메뉴 건너뛰기




Volumn 76, Issue 4, 1997, Pages 467-473

Design and mechanism of action of a novel cytotoxic 1,2,3-triazene-containing heterocycle, 3,5-dimethyl-pyrido-1,2,3,5-tetrazepin-4-one (PYRZ), in the human epithelial ovarian cancer cell line NIH:OVCAR-3 in vitro

Author keywords

Cell cycle arrest; DNA damage; OVCAR 3 cells; Tetrazepinones

Indexed keywords

1,2,3 TRIAZINE DERIVATIVE; 3,5 DIMETHYLPYRIDO 1,2,3,5 TETRAZEPIN 4 ONE; ALKYLATING AGENT; CYTOTOXIC AGENT; DNA; DNA FRAGMENT; PROTEIN; RNA; TEMOZOLOMIDE; UNCLASSIFIED DRUG;

EID: 0030878244     PISSN: 00070920     EISSN: None     Source Type: Journal    
DOI: 10.1038/bjc.1997.411     Document Type: Article
Times cited : (11)

References (26)
  • 1
    • 0027336891 scopus 로고
    • Depletion of O6-alkylguanine-DNA alkyltransferase correlates with potentiation of Temozolomide and CCNU toxicity in human tumour cells
    • Baer JC, Freeman AA, Newlands ES, Watson AJ, Rafferty JA and Margison GP (1993) Depletion of O6-alkylguanine-DNA alkyltransferase correlates with potentiation of Temozolomide and CCNU toxicity in human tumour cells. Br J Cancer 66: 1299-1302
    • (1993) Br J Cancer , vol.66 , pp. 1299-1302
    • Baer, J.C.1    Freeman, A.A.2    Newlands, E.S.3    Watson, A.J.4    Rafferty, J.A.5    Margison, G.P.6
  • 2
    • 37049070363 scopus 로고
    • Antitumor imidazotetrazines. Part 12. Reactions of mitozolomide and its 3-alkyl congeners with oxygen, nitrogen, halogen, and carbon nucleophiles
    • Baig GU and Stevens MFG (1987) Antitumor imidazotetrazines. Part 12. Reactions of mitozolomide and its 3-alkyl congeners with oxygen, nitrogen, halogen, and carbon nucleophiles. J Chem Soc Perkin Trans 1, 665-667
    • (1987) J Chem Soc Perkin Trans 1 , pp. 665-667
    • Baig, G.U.1    Stevens, M.F.G.2
  • 3
    • 0023617794 scopus 로고
    • In vitro and in vivo methazolastone-induced DNA damage and repair in L-1210 leukemia sensitive and resistant to chloroethylnitrosoureas
    • Catapano CV, Broggini M, Erba E, Ponti M, Mariani L, Citti L and D'incalci M (1987) In vitro and in vivo methazolastone-induced DNA damage and repair in L-1210 leukemia sensitive and resistant to chloroethylnitrosoureas. Cancer Res 47: 4884-4889
    • (1987) Cancer Res , vol.47 , pp. 4884-4889
    • Catapano, C.V.1    Broggini, M.2    Erba, E.3    Ponti, M.4    Mariani, L.5    Citti, L.6    D'Incalci, M.7
  • 4
    • 0027336313 scopus 로고
    • Depletion of O6-methylguanine-DNA methyltransferase and potentiation of 1,3-bis (2-chloroethyl)-1-nitrosourea antitumor activity by O6-benzylguanine in vitro
    • Chen J, Zhang Y, Moschel RC and Ikenaga M (1993) Depletion of O6-methylguanine-DNA methyltransferase and potentiation of 1,3-bis (2-chloroethyl)-1-nitrosourea antitumor activity by O6-benzylguanine in vitro. Carcinogenesis 14: 1057-1060
    • (1993) Carcinogenesis , vol.14 , pp. 1057-1060
    • Chen, J.1    Zhang, Y.2    Moschel, R.C.3    Ikenaga, M.4
  • 5
    • 0025313602 scopus 로고
    • Antitumour imidazotetrazines, mitozolomide and Temozolomide. Probes for the major groove of DNA
