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Volumn 71, Issue 12, 2006, Pages 1683-1694

Radiolytic and cellular reduction of a novel hypoxia-activated cobalt(III) prodrug of a chloromethylbenzindoline DNA minor groove alkylator

Author keywords

CBI; Co(III) complex; DNA minor groove alkylator; Ionising radiation; Prodrug; Tumour hypoxia

Indexed keywords

ALKYLATING AGENT; BUFFER; CHLOROMETHYLBENZINDOLINE; COBALT COMPLEX; CYCLENAZACHLOROMETHYLBENZINDOLINE COBALT; CYTOCHROME P450 REDUCTASE; FORMIC ACID; GLUCURONIDE; INDOLE DERIVATIVE; PRODRUG; SN 27892; UNCLASSIFIED DRUG;

EID: 33646497001     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bcp.2006.03.007     Document Type: Article
Times cited : (70)

References (59)
  • 2
    • 0027328452 scopus 로고
    • The experimental development of bioreductive drugs and their role in cancer therapy
    • Workman P., and Stratford I.J. The experimental development of bioreductive drugs and their role in cancer therapy. Cancer Metast Rev 12 (1993) 73-82
    • (1993) Cancer Metast Rev , vol.12 , pp. 73-82
    • Workman, P.1    Stratford, I.J.2
  • 3
    • 0029884764 scopus 로고    scopus 로고
    • Recent developments in the design of bioreductive drugs
    • Denny W.A., Wilson W.R., and Hay M.P. Recent developments in the design of bioreductive drugs. Br J Cancer 74 Suppl. XXVII (1996) S32-S38
    • (1996) Br J Cancer , vol.74 , Issue.SUPPL. XXVII
    • Denny, W.A.1    Wilson, W.R.2    Hay, M.P.3
  • 4
    • 0033405294 scopus 로고    scopus 로고
    • The hypoxic cell: a target for selective cancer therapy-eighteenth Bruce F. Cain Memorial Award lecture
    • Brown J.M. The hypoxic cell: a target for selective cancer therapy-eighteenth Bruce F. Cain Memorial Award lecture. Cancer Res 59 (1999) 5863-5870
    • (1999) Cancer Res , vol.59 , pp. 5863-5870
    • Brown, J.M.1
  • 5
    • 2942590732 scopus 로고    scopus 로고
    • Exploiting tumor hypoxia in cancer treatment
    • Brown J.M., and Wilson W.R. Exploiting tumor hypoxia in cancer treatment. Nat Rev Cancer 4 (2004) 437-447
    • (2004) Nat Rev Cancer , vol.4 , pp. 437-447
    • Brown, J.M.1    Wilson, W.R.2
  • 6
    • 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. Pretreatment oxygenation predicts radiation response in advanced squamous cell carcinoma of the head and neck. Radiother Oncol 41 (1996) 31-39
    • (1996) Radiother Oncol , vol.41 , pp. 31-39
    • Nordsmark, M.1    Overgaard, M.2    Overgaard, J.3
  • 7
    • 0032708195 scopus 로고    scopus 로고
    • Oxygenation of head and neck cancer: changes during radiotherapy and impact on treatment outcome
    • Brizel D.M., Dodge R.K., Clough R.W., and Dewhirst M.W. Oxygenation of head and neck cancer: changes during radiotherapy and impact on treatment outcome. Radiother Oncol 53 (1999) 113-117
    • (1999) Radiother Oncol , vol.53 , pp. 113-117
    • Brizel, D.M.1    Dodge, R.K.2    Clough, R.W.3    Dewhirst, M.W.4
  • 8
    • 0031716020 scopus 로고    scopus 로고
    • Oxygenation predicts radiation response and survival in patients with cervix cancer
    • Fyles A.W., Milosevic M., Wong R., Kavanagh M.C., Pintilie M., Sun A., et al. Oxygenation predicts radiation response and survival in patients with cervix cancer. Radiother Oncol 48 (1998) 149-156
    • (1998) Radiother Oncol , vol.48 , pp. 149-156
    • Fyles, A.W.1    Milosevic, M.2    Wong, R.3    Kavanagh, M.C.4    Pintilie, M.5    Sun, A.6
  • 9
    • 0037279517 scopus 로고    scopus 로고
