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Volumn 16, Issue 1, 2003, Pages 38-47

Rat microsomes activating the anticancer drug ellipticine to species covalently binding to deoxyguanosine in DNA are a suitable model mimicking ellipticine bioactivation in humans

Author keywords

[No Author keywords available]

Indexed keywords

CYTOCHROME P450; CYTOCHROME P450 3A1; CYTOCHROME P450 3A2; CYTOCHROME P450 3A4; DEOXYGUANOSINE; DNA TOPOISOMERASE (ATP HYDROLYSING); ELLIPTICINE; POLYDEOXYRIBONUCLEOTIDE;

EID: 12244292673     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx0200818     Document Type: Article
Times cited : (78)

References (40)
  • 1
    • 0035894174 scopus 로고    scopus 로고
    • The anticancer agent ellipticine on activation by cytochrome P450 forms covalent DNA adducts
    • Stiborová, M., Bieler, C. A., Wiessler, M., and Frei, E. (2001) The anticancer agent ellipticine on activation by cytochrome P450 forms covalent DNA adducts. Biochem. Pharmacol. 62, 1675-1684.
    • (2001) Biochem. Pharmacol. , vol.62 , pp. 1675-1684
    • Stiborová, M.1    Bieler, C.A.2    Wiessler, M.3    Frei, E.4
  • 2
    • 0023617219 scopus 로고
    • Multimodal action of antitumor agents on DNA: The ellipticine series
    • Auclair, C. (1987) Multimodal action of antitumor agents on DNA: The ellipticine series. Arch. Biochem. Biophys. 259, 1-14.
    • (1987) Arch. Biochem. Biophys. , vol.259 , pp. 1-14
    • Auclair, C.1
  • 3
    • 0027953894 scopus 로고
    • High-field NMR and restrained molecular modeling studies on a DNA heteroduplex containing a modified apurinic abasic site in the form of covalently linked 9-aminoellipticine
    • Singh, M. P., Hill, G. C., Peoch, D., Rayner, B., Inabach, J. L., and Lown, J. W. (1994) High-field NMR and restrained molecular modeling studies on a DNA heteroduplex containing a modified apurinic abasic site in the form of covalently linked 9-aminoellipticine. Biochemistry 33, 10271-10285.
    • (1994) Biochemistry , vol.33 , pp. 10271-10285
    • Singh, M.P.1    Hill, G.C.2    Peoch, D.3    Rayner, B.4    Inabach, J.L.5    Lown, J.W.6
  • 4
    • 0026641695 scopus 로고
    • Ellipticine increases the superhelical density of intracellular SV40 DNA by intercalation
    • Chu, Y., and Hsu, M. T. (1992) Ellipticine increases the superhelical density of intracellular SV40 DNA by intercalation. Nucleic Acids Res. 20, 4033-4038.
    • (1992) Nucleic Acids Res. , vol.20 , pp. 4033-4038
    • Chu, Y.1    Hsu, M.T.2
  • 5
  • 6
    • 0027104314 scopus 로고
    • Stimulation of topoisomerase II-mediated DNA cleavage by ellipticine derivatives: Structure-activity relationships
    • Fossé, P., René, B., Charra, M., Paoletti, C., and Saucier, J. M. (1992) Stimulation of topoisomerase II-mediated DNA cleavage by ellipticine derivatives: structure-activity relationships. Mol. Pharmacol. 42, 590-595.
    • (1992) Mol. Pharmacol. , vol.42 , pp. 590-595
    • Fossé, P.1    René, B.2    Charra, M.3    Paoletti, C.4    Saucier, J.M.5
  • 7
    • 0029015354 scopus 로고
    • Topoisomerase II binds to ellipticine in the absence or presence of DNA. Characterization of enzyme-drug interactions by fluorescence spectroscopy
    • Froelich-Ammon, S. J., Patchan, M. W., Osheroff, N., and Thompson, R. B. (1995) Topoisomerase II binds to ellipticine in the absence or presence of DNA. Characterization of enzyme-drug interactions by fluorescence spectroscopy. J. Biol. Chem. 270, 14998-15004.
    • (1995) J. Biol. Chem. , vol.270 , pp. 14998-15004
    • Froelich-Ammon, S.J.1    Patchan, M.W.2    Osheroff, N.3    Thompson, R.B.4
  • 8
    • 0029114860 scopus 로고
    • Inhibition of p53 protein phosphorylation by 9-hydroxyellipticine: A possible anticancer mechanism
    • Ohashi, M., Sugikawa, E., and Nakanishi, N. (1995) Inhibition of p53 protein phosphorylation by 9-hydroxyellipticine: A possible anticancer mechanism. Jpn. J. Cancer Res. 86, 819-829.
    • (1995) Jpn. J. Cancer Res. , vol.86 , pp. 819-829
