand cisplatin-cross-linked octamer DNA duplex by NMR analysis
    • Yang, D.-Z.; Van Boom, S. S. G. E.; Reedijk, J.; Van Boom, J. H.; Wang, A. H.-J. Structure and isomerization of an intrastrand cisplatin-cross-linked octamer DNA duplex by NMR analysis. Biochemistry 1995, 34, 12912-12920.
    • (1995) Biochemistry , vol.34 , pp. 12912-12920
    • Yang, D.-Z.1    Van Boom, S.S.G.E.2    Reedijk, J.3    Van Boom, J.H.4    Wang, A.H.-J.5
  • 8
    • 0029926650 scopus 로고    scopus 로고
    • Improved understanding in platinum antitumour chemistry
    • Reedijk, J. Improved understanding in platinum antitumour chemistry. Chem. Commun. 1996, 801-806.
    • (1996) Chem. Commun. , pp. 801-806
    • Reedijk, J.1
  • 9
    • 0032580979 scopus 로고    scopus 로고
    • NMR solution structure of a DNA dodecamer duplex containing a cis-diammineplatinum(II) d(GpG) intrastrand cross-link, the major adduct of the anticancer drug cisplatin
    • Gelasco, A.; Lippard, S. J. NMR solution structure of a DNA dodecamer duplex containing a cis-diammineplatinum(II) d(GpG) intrastrand cross-link, the major adduct of the anticancer drug cisplatin. Biochemistry 1998, 37, 9230-9239.
    • (1998) Biochemistry , vol.37 , pp. 9230-9239
    • Gelasco, A.1    Lippard, S.J.2
  • 10
    • 0028805743 scopus 로고
    • Crystal-structure of double-stranded DNA containing the major adduct of the anticancer drug cisplatin
    • Takahara, P. M.; Rosenzweig, A. C.; Frederick, C. A.; Lippard, S. J. Crystal-structure of double-stranded DNA containing the major adduct of the anticancer drug cisplatin. Nature 1995, 377, 649-652.
    • (1995) Nature , vol.377 , pp. 649-652
    • Takahara, P.M.1    Rosenzweig, A.C.2    Frederick, C.A.3    Lippard, S.J.4
  • 11
    • 0034806916 scopus 로고    scopus 로고
    • Relationship of solution and protein-bound structures of DNA duplexes with the major intrastrand cross-link lesions formed on cisplatin binding to DNA
    • Marzilli, L. G.; Saad, J. S.; Kuklenyik, Z.; Keating, K. A.; Xu, Y. H. Relationship of solution and protein-bound structures of DNA duplexes with the major intrastrand cross-link lesions formed on cisplatin binding to DNA. J. Am. Chem. Soc. 2001, 123, 2764- 2770.
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 2764-2770
    • Marzilli, L.G.1    Saad, J.S.2    Kuklenyik, Z.3    Keating, K.A.4    Xu, Y.H.5
  • 12
    • 0025353691 scopus 로고
    • Cellular pharmacology of cisplatin - Perspectives on mechanisms of acquired resistance
    • Andrews, P. A.; Howell, S. B. Cellular pharmacology of cisplatin - Perspectives on mechanisms of acquired resistance. Cancer Cells 1990, 2, 35-43.
    • (1990) Cancer Cells , vol.2 , pp. 35-43
    • Andrews, P.A.1    Howell, S.B.2
  • 13
    • 0023748151 scopus 로고
    • Resistance to cisplatin and analogues: Mechanisms and potential clinical implications
    • De Graeff, A.; Slebos, R. J. C.; Rodenhuis, S. Resistance to cisplatin and analogues: mechanisms and potential clinical implications. Cancer Chemother. Pharmacol. 1988, 22, 325-332.
    • (1988) Cancer Chemother. Pharmacol. , vol.22 , pp. 325-332
    • De Graeff, A.1    Slebos, R.J.C.2    Rodenhuis, S.3
  • 14
    • 0024382640 scopus 로고
    • Resistance to platinum compounds: Mechanisms and beyond
    • Kelley, S. L.; Rozencweig, M. Resistance to platinum compounds: mechanisms and beyond. Eur. J. Cancer Clin. Oncol. 1989, 25, 1135-1140.
    • (1989) Eur. J. Cancer Clin. Oncol. , vol.25 , pp. 1135-1140
    • Kelley, S.L.1    Rozencweig, M.2
  • 16
    • 0027305406 scopus 로고
    • Glutathione-associated cis-diamminedichloroplatinum(II) metabolism and ATP-dependent efflux from leukemia-cells - Molecular characterization of glutathione-platinum complex and its biological significance
    • Ishikawa, T.; Ali-Osman, F. Glutathione-associated cis-diamminedichloroplatinum(II) metabolism and ATP-dependent efflux from leukemia-cells - Molecular characterization of glutathione-platinum complex and its biological significance. J. Biol. Chem. 1993, 268, 20116-20125.