    • The hypoxic tumour microenvironment and metastatic progression
    • Subarsky P., and Hill R.P. The hypoxic tumour microenvironment and metastatic progression. Clin Exp Metast 20 (2003) 237-250
    • (2003) Clin Exp Metast , vol.20 , pp. 237-250
    • Subarsky, P.1    Hill, R.P.2
  • 11
    • 3142587028 scopus 로고    scopus 로고
    • Tumor microenvironmental physiology and its implications for radiation oncology
    • Vaupel P. Tumor microenvironmental physiology and its implications for radiation oncology. Semin Radiat Oncol 14 (2004) 198-206
    • (2004) Semin Radiat Oncol , vol.14 , pp. 198-206
    • Vaupel, P.1
  • 14
    • 0022535929 scopus 로고
    • Considerations for the design of nitrophenyl mustards as agents with selective toxicity for hypoxic tumor cells
    • Denny W.A., and Wilson W.R. Considerations for the design of nitrophenyl mustards as agents with selective toxicity for hypoxic tumor cells. J Med Chem 29 (1986) 879-887
    • (1986) J Med Chem , vol.29 , pp. 879-887
    • Denny, W.A.1    Wilson, W.R.2
  • 15
    • 0026508618 scopus 로고
    • Dual function nitroimidazoles less toxic than RSU 1069: selection of candidate drugs for clinical trial (RB 6145 and/or PD 130908
    • Cole S., Stratford I.J., Fielden E.M., Adams G.E., Leopold W., Elliott W., et al. Dual function nitroimidazoles less toxic than RSU 1069: selection of candidate drugs for clinical trial (RB 6145 and/or PD 130908. Int J Radiat Oncol Biol Phys 22 (1992) 545-548
    • (1992) Int J Radiat Oncol Biol Phys , vol.22 , pp. 545-548
    • Cole, S.1    Stratford, I.J.2    Fielden, E.M.3    Adams, G.E.4    Leopold, W.5    Elliott, W.6
  • 16
    • 0344629821 scopus 로고    scopus 로고
    • NLCQ-1 (NSC 709257): exploiting hypoxia with a weak DNA-intercalating bioreductive drug
    • Papadopoulou M.V., and Bloomer W.D. NLCQ-1 (NSC 709257): exploiting hypoxia with a weak DNA-intercalating bioreductive drug. Clin Cancer Res 9 (2003) 5714-5720
    • (2003) Clin Cancer Res , vol.9 , pp. 5714-5720
    • Papadopoulou, M.V.1    Bloomer, W.D.2
  • 17
    • 0033653205 scopus 로고    scopus 로고
    • Tirapazamine: a bioreductive anticancer drug that exploits tumour hypoxia
    • Denny W.A., and Wilson W.R. Tirapazamine: a bioreductive anticancer drug that exploits tumour hypoxia. Expert Opin Invest Drugs 9 (2000) 2889-2901
    • (2000) Expert Opin Invest Drugs , vol.9 , pp. 2889-2901
    • Denny, W.A.1    Wilson, W.R.2
  • 18
    • 0036041236 scopus 로고    scopus 로고
    • Bioreductively activated antitumor N-oxides: the case of AQ4N, a unique approach to hypoxia-activated cancer chemotherapy
    • Patterson L.H. Bioreductively activated antitumor N-oxides: the case of AQ4N, a unique approach to hypoxia-activated cancer chemotherapy. Drug Metab Rev 34 (2002) 581-592
    • (2002) Drug Metab Rev , vol.34 , pp. 581-592
    • Patterson, L.H.1
  • 19
    • 0027160629 scopus 로고
    • Hypoxia-selective antitumor agents. 7. Metal complexes of aliphatic mustards as a new class of hypoxia-selective cytotoxins. Synthesis and evaluation of cobalt(III) complexes of bidentate mustards
    • Ware D.C., Palmer B.D., Wilson W.R., and Denny W.A. Hypoxia-selective antitumor agents. 7. Metal complexes of aliphatic mustards as a new class of hypoxia-selective cytotoxins. Synthesis and evaluation of cobalt(III) complexes of bidentate mustards. J Med Chem 36 (1993) 1839-1846
    • (1993) J Med Chem , vol.36 , pp. 1839-1846