    • Ohashi, M.1    Sugikawa, E.2    Nakanishi, N.3
  • 9
    • 0029157845 scopus 로고
    • Protonophoric activity of ellipticine and isomers across the energytransducing membrane of mitochondria
    • Schwaller, M. A., Allard, B., Lescot, E., and Moreau. F. (1995) Protonophoric activity of ellipticine and isomers across the energytransducing membrane of mitochondria. J. Biol. Chem. 270, 22709-22713.
    • (1995) J. Biol. Chem. , vol.270 , pp. 22709-22713
    • Schwaller, M.A.1    Allard, B.2    Lescot, E.3    Moreau, F.4
  • 11
    • 0000904589 scopus 로고
    • Cytochrome P450 expression in tumors
    • Murray, G. I., Melvin, W. T., and Burke, M. (1995) Cytochrome P450 expression in tumors. J. Pathol. 3, 147-152.
    • (1995) J. Pathol. , vol.3 , pp. 147-152
    • Murray, G.I.1    Melvin, W.T.2    Burke, M.3
  • 13
    • 0037099292 scopus 로고    scopus 로고
    • Covalent binding of the anticancer drug ellipticine to DNA in V79 cells transfected with human cytochrome P450 enzymes
    • Frei, E., Bieler, C. A., Arlt, V. M., Wiessler, M., and Stiborová, M.(2002) Covalent binding of the anticancer drug ellipticine to DNA in V79 cells transfected with human cytochrome P450 enzymes. Biochem. Pharmacol. 64, 289-295.
    • (2002) Biochem. Pharmacol. , vol.64 , pp. 289-295
    • Frei, E.1    Bieler, C.A.2    Arlt, V.M.3    Wiessler, M.4    Stiborová, M.5
  • 18
    • 0025193741 scopus 로고
    • 32P-postlabeling of DNA adducts derived from peroxidative activation of carcinogenic non-aminoazo dye 1-phenylazo-2-hydroxynaphthalene (Sudan I)
    • 32P-postlabeling of DNA adducts derived from peroxidative activation of carcinogenic non-aminoazo dye 1-phenylazo-2-hydroxynaphthalene (Sudan I). Carcinogenesis 11, 1843-1948.
    • (1990) Carcinogenesis , vol.11 , pp. 1843-1948
    • Stiborová, M.1    Frei, E.2    Schmeiser, H.H.3    Wiessler, M.4    Hradec, J.5
  • 19
    • 0029007323 scopus 로고
    • Benzenediazonium ion derived from Sudan I forms an 8-(phenylazo)guanine adduct in DNA
    • Stiborová, M., Asfaw, B., Frei, E., Schmeiser, H. H., and Wiessler, M. (1995) Benzenediazonium ion derived from Sudan I forms an 8-(phenylazo)guanine adduct in DNA. Chem. Res. Toxicol. 8, 489-498.
    • (1995) Chem. Res. Toxicol. , vol.8 , pp. 489-498
    • Stiborová, M.1    Asfaw, B.2    Frei, E.3    Schmeiser, H.H.4    Wiessler, M.5
  • 22
    • 0036647214 scopus 로고    scopus 로고
    • New selective inhibitors of cytochromes P450 2B and their application to antimutagenesis of tamoxifen
    • Stiborová, M., Bořek-Dohalská, L., Hodek, P., Mráz, J., and Frei, E. (2002) New selective inhibitors of cytochromes P450 2B and their application to antimutagenesis of tamoxifen. Arch. Biochem. Biophys. 403, 41-49.
    • (2002) Arch. Biochem. Biophys. , vol.403 , pp. 41-49
    • Stiborová, M.1    Bořek-Dohalská, L.2    Hodek, P.3    Mráz, J.4    Frei, E.5
  • 23
    • 0035950397 scopus 로고    scopus 로고
    • α-Naphthoflavone acts as activator and reversible or irreversible inhibitor of rabbit microsomal CYP3A6
    • Bořek-Dohalská, L., Hodek, P., Šulc, M., and Stiborová, M. (2001) α-Naphthoflavone acts as activator and reversible or irreversible inhibitor of rabbit microsomal CYP3A6. Chem.-Biol. Interact. 138, 85-106.
    • (2001) Chem.-Biol. Interact. , vol.138 , pp. 85-106
    • Bořek-Dohalská, L.1    Hodek, P.2    Šulc, M.3    Stiborová, M.4
  • 24
    • 0344813769 scopus 로고    scopus 로고
    • Presence and activity of cytochrome P450 isoforms in minipig liver microsomes. Comparison with human liver samples
    • Anzenbacher, P., Souček, P., Anzenbacherová, E., Gut, I., Hrubý, K., Svoboda, Z., and Květina, J. (1998) Presence and activity of cytochrome P450 isoforms in minipig liver microsomes. Comparison with human liver samples. Drug Metab. Dispos. 26, 56-59.
    • (1998) Drug Metab. Dispos. , vol.26 , pp. 56-59
    • Anzenbacher, P.1    Souček, P.2    Anzenbacherová, E.3    Gut, I.4    Hrubý, K.5    Svoboda, Z.6    Květina, J.7
  • 25
    • 0024289285 scopus 로고
