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Volumn 81, Issue 7, 1999, Pages 1127-1133

Does reductive metabolism predict response to tirapazamine (SR 4233) in human non-small-cell lung cancer cell lines?

Author keywords

Bioreductive drug; Cytotoxicity; DNA damage; Hypoxia; Lung cancer; NADPH:cytochrome P450 reductase; Tirapazamine

Indexed keywords

PRODRUG; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE FERRIHEMOPROTEIN REDUCTASE; TIRAPAZAMINE;

EID: 0032759462     PISSN: 00070920     EISSN: None     Source Type: Journal    
DOI: 10.1038/sj.bjc.6690819     Document Type: Article
Times cited : (12)

References (52)
  • 1
    • 0022590178 scopus 로고
    • Hypoxia-mediated nitro-heterocyclic drugs in the radio and chemotherapy of cancer: An overview
    • Adams GE and Stratford IJ (1986) Hypoxia-mediated nitro-heterocyclic drugs in the radio and chemotherapy of cancer: an overview. Biochem Pharmacol 35: 71-78
    • (1986) Biochem Pharmacol , vol.35 , pp. 71-78
    • Adams, G.E.1    Stratford, I.J.2
  • 2
    • 0028339820 scopus 로고
    • Bioreductive drugs for cancer therapy: The search for tumour specificity
    • Adams GE and Stratford IJ (1994) Bioreductive drugs for cancer therapy: the search for tumour specificity. Int J Radiat Oncol Biol Phys 29: 231-238
    • (1994) Int J Radiat Oncol Biol Phys , vol.29 , pp. 231-238
    • Adams, G.E.1    Stratford, I.J.2
  • 3
    • 0032079903 scopus 로고    scopus 로고
    • Reductive metabolism of the hypoxia marker pimonidazole is regulated by oxygen tension independent of the pyridine nucleotide redox state
    • Arteel GE, Thurman RG and Raleigh JA (1998) Reductive metabolism of the hypoxia marker pimonidazole is regulated by oxygen tension independent of the pyridine nucleotide redox state. Eur J Biochem 253: 743-750
    • (1998) Eur J Biochem , vol.253 , pp. 743-750
    • Arteel, G.E.1    Thurman, R.G.2    Raleigh, J.A.3
  • 4
    • 0000177348 scopus 로고
    • Sensitivity to tirapazamine (SR 4233) is determined by P450 reductase in human breast but not lung cancer cell lines
    • Barham HM, Patterson AV, Chinje EC, Harris AL and Stratford IJ (1995) Sensitivity to tirapazamine (SR 4233) is determined by P450 reductase in human breast but not lung cancer cell lines. Br J Cancer 71: 20
    • (1995) Br J Cancer , vol.71 , pp. 20
    • Barham, H.M.1    Patterson, A.V.2    Chinje, E.C.3    Harris, A.L.4    Stratford, I.J.5
  • 6
    • 0026073332 scopus 로고
    • SR 4233 cytotoxicity and metabolism in DNA repair-competent and DNA repair-deficient cell cultures
    • Biedermann KA, Wang J, Graham RP and Brown JM (1991) SR 4233 cytotoxicity and metabolism in DNA repair-competent and DNA repair-deficient cell cultures. Br J Cancer 63: 358-362
    • (1991) Br J Cancer , vol.63 , pp. 358-362
    • Biedermann, K.A.1    Wang, J.2    Graham, R.P.3    Brown, J.M.4
  • 7
    • 0027288316 scopus 로고
    • SR 4233 (Tirapazamine): A new anticancer drug exploiting hypoxia in solid tumours
    • Brown JM (1993) SR 4233 (Tirapazamine): a new anticancer drug exploiting hypoxia in solid tumours. Br J Cancer 67: 1163-1170
    • (1993) Br J Cancer , vol.67 , pp. 1163-1170
    • Brown, J.M.1
  • 8
    • 0025646401 scopus 로고