    • Ware, D.C.1    Palmer, B.D.2    Wilson, W.R.3    Denny, W.A.4
  • 20
    • 0028200679 scopus 로고
    • Exploiting tumor hypoxia through bioreductive release of diffusible cytotoxins: the cobalt(III)-nitrogen mustard complex SN 24771
    • Wilson W.R., Moselen J.W., Cliffe S., Denny W.A., and Ware D.C. Exploiting tumor hypoxia through bioreductive release of diffusible cytotoxins: the cobalt(III)-nitrogen mustard complex SN 24771. Int J Radiat Oncol Biol Phys 29 (1994) 323-327
    • (1994) Int J Radiat Oncol Biol Phys , vol.29 , pp. 323-327
    • Wilson, W.R.1    Moselen, J.W.2    Cliffe, S.3    Denny, W.A.4    Ware, D.C.5
  • 21
    • 0029931345 scopus 로고    scopus 로고
    • Pulse radiolysis studies on the hypoxia-selective toxicity of a cobalt-mustard complex
    • Anderson R.F., Denny W.A., Ware D.C., and Wilson W.R. Pulse radiolysis studies on the hypoxia-selective toxicity of a cobalt-mustard complex. Br J Cancer Suppl. 27 (1996) S48-S51
    • (1996) Br J Cancer , Issue.SUPPL. 27
    • Anderson, R.F.1    Denny, W.A.2    Ware, D.C.3    Wilson, W.R.4
  • 22
    • 0001727431 scopus 로고
    • Kinetics of ammonia detachment from reduced cobalt(II) complexes based on conductometric pulse radiolysis
    • Simic M., and Lilie J. Kinetics of ammonia detachment from reduced cobalt(II) complexes based on conductometric pulse radiolysis. J Am Chem Soc 96 (1973) 291-292
    • (1973) J Am Chem Soc , vol.96 , pp. 291-292
    • Simic, M.1    Lilie, J.2
  • 23
    • 0031881875 scopus 로고    scopus 로고
    • Bis(dialkyl)dithiocarbamato cobalt(III) complexes of bidentate nitrogen mustards: synthesis, reduction chemistry and biological evaluation as hypoxia-selective cytotoxins
    • Ware D.C., Palmer H.R., Pruijn F.B., Anderson R.F., Brothers P.J., Denny W.A., et al. Bis(dialkyl)dithiocarbamato cobalt(III) complexes of bidentate nitrogen mustards: synthesis, reduction chemistry and biological evaluation as hypoxia-selective cytotoxins. Anticancer Drug Des 13 (1998) 81-103
    • (1998) Anticancer Drug Des , vol.13 , pp. 81-103
    • Ware, D.C.1    Palmer, H.R.2    Pruijn, F.B.3    Anderson, R.F.4    Brothers, P.J.5    Denny, W.A.6
  • 24
    • 0008224310 scopus 로고    scopus 로고
    • Synthesis, structures and hypoxia-selective cytotoxicity of cobalt(III) complexes containing tridentate amine and nitrogen mustard ligands
    • Ware D.C., Brothers P.J., Clark G.R., Denny W.A., Palmer B.D., and Wilson W.R. Synthesis, structures and hypoxia-selective cytotoxicity of cobalt(III) complexes containing tridentate amine and nitrogen mustard ligands. J Chem Soc Dalton Trans (2000) 925-932
    • (2000) J Chem Soc Dalton Trans , pp. 925-932
    • Ware, D.C.1    Brothers, P.J.2    Clark, G.R.3    Denny, W.A.4    Palmer, B.D.5    Wilson, W.R.6
  • 26
    • 0032842684 scopus 로고    scopus 로고
    • The design of cobalt(III) complexes of phenazine-1-carboxamides as prointercalators and potential hypoxia-selective cytotoxins
    • Perrin L.C., Wilson W.R., Denny W.A., and McFadyen W.D. The design of cobalt(III) complexes of phenazine-1-carboxamides as prointercalators and potential hypoxia-selective cytotoxins. Anticancer Drug Des 14 (1999) 231-241
    • (1999) Anticancer Drug Des , vol.14 , pp. 231-241
    • Perrin, L.C.1    Wilson, W.R.2    Denny, W.A.3    McFadyen, W.D.4
  • 27
    • 33646505387 scopus 로고    scopus 로고
    • Craig PR. Cobalt(III) and chromium(III) complexes as anticancer drugs. PhD Thesis, The University of Auckland, 1998.