    • Clark SA, Stevens MFG, Sansom CE and Schwalbe CH (1990) Antitumour imidazotetrazines, mitozolomide and Temozolomide. Probes for the major groove of DNA. Anti-Cancer DrugDes 6: 63-68
    • (1990) Anti-Cancer DrugDes , vol.6 , pp. 63-68
    • Clark, S.A.1    Stevens, M.F.G.2    Sansom, C.E.3    Schwalbe, C.H.4
  • 6
    • 0026559711 scopus 로고
    • Antitumor imidazotetrazines XXVII: 3-methyladenine DNA glycosylase activity in cell lines sensitive and resistant to Temozolomide
    • Deans B and Tisdale MJ (1992) Antitumor imidazotetrazines XXVII: 3-methyladenine DNA glycosylase activity in cell lines sensitive and resistant to Temozolomide. Cancer Lett 63: 151-157
    • (1992) Cancer Lett , vol.63 , pp. 151-157
    • Deans, B.1    Tisdale, M.J.2
  • 7
    • 0021794405 scopus 로고
    • Activity of mitozolomide (NSC 353451), a new imidazotetrazine, against xenografts from human melanomas, sarcomas, and lung and colon carcinomas
    • Foedstad O, Aamdal S, Phil A and Boyd MR (1985) Activity of mitozolomide (NSC 353451), a new imidazotetrazine, against xenografts from human melanomas, sarcomas, and lung and colon carcinomas. Cancer Res 45: 1778-1786
    • (1985) Cancer Res , vol.45 , pp. 1778-1786
    • Foedstad, O.1    Aamdal, S.2    Phil, A.3    Boyd, M.R.4
  • 10
    • 0022640293 scopus 로고
    • DNA sequence selectivity of guanine-N7 alkylation by three antitumour chloroethylating agents
    • Hartley JA, Gibson NW, Kohn KW and Mattes WB (1986) DNA sequence selectivity of guanine-N7 alkylation by three antitumour chloroethylating agents. Cancer Res 46: 1943-1947
    • (1986) Cancer Res , vol.46 , pp. 1943-1947
    • Hartley, J.A.1    Gibson, N.W.2    Kohn, K.W.3    Mattes, W.B.4
  • 12
    • 0021272810 scopus 로고
    • Antitumour imidazotetrazines-IV. An investigation into the mechanism of antitumour activity of a novel and potent antitumour agent, mitozolomide
    • Horgan CM and Tisdale MJ (1984) Antitumour imidazotetrazines-IV. An investigation into the mechanism of antitumour activity of a novel and potent antitumour agent, mitozolomide. Biochem Pharmacol 33: 2185-2192
    • (1984) Biochem Pharmacol , vol.33 , pp. 2185-2192
    • Horgan, C.M.1    Tisdale, M.J.2
  • 13
    • 0021737774 scopus 로고
    • Epigenetic effects of the methylating agent 5-(3-methyl-1-triazeno)-imidazole-4-carboxamide in human melanoma cells
    • Hayward IP and Parson PG (1984) Epigenetic effects of the methylating agent 5-(3-methyl-1-triazeno)-imidazole-4-carboxamide in human melanoma cells. Austral J Exp Biol Med Sciences 62: 597-606
    • (1984) Austral J Exp Biol Med Sciences , vol.62 , pp. 597-606
    • Hayward, I.P.1    Parson, P.G.2
  • 16
    • 8544244239 scopus 로고    scopus 로고
    • Synthesis of pyridine fused tetrazepinones
    • submitted
    • Jean-Claude BJ and Just G. (1997) Synthesis of pyridine fused tetrazepinones. Heterocycles (submitted)
    • (1997) Heterocycles
    • Jean-Claude, B.J.1    Just, G.2
  • 19
    • 4243526872 scopus 로고
    • The tetrazepinones are equally active in alkylating agent-resistant (Mer+) and sensitive (Mer-) human tumour cell lines
    • Jean-Claude BJ, Mustafa A, Damian Z, De Marte J, Chan Th and Leyland-Jones B (1995) The tetrazepinones are equally active in alkylating agent-resistant (Mer+) and sensitive (Mer-) human tumour cell lines. Can J Infect Dis 6 (suppl. C): 465C