    • Potentiation by the hypoxic cytotoxin SR 4233 of cell killing produced by fractionated irradiation of mouse tumors
    • Brown JM and Lemmon MJ (1990) Potentiation by the hypoxic cytotoxin SR 4233 of cell killing produced by fractionated irradiation of mouse tumors. Cancer Res 50: 7745-7749
    • (1990) Cancer Res , vol.50 , pp. 7745-7749
    • Brown, J.M.1    Lemmon, M.J.2
  • 9
    • 0025972731 scopus 로고
    • Tumor hypoxia can be exploited to preferentially sensitize tumors to fractionated irradiation
    • Brown JM and Lemmon MJ (1991) Tumor hypoxia can be exploited to preferentially sensitize tumors to fractionated irradiation. Int J Radiat Oncol Biol Phys 20: 457-461
    • (1991) Int J Radiat Oncol Biol Phys , vol.20 , pp. 457-461
    • Brown, J.M.1    Lemmon, M.J.2
  • 10
    • 0025073825 scopus 로고
    • Reductive metabolism of 3-amino-1,2,4-benzotriazine 1,4-dioxide (SR 4233) and the induction of unscheduled DNA synthesis in rat and human derived cell lines
    • Cabill A and White INH (1990) Reductive metabolism of 3-amino-1,2,4-benzotriazine 1,4-dioxide (SR 4233) and the induction of unscheduled DNA synthesis in rat and human derived cell lines. Carcinogenesis 11: 1407-1411
    • (1990) Carcinogenesis , vol.11 , pp. 1407-1411
    • Cabill, A.1    White, I.N.H.2
  • 11
    • 0023130372 scopus 로고
    • Evaluation of a tetrazolium based semi-automated colorimetric assay: Assessment of chemosensitivity testing
    • Carmichael J, De Graff WG, Gazdar AF, Minna JD and Mitchell JB (1987) Evaluation of a tetrazolium based semi-automated colorimetric assay: assessment of chemosensitivity testing. Cancer Res 47: 936-941
    • (1987) Cancer Res , vol.47 , pp. 936-941
    • Carmichael, J.1    De Graff, W.G.2    Gazdar, A.F.3    Minna, J.D.4    Mitchell, J.B.5
  • 13
    • 0024532975 scopus 로고
    • In vitro hepatotoxicity of SR 4233 (3-amino-1,2,4-benzotriazine-1,4-dioxide), a hypoxic cytotoxin and potential antitumor agent
    • Costa AK, Baker MA, Brown JM and Trudell JR (1989) In vitro hepatotoxicity of SR 4233 (3-amino-1,2,4-benzotriazine-1,4-dioxide), a hypoxic cytotoxin and potential antitumor agent. Cancer Res 49: 925-929
    • (1989) Cancer Res , vol.49 , pp. 925-929
    • Costa, A.K.1    Baker, M.A.2    Brown, J.M.3    Trudell, J.R.4
  • 14
    • 84965808588 scopus 로고
    • Tumor-specific, schedule-dependent interaction between tirapazamine (SR 4233) and cisplatin
    • Dorie MJ and Blown JM (1993) Tumor-specific, schedule-dependent interaction between tirapazamine (SR 4233) and cisplatin. Cancer Res 53: 4633-4636
    • (1993) Cancer Res , vol.53 , pp. 4633-4636
    • Dorie, M.J.1    Blown, J.M.2
  • 15
    • 0028603270 scopus 로고
    • The influence of microenvironmental factors during cancer therapy
    • Durand RE (1994) The influence of microenvironmental factors during cancer therapy. In vivo 8: 691-702
    • (1994) In Vivo , vol.8 , pp. 691-702
    • Durand, R.E.1
  • 16
    • 0030738399 scopus 로고    scopus 로고
    • Adaptation of human tumor cells to tirapazamine under aerobic conditions; implications of increased antioxidant enzyme activity to mechanism of aerobic cytotoxicity