  • 28
    • 7444241438 scopus 로고    scopus 로고
    • A novel design strategy for stable metal complexes of nitrogen mustards as bioreductive prodrugs
    • Parker L.L., Lacy S.M., Farrugia L.J., Evans C., Robins D.J., O'Hare C.C., et al. A novel design strategy for stable metal complexes of nitrogen mustards as bioreductive prodrugs. J Med Chem 47 (2004) 5683-5689
    • (2004) J Med Chem , vol.47 , pp. 5683-5689
    • Parker, L.L.1    Lacy, S.M.2    Farrugia, L.J.3    Evans, C.4    Robins, D.J.5    O'Hare, C.C.6
  • 29
    • 0031706557 scopus 로고    scopus 로고
    • Radiation-activated prodrugs as hypoxia-selective cytotoxins: model studies with nitroarylmethyl quaternary salts
    • Wilson W.R., Tercel M., Anderson R.F., and Denny W.A. Radiation-activated prodrugs as hypoxia-selective cytotoxins: model studies with nitroarylmethyl quaternary salts. Anticancer Drug Des 13 (1998) 663-685
    • (1998) Anticancer Drug Des , vol.13 , pp. 663-685
    • Wilson, W.R.1    Tercel, M.2    Anderson, R.F.3    Denny, W.A.4
  • 30
    • 0036895522 scopus 로고    scopus 로고
    • Pathways of reductive fragmentation of heterocyclic nitroarylmethyl quaternary ammonium prodrugs of mechlorethamine
    • Kriste A.G., Tercel M., Anderson R.F., Ferry D.M., and Wilson W.R. Pathways of reductive fragmentation of heterocyclic nitroarylmethyl quaternary ammonium prodrugs of mechlorethamine. Radiat Res 158 (2002) 753-762
    • (2002) Radiat Res , vol.158 , pp. 753-762
    • Kriste, A.G.1    Tercel, M.2    Anderson, R.F.3    Ferry, D.M.4    Wilson, W.R.5
  • 31
    • 0026718848 scopus 로고
    • 1-(5′-fluoro-6′-hydroxy-5′,6′-dihydrouracil-5′-yl)-5-fluorouracil, a novel N(1)-C(5)-linked dimer that releases 5-fluorouracil by radiation activation under hypoxic conditions
    • Nishimoto S.I., Hatta H., Ureshima H., and Kagiya T. 1-(5′-fluoro-6′-hydroxy-5′,6′-dihydrouracil-5′-yl)-5-fluorouracil, a novel N(1)-C(5)-linked dimer that releases 5-fluorouracil by radiation activation under hypoxic conditions. J Med Chem 35 (1992) 2711-2712
    • (1992) J Med Chem , vol.35 , pp. 2711-2712
    • Nishimoto, S.I.1    Hatta, H.2    Ureshima, H.3    Kagiya, T.4
  • 32
    • 0942289880 scopus 로고    scopus 로고
    • In vitro and in vivo evaluation of novel antitumor prodrugs of 5-fluoro-2′-deoxyuridine activated by hypoxic irradiation
    • Shibamoto Y., Tachi Y., Tanabe K., Hatta H., and Nishimoto S.I. In vitro and in vivo evaluation of novel antitumor prodrugs of 5-fluoro-2′-deoxyuridine activated by hypoxic irradiation. Int J Radiat Oncol Biol Phys 58 (2004) 397-402
    • (2004) Int J Radiat Oncol Biol Phys , vol.58 , pp. 397-402
    • Shibamoto, Y.1    Tachi, Y.2    Tanabe, K.3    Hatta, H.4    Nishimoto, S.I.5
  • 33
    • 17144361816 scopus 로고    scopus 로고
    • Hypoxia-selective activation of 5-fluorodeoxyuridine prodrug possessing indolequinone structure: radiolytic reduction and cytotoxicity characteristics
    • Tanabe K., Makimura Y., Imagawa-Sato A., and Nishimoto S. Hypoxia-selective activation of 5-fluorodeoxyuridine prodrug possessing indolequinone structure: radiolytic reduction and cytotoxicity characteristics. Bioorg Med Chem Lett 15 (2005) 2321-2324