    • (1993) J. Biol. Chem. , vol.268 , pp. 20116-20125
    • Ishikawa, T.1    Ali-Osman, F.2
  • 17
    • 0031783956 scopus 로고    scopus 로고
    • Endogenous glutathione conjugates: Occurrence and biological functions
    • Wang, W.; Ballatori, N. Endogenous glutathione conjugates: Occurrence and biological functions. Pharmacol. Rev. 1998, 50, 335-355.
    • (1998) Pharmacol. Rev. , vol.50 , pp. 335-355
    • Wang, W.1    Ballatori, N.2
  • 18
    • 0023696141 scopus 로고
    • Overexpression of metallothionein confers resistance to anticancer drugs
    • Kelley S. I.; Basu, A.; Teicher, B. A.; Hacker, M. P.; Hamer, D. H.; Lazo, J. S. Overexpression of metallothionein confers resistance to anticancer drugs. Science 1988, 241, 1813-1815.
    • (1988) Science , vol.241 , pp. 1813-1815
    • Kelley, S.I.1    Basu, A.2    Teicher, B.A.3    Hacker, M.P.4    Hamer, D.H.5    Lazo, J.S.6
  • 19
    • 0025781307 scopus 로고
    • Metallothionein content correlates with the sensitivity of human small-cell lung-cancer cell-lines to cisplatin
    • Kasahara, K.; Fujiwara, Y.; Ohmori, T.; Sugimoto, Y.; Komiyama, K.; Matsuda, T.; Sanjo, N. Metallothionein content correlates with the sensitivity of human small-cell lung-cancer cell-lines to cisplatin. Cancer Res. 1991, 51, 3237-3242.
    • (1991) Cancer Res , vol.51 , pp. 3237-3242
    • Kasahara, K.1    Fujiwara, Y.2    Ohmori, T.3    Sugimoto, Y.4    Komiyama, K.5    Matsuda, T.6    Sanjo, N.7
  • 20
    • 0025972913 scopus 로고
    • Suppression of dexamethasone-induced metallothionein expression and cis-diamminedichloriplatinum- (II) resistance by V-mos
    • Basu, A.; Lazo, J. S. Suppression of dexamethasone-induced metallothionein expression and cis-diamminedichloriplatinum- (II) resistance by V-mos. Cancer Res. 1991, 51, 893-896.
    • (1991) Cancer Res. , vol.51 , pp. 893-896
    • Basu, A.1    Lazo, J.S.2
  • 21
    • 0023718434 scopus 로고
    • Enhanced DNA repair as a mechanism of resistance to cis-diamminedichloroplatinum(II)
    • Eastman, A.; Schulte, N. Enhanced DNA repair as a mechanism of resistance to cis-diamminedichloroplatinum(II). Biochemistry 1988, 27, 4730-4734.
    • (1988) Biochemistry , vol.27 , pp. 4730-4734
    • Eastman, A.1    Schulte, N.2
  • 22
    • 0034683460 scopus 로고    scopus 로고
    • New antitumor-active azole-bridged dinuclear platinum(II) complexes: Synthesis, characterization, crystal structures, and cytotoxic studies
    • Komeda, S.; Lutz, M.; Spek, A. L.; Chikuma, M.; Reedijk, J. New antitumor-active azole-bridged dinuclear platinum(II) complexes: Synthesis, characterization, crystal structures, and cytotoxic studies. Inorg. Chem. 2000, 39, 4230-4236.
    • (2000) Inorg. Chem. , vol.39 , pp. 4230-4236
    • Komeda, S.1    Lutz, M.2    Spek, A.L.3    Chikuma, M.4    Reedijk, J.5
  • 23
    • 0036570002 scopus 로고    scopus 로고
    • A novel isomerization on interaction of antitumor-active azole-bridged dinuclear platinum(II) complexes with 9-ethylguanine. Platinum(II) atom migration from N2 to N3 on 1,2,3-triazole
    • Komeda, S.; Lutz, M.; Spek, A. L.; Yamanaka, Y.; Sato, T.; Chikuma, M.; Reedijk, J. A novel isomerization on interaction of antitumor-active azole-bridged dinuclear platinum(II) complexes with 9-ethylguanine. Platinum(II) atom migration from N2 to N3 on 1,2,3-triazole. J. Am. Chem. Soc. 2002, 124, 4738-4746.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 4738-4746
    • Komeda, S.1    Lutz, M.2    Spek, A.L.3    Yamanaka, Y.4    Sato, T.5    Chikuma, M.6    Reedijk, J.7
  • 27
    • 0025127404 scopus 로고
    • 195Pt NMR kinetic and mechanistic studies of cis-diamminedichloriplatinum and trans-diamminedichloriplatinum(II) binding to DNA
    • 195Pt NMR kinetic and mechanistic studies of cis-diamminedichloriplatinum and trans-diamminedichloriplatinum(II) binding to DNA. J. Am. Chem. Soc. 1990, 112, 6860-6871.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 6860-6871
    • Bancroft, D.P.1    Lepre, C.A.2    Lippard, S.J.3
  • 29
    • 0019120932 scopus 로고
    • The interactions of cis- and trans-diammineplatinum compounds with 5′-guanosine monophosphate and 5′-deoxyguanosine monophosphate. A proton NMR investigation
    • Marcelis, A. T. M.; van Kralingen, C. G.; Reedijk, J. The interactions of cis- and trans-diammineplatinum compounds with 5′-guanosine monophosphate and 5′-deoxyguanosine monophosphate. A proton NMR investigation. J. Inorg. Biochem. 1980, 13, 213-222.