    • Elwell JH, Siim BG, Evans JW and Brown JM (1997) Adaptation of human tumor cells to tirapazamine under aerobic conditions; Implications of increased antioxidant enzyme activity to mechanism of aerobic cytotoxicity. Biochem Pharmacol 54: 249-257
    • (1997) Biochem Pharmacol , vol.54 , pp. 249-257
    • Elwell, J.H.1    Siim, B.G.2    Evans, J.W.3    Brown, J.M.4
  • 17
    • 0032523899 scopus 로고    scopus 로고
    • Tirapazamine is metabolized to its DNA-damaging radical by intranuclear enzymes
    • Evans JW, Yudoh K, Delahoussaye YM and Brown JM (1998) Tirapazamine is metabolized to its DNA-damaging radical by intranuclear enzymes. Cancer Res 58: 2098-2101
    • (1998) Cancer Res , vol.58 , pp. 2098-2101
    • Evans, J.W.1    Yudoh, K.2    Delahoussaye, Y.M.3    Brown, J.M.4
  • 18
    • 0027931173 scopus 로고
    • Reduction of 3-amino-1,2,4-benzotriazine 1,4-di-N-oxide (tirapazamine, WIN 59075, SR 4233) to DNA-damaging species: A direct role for NADPH:Cytochrome P450 oxidoreductase
    • Fitzsimmons SA, Lewis AD, Riley RJ and Workman P (1994) Reduction of 3-amino-1,2,4-benzotriazine 1,4-di-N-oxide (tirapazamine, WIN 59075, SR 4233) to DNA-damaging species: a direct role for NADPH:cytochrome P450 oxidoreductase. Carcinogenesis 15: 1503-1510
    • (1994) Carcinogenesis , vol.15 , pp. 1503-1510
    • Fitzsimmons, S.A.1    Lewis, A.D.2    Riley, R.J.3    Workman, P.4
  • 22
    • 0019431428 scopus 로고
    • Hypoxia and drug metabolism
    • Jones DP (1981) Hypoxia and drug metabolism. Biochem Pharmacol 30: 1019-1023
    • (1981) Biochem Pharmacol , vol.30 , pp. 1019-1023
    • Jones, D.P.1
  • 23
    • 0028235953 scopus 로고
    • Reoxygenation and rehypoxiation in SCCVII mouse tumor
    • Kim IH and Brown JM (1994) Reoxygenation and rehypoxiation in SCCVII mouse tumor. Int J Radiat Oncol Biol Phys 29: 493-497
    • (1994) Int J Radiat Oncol Biol Phys , vol.29 , pp. 493-497
    • Kim, I.H.1    Brown, J.M.2
  • 24
    • 0027227590 scopus 로고
    • Unusual oxygen concentration dependence of toxicity of SR 4233, a hypoxic cell toxin
    • Koch CJ (1993) Unusual oxygen concentration dependence of toxicity of SR 4233, a hypoxic cell toxin. Cancer Res 53: 3992-3997
    • (1993) Cancer Res , vol.53 , pp. 3992-3997
    • Koch, C.J.1
  • 26
    • 0021061819 scopus 로고
    • Rapid colorimetric assay for the cellular growth and survival: Application to proliferation and cytotoxicity assays
    • Mossman T (1983) Rapid colorimetric assay for the cellular growth and survival: application to proliferation and cytotoxicity assays. J Immunol Methods 65: 55-61
    • (1983) J Immunol Methods , vol.65 , pp. 55-61
    • Mossman, T.1
  • 27
    • 0029955072 scopus 로고    scopus 로고
    • Pretreatment oxygenation predicts radiation response in advanced squamous cell carcinoma of the head and neck
    • Nordsmark M, Overgaard M and Overgaard J (1996) Pretreatment oxygenation predicts radiation response in advanced squamous cell carcinoma of the head and neck. Radiather Oncol 41: 31-40
    • (1996) Radiather Oncol , vol.41 , pp. 31-40
    • Nordsmark, M.1    Overgaard, M.2    Overgaard, J.3
  • 28
    • 0027261178 scopus 로고
    • Oxygen tension distributions are sufficient to explain the local response of human breast tumours treated with radiation alone