    • (2005) Bioorg Med Chem Lett , vol.15 , pp. 2321-2324
    • Tanabe, K.1    Makimura, Y.2    Imagawa-Sato, A.3    Nishimoto, S.4
  • 34
    • 0034652379 scopus 로고    scopus 로고
    • Hypoxia-dependent retinal toxicity of bioreductive anticancer prodrugs in mice
    • Lee A.E., and Wilson W.R. Hypoxia-dependent retinal toxicity of bioreductive anticancer prodrugs in mice. Toxicol Appl Pharmacol 163 (2000) 50-59
    • (2000) Toxicol Appl Pharmacol , vol.163 , pp. 50-59
    • Lee, A.E.1    Wilson, W.R.2
  • 35
    • 0141507967 scopus 로고    scopus 로고
    • Multicellular resistance to tirapazamine is due to restricted extravascular transport: a pharmacokinetic/pharmacodynamic study in HT29 multicellular layer cultures
    • Hicks K.O., Pruijn F.B., Sturman J.R., Denny W.A., and Wilson W.R. Multicellular resistance to tirapazamine is due to restricted extravascular transport: a pharmacokinetic/pharmacodynamic study in HT29 multicellular layer cultures. Cancer Res 63 (2003) 5970-5977
    • (2003) Cancer Res , vol.63 , pp. 5970-5977
    • Hicks, K.O.1    Pruijn, F.B.2    Sturman, J.R.3    Denny, W.A.4    Wilson, W.R.5
  • 36
    • 13944258034 scopus 로고    scopus 로고
    • Extravascular transport of drugs in tumor tissue: effect of lipophilicity on diffusion of tirapazamine analogs in multicellular layer cultures
    • Pruijn F.B., Sturman J.R., Liyanage H.D.S., Hicks K.O., Hay M.P., and Wilson W.R. Extravascular transport of drugs in tumor tissue: effect of lipophilicity on diffusion of tirapazamine analogs in multicellular layer cultures. J Med Chem 48 (2005) 1079-1087
    • (2005) J Med Chem , vol.48 , pp. 1079-1087
    • Pruijn, F.B.1    Sturman, J.R.2    Liyanage, H.D.S.3    Hicks, K.O.4    Hay, M.P.5    Wilson, W.R.6
  • 37
    • 4644296027 scopus 로고    scopus 로고
    • Optimization of the auxiliary ligand shell of Cobalt(III)(8-hydroxyquinoline) complexes as model hypoxia-selective radiation-activated prodrugs
    • Ahn G.-O., Ware D.C., Denny W.A., and Wilson W.R. Optimization of the auxiliary ligand shell of Cobalt(III)(8-hydroxyquinoline) complexes as model hypoxia-selective radiation-activated prodrugs. Radiat Res 162 (2004) 315-325
    • (2004) Radiat Res , vol.162 , pp. 315-325
    • Ahn, G.-O.1    Ware, D.C.2    Denny, W.A.3    Wilson, W.R.4
  • 38
    • 0018239716 scopus 로고
    • CC-1065 (NSC-298223), a new antitumor antibiotic. Production, in vitro biological activity, microbiological assays and taxonomy of the producing microorganism
    • Hanka L.J., Dietz A., Gerpheide S.A., Kuentzel S.L., and Martin D.G. CC-1065 (NSC-298223), a new antitumor antibiotic. Production, in vitro biological activity, microbiological assays and taxonomy of the producing microorganism. J Antibiot 31 (1978) 1211-1217
    • (1978) J Antibiot , vol.31 , pp. 1211-1217
    • Hanka, L.J.1    Dietz, A.2    Gerpheide, S.A.3    Kuentzel, S.L.4    Martin, D.G.5
  • 40
    • 0029782488 scopus 로고    scopus 로고
    • CC-1065 and the duocarmycins: understanding their biological function through mechanistic studies
    • Boger D.L., and Johnson D.S. CC-1065 and the duocarmycins: understanding their biological function through mechanistic studies. Angew Chem Int Ed Engl 35 (1996) 1438-1474