    • (1995) Can J Infect Dis , vol.6 , Issue.SUPPL. C
    • Jean-Claude, B.J.1    Mustafa, A.2    Damian, Z.3    De Marte, J.4    Chan, T.5    Leyland-Jones, B.6
  • 20
    • 8544223716 scopus 로고    scopus 로고
    • Mechanism of 8-carbamoyl-3-methylimidazo [5,1-d]-1,2,3,5-tetrazin-4(3H)-one (Temozolomide)-induced cytotoxicity in the epithelial ovarian tumour cell line OVCAR-3: Cell-cycle and cell-killing kinetics
    • submitted
    • Jean-Claude BJ, Mustafa A, Damian Z, De Marte J, Yen R, Chan TH and Leyland-Jones B (1996) Mechanism of 8-carbamoyl-3-methylimidazo [5,1-d]-1,2,3,5-tetrazin-4(3H)-one (Temozolomide)-induced cytotoxicity in the epithelial ovarian tumour cell line OVCAR-3: cell-cycle and cell-killing kinetics. Biochem Pharm (submitted)
    • (1996) Biochem Pharm
    • Jean-Claude, B.J.1    Mustafa, A.2    Damian, Z.3    De Marte, J.4    Yen, R.5    Chan, T.H.6    Leyland-Jones, B.7
  • 21
    • 26844534384 scopus 로고
    • Self-consistent molecular orbital methods. XX. A basis set for correlated wave functions
    • Krishnan R, Binkley JS, Seeger R and Pople JA (1980) Self-consistent molecular orbital methods. XX. A basis set for correlated wave functions. J Phys Chem 72: 650-655
    • (1980) J Phys Chem , vol.72 , pp. 650-655
    • Krishnan, R.1    Binkley, J.S.2    Seeger, R.3    Pople, J.A.4
  • 22
    • 0026738074 scopus 로고
    • Antitumour imidazotetrazines 25. Crusted structure of 8-carbamoyt-3-methyl-imidazo[5,1-d]-1, 2, 3, 5-tetrazin-4(3H)-one (Temozolomide) and structural comparisons with related drugs mitozolomide and DTIC
    • Lowe PR, Sansom CE, Schwalbe CH, Stevens MFG and Clark AS (1992) Antitumour imidazotetrazines 25. Crusted structure of 8-carbamoyt-3-methyl-imidazo[5,1-d]-1, 2, 3, 5-tetrazin-4(3H)-one (Temozolomide) and structural comparisons with related drugs mitozolomide and DTIC. J Med Chem 35: 3377-3382
    • (1992) J Med Chem , vol.35 , pp. 3377-3382
    • Lowe, P.R.1    Sansom, C.E.2    Schwalbe, C.H.3    Stevens, M.F.G.4    Clark, A.S.5
  • 23
    • 0022479858 scopus 로고
    • Stable stem-loop and cruciform DNA structures: Isolation of mutants with rearrangements of the palindromic sequence at the simian virus 40 replication origin
    • Nobile C and Martin RG (1986) Stable stem-loop and cruciform DNA structures: isolation of mutants with rearrangements of the palindromic sequence at the simian virus 40 replication origin. Intervirology 25: 158-171
    • (1986) Intervirology , vol.25 , pp. 158-171
    • Nobile, C.1    Martin, R.G.2
  • 26
    • 0025883672 scopus 로고
    • Induction of heat-labile sites in DNA of mammalian cells by the antitumor alkylating drug CC-1065
    • Zsido TJ, Woynarowski JM, Baker RM, Gawron LS and Beerman TA (1991) Induction of heat-labile sites in DNA of mammalian cells by the antitumor alkylating drug CC-1065. Biochemistry 31: 3733-3738
    • (1991) Biochemistry , vol.31 , pp. 3733-3738
    • Zsido, T.J.1    Woynarowski, J.M.2    Baker, R.M.3    Gawron, L.S.4    Beerman, T.A.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.