    • Okunieff P, Hoeckel M, Dunphy EP, Schlenger K, Knoop C and Vaupel P (1993) Oxygen tension distributions are sufficient to explain the local response of human breast tumours treated with radiation alone. Int J Radiat Oncol Biol Phys 26: 631-636
    • (1993) Int J Radiat Oncol Biol Phys , vol.26 , pp. 631-636
    • Okunieff, P.1    Hoeckel, M.2    Dunphy, E.P.3    Schlenger, K.4    Knoop, C.5    Vaupel, P.6
  • 29
    • 0028867912 scopus 로고
    • Importance of P450 reductase activity in determining sensitivity of breast tumour cells to the bioreductive drug, tirapazamine (SR 4233)
    • Patterson AV, Barham HM, Chinje EC, Adams GE, Harris AL and Stratford IJ (1995) Importance of P450 reductase activity in determining sensitivity of breast tumour cells to the bioreductive drug, tirapazamine (SR 4233). Br J Cancer 72: 1144-1150
    • (1995) Br J Cancer , vol.72 , pp. 1144-1150
    • Patterson, A.V.1    Barham, H.M.2    Chinje, E.C.3    Adams, G.E.4    Harris, A.L.5    Stratford, I.J.6
  • 30
    • 0030692717 scopus 로고    scopus 로고
    • Overexpression of human NADPH:Cytochrome c (P450) reductase confers enhanced sensitivity to both tirapazamine (SR 4233) and RSU 1069
    • Patterson AV, Saunders MP, Chinje EC, Talbot DC, Harris AL and Stratford IJ (1997) Overexpression of human NADPH:cytochrome c (P450) reductase confers enhanced sensitivity to both tirapazamine (SR 4233) and RSU 1069. Br J Cancer 76: 1338-1347
    • (1997) Br J Cancer , vol.76 , pp. 1338-1347
    • Patterson, A.V.1    Saunders, M.P.2    Chinje, E.C.3    Talbot, D.C.4    Harris, A.L.5    Stratford, I.J.6
  • 32
    • 0024356008 scopus 로고
    • Effects of the pH dependence of 3-(4,5-dimethylthiazol-2yl)-2,5-diphenyltetrazolium bromide-formazan absorption on chemosensitivity determined by a novel tetrazolium-based assay
    • Plumb JA, Milroy R and Kaye SB (1989) Effects of the pH dependence of 3-(4,5-dimethylthiazol-2yl)-2,5-diphenyltetrazolium bromide-formazan absorption on chemosensitivity determined by a novel tetrazolium-based assay. Cancer Res 49: 4435-4440
    • (1989) Cancer Res , vol.49 , pp. 4435-4440
    • Plumb, J.A.1    Milroy, R.2    Kaye, S.B.3
  • 33
    • 0026502752 scopus 로고
    • Enzymology of the reduction of the potent benzotriazine-di-N-oxide hypoxic cell cytotoxin SR 4233 (WIN 59075) by NAD(P)H: (quinone acceptor) oxidoreductase (EC 1.6.99.2) purified from Walker 256 rat tumour cells
    • Riley RJ and Workman P (1992) Enzymology of the reduction of the potent benzotriazine-di-N-oxide hypoxic cell cytotoxin SR 4233 (WIN 59075) by NAD(P)H: (quinone acceptor) oxidoreductase (EC 1.6.99.2) purified from Walker 256 rat tumour cells. Biochem Pharmacol 43: 467-
    • (1992) Biochem Pharmacol , vol.43 , pp. 467
    • Riley, R.J.1    Workman, P.2
  • 34
    • 0027407629 scopus 로고
    • Initial characterization of the major mouse cytochrome P450 enzymes involved in the reductive metabolism of the hypoxic cytotoxin 3-amino-1,2,4-benzotriazine-1,4-di-N-oxide (tirapazamine, SR 4233, WIN 59075)
    • Riley RJ, Hemingway SA, Graham MA and Workman P (1993) Initial characterization of the major mouse cytochrome P450 enzymes involved in the reductive metabolism of the hypoxic cytotoxin 3-amino-1,2,4-benzotriazine-1,4-di-N-oxide (tirapazamine, SR 4233, WIN 59075). Biochem Pharmacol 45: 1065-