    • (1996) Angew Chem Int Ed Engl , vol.35 , pp. 1438-1474
    • Boger, D.L.1    Johnson, D.S.2
  • 41
    • 0034733099 scopus 로고    scopus 로고
    • Selective metal cation activation of a DNA alkylating agent: synthesis and evaluation of methyl 1,2,9,9a-tetrahydrocycloprop[c]pyrido[3,2-e]indol-4-one-7-carboxylate (CPyI)
    • Boger D.L., and Boyce C.W. Selective metal cation activation of a DNA alkylating agent: synthesis and evaluation of methyl 1,2,9,9a-tetrahydrocycloprop[c]pyrido[3,2-e]indol-4-one-7-carboxylate (CPyI). J Org Chem 65 (2000) 4088-4100
    • (2000) J Org Chem , vol.65 , pp. 4088-4100
    • Boger, D.L.1    Boyce, C.W.2
  • 42
    • 33646497518 scopus 로고    scopus 로고
    • Denny WA, Wilson WR, Ware DC, Atwell GJ, Mibank JBJ, Stevenson RJ. Anti-cancer 2,3-dihydro-1H-pyrrolo[3,2-f]quinoline complexes of cobalt and chromium. PCT Patent Application WO02059122A1, 2002.
  • 43
    • 0000326722 scopus 로고
    • Chemical dosimetry
    • Attix F.H., and Roesch W.C. (Eds), Academic Press, New York
    • Fricke H., and Hart E.J. Chemical dosimetry. In: Attix F.H., and Roesch W.C. (Eds). Radiation dosimetry vol. 2 (1966), Academic Press, New York 167-239
    • (1966) Radiation dosimetry , vol.2 , pp. 167-239
    • Fricke, H.1    Hart, E.J.2
  • 44
    • 0032972169 scopus 로고    scopus 로고
    • N-Substituted 2-(2,6-dinitrophenylamino)propanamides: novel prodrugs that release a primary amine via nitroreduction and intramolecular cyclization
    • Sykes B.M., Atwell G.J., Hogg A., Wilson W.R., O'Connor C.J., and Denny W.A. N-Substituted 2-(2,6-dinitrophenylamino)propanamides: novel prodrugs that release a primary amine via nitroreduction and intramolecular cyclization. J Med Chem 42 (1999) 346-355
    • (1999) J Med Chem , vol.42 , pp. 346-355
    • Sykes, B.M.1    Atwell, G.J.2    Hogg, A.3    Wilson, W.R.4    O'Connor, C.J.5    Denny, W.A.6
  • 45
    • 0032544921 scopus 로고    scopus 로고
    • Development of a bicistronic vector driven by the human polypeptide chain elongation factor 1alpha promoter for creation of stable mammalian cell lines that express very high levels of recombinant proteins
    • Hobbs S., Jitrapakdee S., and Wallace J.C. Development of a bicistronic vector driven by the human polypeptide chain elongation factor 1alpha promoter for creation of stable mammalian cell lines that express very high levels of recombinant proteins. Biochem Biophys Res Commun 252 (1998) 368-372
    • (1998) Biochem Biophys Res Commun , vol.252 , pp. 368-372
    • Hobbs, S.1    Jitrapakdee, S.2    Wallace, J.C.3
  • 46
    • 0030692717 scopus 로고    scopus 로고
    • Overexpression of human NADPH:cytochrome c (P450) reductase confers enhanced sensitivity to both tirapazamine (SR 4233) and RSU
    • Patterson A.V., Saunders M.P., Chinje E.C., Talbot D.C., Harris A.L., and Stratford I.J. Overexpression of human NADPH:cytochrome c (P450) reductase confers enhanced sensitivity to both tirapazamine (SR 4233) and RSU. Br J Cancer 76 (1997) 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
  • 47
    • 0642379637 scopus 로고    scopus 로고