    • (1980) J. Inorg. Biochem. , vol.13 , pp. 213-222
    • Marcelis, A.T.M.1    Van Kralingen, C.G.2    Reedijk, J.3
  • 30
    • 0012971375 scopus 로고
    • Reaction intermediates of cis-diammineaqua-(hydroxo)platinum(II) with guanisine 5′-monophosphate characterized by proton nuclear magnetic resonance spectroscopy
    • Fanchiang, Y.-T. Reaction intermediates of cis-diammineaqua-(hydroxo)platinum(II) with guanisine 5′-monophosphate characterized by proton nuclear magnetic resonance spectroscopy. J. Chem. Soc., Dalton Trans. 1986, 135-140.
    • (1986) J. Chem. Soc., Dalton Trans. , pp. 135-140
    • Fanchiang, Y.-T.1
  • 31
    • 0030861453 scopus 로고    scopus 로고
    • Effect of geometric isomerism in dinuclear platinum antitumour complexes on the rate of formation and structure of intrastrand adducts with oligonucleotides
    • Mellish, K. J.; Qu, Y.; Scarsdale, N.; Farrell, N. Effect of geometric isomerism in dinuclear platinum antitumour complexes on the rate of formation and structure of intrastrand adducts with oligonucleotides. Nucl. Acid Res. 1997, 25, 1265-1271.
    • (1997) Nucl. Acid Res. , vol.25 , pp. 1265-1271
    • Mellish, K.J.1    Qu, Y.2    Scarsdale, N.3    Farrell, N.4
  • 34
    • 0021445167 scopus 로고
    • Reaction products of cis-diammineplatinum(II) compounds with 5′-guanosine monophosphate characterized by high-frequency proton NMR
    • Dijt, F. G.; Canters, G. W.; den Hartog, J. H. J.; Marcelis, A. T. M.; Reedijk, J. Reaction products of cis-diammineplatinum(II) compounds with 5′-guanosine monophosphate characterized by high-frequency proton NMR. J. Am. Chem. Soc. 1984, 106, 3644-3647.
    • (1984) J. Am. Chem. Soc. , vol.106 , pp. 3644-3647
    • Dijt, F.G.1    Canters, G.W.2    Den Hartog, J.H.J.3    Marcelis, A.T.M.4    Reedijk, J.5
  • 35
    • 33947092789 scopus 로고
    • Heavy metal nucleotide interactions. II. Stereochemical and electronic effects in the electrophilic attack of cis- and trans-diammine- platinum(II) on 5′-guanosine monophosphate and polyguanylate in aqueous solution
    • Chu, G. Y. H.; Mansy, S.; Duncan, R. E.; Tobias, R. S. Heavy metal nucleotide interactions. II. Stereochemical and electronic effects in the electrophilic attack of cis- and trans-diammine- platinum(II) on 5′-guanosine monophosphate and polyguanylate in aqueous solution. J. Am. Chem. Soc. 1978, 100, 593-606.
    • (1978) J. Am. Chem. Soc. , vol.100 , pp. 593-606
    • Chu, G.Y.H.1    Mansy, S.2    Duncan, R.E.3    Tobias, R.S.4
  • 40
    • 0025878872 scopus 로고
    • Comparison of the sulforhodamine-B protein and tetrazolium (MTT) assays for in vitro chemosensitivity testing
    • Keepers, Y. P.; Pizao, P. E.; Peters, G. J.; Van Ark-Otte, J.; Winograd, B.; Pinedo, H. M. Comparison of the sulforhodamine-B protein and tetrazolium (MTT) assays for in vitro chemosensitivity testing. Eur. J. Cancer 1991, 27, 897-900.
    • (1991) Eur. J. Cancer , vol.27 , pp. 897-900
    • Keepers, Y.P.1    Pizao, P.E.2    Peters, G.J.3    Van Ark-Otte, J.4    Winograd, B.5    Pinedo, H.M.6
  • 41
    • 0021061819 scopus 로고
    • Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays
    • Mossmann, T. Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J. Immunol. Methods 1983, 83, 55-63.
    • (1983) J. Immunol. Methods , vol.83 , pp. 55-63
    • Mossmann, T.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.