    • (1993) Biochem Pharmacol , vol.45 , pp. 1065
    • Riley, R.J.1    Hemingway, S.A.2    Graham, M.A.3    Workman, P.4
  • 35
    • 0028101349 scopus 로고
    • Factors affecting sensitivity to EO9 in rodent and human tumour cells in vivo: DT-diaphorase and hypoxia
    • Robertson N, Haigh A, Adams GE and Stratford IJ (1994) Factors affecting sensitivity to EO9 in rodent and human tumour cells in vivo: DT-diaphorase and hypoxia. Eur J Cancer 30A: 1013-1019
    • (1994) Eur J Cancer , vol.30 A , pp. 1013-1019
    • Robertson, N.1    Haigh, A.2    Adams, G.E.3    Stratford, I.J.4
  • 37
    • 84981910556 scopus 로고
    • Simple synthesis of 3-amino-1,24-benzotriazine-1,4-dioxide
    • Seng F and Ley K (1972) Simple synthesis of 3-amino-1,24-benzotriazine-1,4-dioxide. Angew Chem Int XI: 1009-1010
    • (1972) Angew Chem Int , vol.11 , pp. 1009-1010
    • Seng, F.1    Ley, K.2
  • 38
    • 0030009223 scopus 로고    scopus 로고
    • Tirapazamine-induced DNA damage measured using the comet assay correlates with cytotoxicity towards hypoxic tumour cells in vitro
    • Siim BG, Van Ziji PL and Brown JM (1996) Tirapazamine-induced DNA damage measured using the comet assay correlates with cytotoxicity towards hypoxic tumour cells in vitro. Br J Cancer 73: 952-
    • (1996) Br J Cancer , vol.73 , pp. 952
    • Siim, B.G.1    Van Ziji, P.L.2    Brown, J.M.3
  • 39
    • 0027248915 scopus 로고
    • Molecular mechanisms of SR 4233-induced hepatocyte toxicity under aerobic versus hypoxic conditions
    • Silva JM and O'Brien PJ (1993) Molecular mechanisms of SR 4233-induced hepatocyte toxicity under aerobic versus hypoxic conditions. Br J Cancer 68: 484-491
    • (1993) Br J Cancer , vol.68 , pp. 484-491
    • Silva, J.M.1    O'Brien, P.J.2
  • 41
    • 0024414046 scopus 로고
    • The differential hypoxic cytotoxicity of bioreductive agents determined in vitro by the MTT assay
    • Stratford IJ and Stephens MA (1989) The differential hypoxic cytotoxicity of bioreductive agents determined in vitro by the MTT assay. Int J Radiat Oncol Biol Phys 16: 973-976
    • (1989) Int J Radiat Oncol Biol Phys , vol.16 , pp. 973-976
    • Stratford, I.J.1    Stephens, M.A.2
  • 43
    • 0021341615 scopus 로고
    • Nitroheterocycle metabolism in mammalian cells. Stimulation of the hexose monophosphate shunt
    • Varnes ME, Tuttle SW and Biaglow JE (1984) Nitroheterocycle metabolism in mammalian cells. Stimulation of the hexose monophosphate shunt. Biochem Pharmacol 33: 1671-1677
    • (1984) Biochem Pharmacol , vol.33 , pp. 1671-1677
    • Varnes, M.E.1    Tuttle, S.W.2    Biaglow, J.E.3
  • 44
    • 0001488812 scopus 로고    scopus 로고
    • Survival benefit from tirazone (tirapazamine) and cisplatin in advanced non-small cell lung cancer (NSCLC) patients: Final results from the international phase III CATAPULT I trial
    • Von Pawal J and Von Roemeling R (1998) Survival benefit from tirazone (tirapazamine) and cisplatin in advanced non-small cell lung cancer (NSCLC) patients: final results from the international phase III CATAPULT I trial. Proc Am Soc Clin Oncol 17: 454a
    • (1998) Proc Am Soc Clin Oncol , vol.17