    • Viral delivery of P450 reductase recapitulates the ability of constitutive overexpression of reductase enzymes to potentiate the activity of Mitomycin C in human breast cancer xenografts
    • Cowen R.L., Patterson A.V., Telfer B.A., Airley R., Hobbs S., Phillips R.M., et al. Viral delivery of P450 reductase recapitulates the ability of constitutive overexpression of reductase enzymes to potentiate the activity of Mitomycin C in human breast cancer xenografts. Mol Cancer Ther 2 (2003) 901-909
    • (2003) Mol Cancer Ther , vol.2 , pp. 901-909
    • Cowen, R.L.1    Patterson, A.V.2    Telfer, B.A.3    Airley, R.4    Hobbs, S.5    Phillips, R.M.6
  • 48
    • 0028867912 scopus 로고
    • Importance of P450 reductase activity in determining sensitivity of breast tumour cells to the bioreductive drug, tirapazamine (SR 4233)
    • Patterson A.V., Barham H.M., Chinje E.C., Adams G.E., Harris A.L., and Stratford I.J. Importance of P450 reductase activity in determining sensitivity of breast tumour cells to the bioreductive drug, tirapazamine (SR 4233). Br J Cancer 72 (1995) 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
  • 49
    • 0002627604 scopus 로고
    • Radiation chemistry of the liquid state: (1) water and homogeneous aqueous solutions
    • Farhataziz, and Rodgers M.A.J. (Eds), VCH Publishers, New York
    • Buxton G.V. Radiation chemistry of the liquid state: (1) water and homogeneous aqueous solutions. In: Farhataziz, and Rodgers M.A.J. (Eds). Radiation chemistry: principles and applications (1987), VCH Publishers, New York 321-349
    • (1987) Radiation chemistry: principles and applications , pp. 321-349
    • Buxton, G.V.1
  • 50
    • 33845374244 scopus 로고
    • Interaction of formate and ozalate ions with radiation-generated radicals in aqueous solution. Methylviologen as a mechanistic probe
    • Mulazzani Q.G., D'Angelantonio M., Venturi M., Hoffman M.Z., and Rodgers M.A.J. Interaction of formate and ozalate ions with radiation-generated radicals in aqueous solution. Methylviologen as a mechanistic probe. J Phys Chem 90 (1986) 5347-5352
    • (1986) J Phys Chem , vol.90 , pp. 5347-5352
    • Mulazzani, Q.G.1    D'Angelantonio, M.2    Venturi, M.3    Hoffman, M.Z.4    Rodgers, M.A.J.5
  • 52
    • 0011812561 scopus 로고    scopus 로고
    • Radiation-activated prodrugs: hypoxia-selective radiolytic release of potent chloromethylbenzindoline (CBI) cytotoxins from novel nitroarylmethyl quaternary (NMQ) prodrugs
    • Kriste A.G., Tercel M., Stribbling S.M., Botting K.J., and Wilson W.R. Radiation-activated prodrugs: hypoxia-selective radiolytic release of potent chloromethylbenzindoline (CBI) cytotoxins from novel nitroarylmethyl quaternary (NMQ) prodrugs. Br J Cancer 86 Suppl. 1 (2002) S30-S31
    • (2002) Br J Cancer , vol.86 , Issue.SUPPL. 1
    • Kriste, A.G.1    Tercel, M.2    Stribbling, S.M.3    Botting, K.J.4    Wilson, W.R.5
  • 53
    • 0032509496 scopus 로고    scopus 로고
    • Synthesis and cytotoxicity of 5-amino-1-(chloromethyl)-3-[(5,6,7-trimethoxyindol-2-yl)carbonyl]-1,2-dihydro-3H-benz[e]indole (amino-seco-CBI-TMI) and related 5-alkylamino analogues: new DNA minor groove alkylating agents