    • Von Pawal, J.1    Von Roemeling, R.2
  • 45
    • 0025284525 scopus 로고
    • Enzymology of the reductive activation of SR 4233: A novel benzotriazine di-N-oxide hypoxic cell cytotoxin
    • Walton MI and Workman P (1990) Enzymology of the reductive activation of SR 4233: a novel benzotriazine di-N-oxide hypoxic cell cytotoxin. Biochem Pharmacol 39: 1735-1742
    • (1990) Biochem Pharmacol , vol.39 , pp. 1735-1742
    • Walton, M.I.1    Workman, P.2
  • 46
    • 0024324086 scopus 로고
    • Molecular enzymology of the reductive bioactivation of hypoxic cell cytotoxins
    • Walton MI, Wolf CR and Workman P (1989) Molecular enzymology of the reductive bioactivation of hypoxic cell cytotoxins. Int J Radiat Oncol Biol Phys 16: 983-986
    • (1989) Int J Radiat Oncol Biol Phys , vol.16 , pp. 983-986
    • Walton, M.I.1    Wolf, C.R.2    Workman, P.3
  • 47
    • 0026642263 scopus 로고
    • The role of cytochrome P450 and cytochrome P450 reductase in the reductive bioactivation of the novel benzotriazine di-N-oxide hyposic cytotoxin 3-amino-1,2,4-benzotriazine-1, 4-dioxide (SR 4233, WIN 59075) by mouse liver
    • Walton MI, Wolf CR and Workman P (1992) The role of cytochrome P450 and cytochrome P450 reductase in the reductive bioactivation of the novel benzotriazine di-N-oxide hyposic cytotoxin 3-amino-1,2,4-benzotriazine-1, 4-dioxide (SR 4233, WIN 59075) by mouse liver. Biochem Pharmacol 44: 251-259
    • (1992) Biochem Pharmacol , vol.44 , pp. 251-259
    • Walton, M.I.1    Wolf, C.R.2    Workman, P.3
  • 48
    • 0026802366 scopus 로고
    • Repair of DNA and chromosome breaks in cells exposed to SR 4233 under hypoxia or to ionizing radiation
    • Wang J, Biedermann KA and Brown JM (1992) Repair of DNA and chromosome breaks in cells exposed to SR 4233 under hypoxia or to ionizing radiation. Cancer Res 52: 4473-4477
    • (1992) Cancer Res , vol.52 , pp. 4473-4477
    • Wang, J.1    Biedermann, K.A.2    Brown, J.M.3
  • 49
    • 0027418726 scopus 로고
    • Metabolism of the bioreductive cytotoxin SR 4233 by tumour cells: Enzymatic studies
    • Wang J, Biedermann KA, Wolf CR and Brown JM (1993) Metabolism of the bioreductive cytotoxin SR 4233 by tumour cells: enzymatic studies. Br J Cancer 67: 321-325
    • (1993) Br J Cancer , vol.67 , pp. 321-325
    • Wang, J.1    Biedermann, K.A.2    Wolf, C.R.3    Brown, J.M.4
  • 50
    • 73649173283 scopus 로고
    • Microsomal triphosphopyridine nucleotide-cytochrome c reductase of liver
    • Williams CH Jr and Kamin H (1962) Microsomal triphosphopyridine nucleotide-cytochrome c reductase of liver. J Biol Chem 237: 587-595
    • (1962) J Biol Chem , vol.237 , pp. 587-595
    • Williams Ch., Jr.1    Kamin, H.2
  • 51
    • 0030926491 scopus 로고    scopus 로고
    • Cells at intermediate oxygen levels can be more important than the 'hypoxic fraction' in determining tumor response to fractionated radiotherapy
    • Wouters BG and Brown JM (1997) Cells at intermediate oxygen levels can be more important than the 'hypoxic fraction' in determining tumor response to fractionated radiotherapy. Radiat Res 147: 541-550
    • (1997) Radiat Res , vol.147 , pp. 541-550
    • Wouters, B.G.1    Brown, J.M.2
  • 52


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