    • Atwell G.J., Tercel M., Boyd M., Wilson W.R., and Denny W.A. Synthesis and cytotoxicity of 5-amino-1-(chloromethyl)-3-[(5,6,7-trimethoxyindol-2-yl)carbonyl]-1,2-dihydro-3H-benz[e]indole (amino-seco-CBI-TMI) and related 5-alkylamino analogues: new DNA minor groove alkylating agents. J Org Chem 63 (1998) 9414-9420
    • (1998) J Org Chem , vol.63 , pp. 9414-9420
    • Atwell, G.J.1    Tercel, M.2    Boyd, M.3    Wilson, W.R.4    Denny, W.A.5
  • 54
    • 0033606952 scopus 로고    scopus 로고
    • 5-Amino-1-(chloromethyl)-1,2-dihydro-3H-benz[e]indoles: relationships between structure and cytotoxicity for analogues bearing different DNA minor groove binding subunits
    • Atwell G.J., Milbank J.J., Wilson W.R., Hogg A., and Denny W.A. 5-Amino-1-(chloromethyl)-1,2-dihydro-3H-benz[e]indoles: relationships between structure and cytotoxicity for analogues bearing different DNA minor groove binding subunits. J Med Chem 42 (1999) 3400-3411
    • (1999) J Med Chem , vol.42 , pp. 3400-3411
    • Atwell, G.J.1    Milbank, J.J.2    Wilson, W.R.3    Hogg, A.4    Denny, W.A.5
  • 55
    • 0030948151 scopus 로고    scopus 로고
    • Human corelectal carcinoma cells in vitro as a means to assess the metabolism of analogs of mycophenolic acid
    • Franklin T.J., Jacobs V.N., Jones G., and Ple P. Human corelectal carcinoma cells in vitro as a means to assess the metabolism of analogs of mycophenolic acid. Drug Metab Dispos 25 (1997) 367-370
    • (1997) Drug Metab Dispos , vol.25 , pp. 367-370
    • Franklin, T.J.1    Jacobs, V.N.2    Jones, G.3    Ple, P.4
  • 57
    • 0034945043 scopus 로고    scopus 로고
    • A strategy for tumor-selective chemotherapy by enzymatic liberation of seco-duocarmycin SA-derivatives from nontoxic prodrugs
    • Tietze L.F., Lieb M., Herzig T., Haunert F., and Schuberth I. A strategy for tumor-selective chemotherapy by enzymatic liberation of seco-duocarmycin SA-derivatives from nontoxic prodrugs. Bioorg Med Chem 9 (2001) 1929-1939
    • (2001) Bioorg Med Chem , vol.9 , pp. 1929-1939
    • Tietze, L.F.1    Lieb, M.2    Herzig, T.3    Haunert, F.4    Schuberth, I.5
  • 58
    • 0027382382 scopus 로고
    • Interconversion and stability of duocarmycins, a new family of antitumor antibiotics: correlation to their cytotoxic and antimicrobial activities in vitro
    • Ichimura M., Ogawa T., Takahashi K., Takahashi I., and Nakano H. Interconversion and stability of duocarmycins, a new family of antitumor antibiotics: correlation to their cytotoxic and antimicrobial activities in vitro. Oncol Res 5 (1993) 165-171
    • (1993) Oncol Res , vol.5 , pp. 165-171
    • Ichimura, M.1    Ogawa, T.2    Takahashi, K.3    Takahashi, I.4    Nakano, H.5
  • 59
    • 0035010504 scopus 로고    scopus 로고
    • Electron transfer and oxidative stress as key factors in the design of drugs selectively active in hypoxia
    • Wardman P. Electron transfer and oxidative stress as key factors in the design of drugs selectively active in hypoxia. Curr Med Chem 8 (2001) 739-761
    • (2001) Curr Med Chem , vol.8 , pp. 739-761
    • Wardman, P.1


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