    • Investigation of the bicinchoninic acid protein assay: Identification of the groups responsible for color formation
    • Wiechelman, K. J., Braun, R. D., and Fitzpatrick, J. D. (1988) Investigation of the bicinchoninic acid protein assay: identification of the groups responsible for color formation. Anal. Biochem. 175, 231-237.
    • (1988) Anal. Biochem. , vol.175 , pp. 231-237
    • Wiechelman, K.J.1    Braun, R.D.2    Fitzpatrick, J.D.3
  • 26
    • 78651165715 scopus 로고
    • The carbon monoxide-binding pigment of liver microsomes. I. Evidence for its hemoprotein nature
    • Omura, T., and Sato, R. (1964) The carbon monoxide-binding pigment of liver microsomes. I. Evidence for its hemoprotein nature. J. Biol. Chem. 239, 2370-2378.
    • (1964) J. Biol. Chem. , vol.239 , pp. 2370-2378
    • Omura, T.1    Sato, R.2
  • 27
    • 0025992864 scopus 로고
    • Oxidation of toxic and carcinogenic chemicals by human cytochrome P450 enzymes
    • Guengerich, F. P., and Shimada, T. (1991) Oxidation of toxic and carcinogenic chemicals by human cytochrome P450 enzymes. Chem. Res. Toxicol. 4, 391-407.
    • (1991) Chem. Res. Toxicol. , vol.4 , pp. 391-407
    • Guengerich, F.P.1    Shimada, T.2
  • 28
    • 0037108678 scopus 로고    scopus 로고
    • Sudan I is a potential carcinogen for humans: Evidence for its metabolic activation and detoxication by human recombinant cytochrome P450 1A1 and liver microsomes
    • Stiborová, M., Martínek, Rydlová, H., Hodek, P., and Frei, E. (2002) Sudan I is a potential carcinogen for humans: evidence for its metabolic activation and detoxication by human recombinant cytochrome P450 1A1 and liver microsomes. Cancer Res. 62, 5678-5684.
    • (2002) Cancer Res. , vol.62 , pp. 5678-5684
    • Stiborová, M.1    Martínek2    Rydlová, H.3    Hodek, P.4    Frei, E.5
  • 29
    • 0017057951 scopus 로고
    • Properties of electrophoretically homogeneous phenobarbital-inducible and betanaphthoflavone-inducible forms of liver microsomal cytochrome P-450
    • Haugen, D. A., and Coon, M. J. (1976) Properties of electrophoretically homogeneous phenobarbital-inducible and betanaphthoflavone-inducible forms of liver microsomal cytochrome P-450. J. Biol. Chem. 251, 7929-7939.
    • (1976) J. Biol. Chem. , vol.251 , pp. 7929-7939
    • Haugen, D.A.1    Coon, M.J.2
  • 30
    • 0021958785 scopus 로고
    • Metabolism of nitrosamines by purified rabbit liver cytochrome P-450 isozymes
    • Yang, C. S., Tu, Y. Y., Koop, D. R., and Coon, M. J. (1985) Metabolism of nitrosamines by purified rabbit liver cytochrome P-450 isozymes. Cancer Res. 45, 1140-1145.
    • (1985) Cancer Res. , vol.45 , pp. 1140-1145
    • Yang, C.S.1    Tu, Y.Y.2    Koop, D.R.3    Coon, M.J.4
  • 31
    • 0019523641 scopus 로고
    • Purification to homogeneity and characterization of a form of cytochrome P-450 with high specificity for benzo[alpyrene from β-naphthoflavone-pretreated rat liver microsomes
    • Saito, T., and Strobel, H. W. (1981) Purification to homogeneity and characterization of a form of cytochrome P-450 with high specificity for benzo[alpyrene from β-naphthoflavone-pretreated rat liver microsomes. J. Biol. Chem. 256, 984-988.
    • (1981) J. Biol. Chem. , vol.256 , pp. 984-988
    • Saito, T.1    Strobel, H.W.2
  • 32
    • 0018787040 scopus 로고
    • NADPH-cytochrome c (P450) reductase: Spectrophotometric and stopped flow kinetic studies on the formation of reduced flavoprotein intermediates
    • Yasukochi, Y., Peterson, J. A., and Masters, B. (1979) NADPH-cytochrome c (P450) reductase: spectrophotometric and stopped flow kinetic studies on the formation of reduced flavoprotein intermediates. J. Biol. Chem. 254, 7097-7104.
    • (1979) J. Biol. Chem. , vol.254 , pp. 7097-7104
    • Yasukochi, Y.1    Peterson, J.A.2    Masters, B.3
  • 33
    • 0022357068 scopus 로고
    • Ethoxy-, pentoxy- and benzyloxyphenoxazones and homologues: A series of substrates to distinguish between different induced cytochromes P-450
    • Burke, M. D., Thompson, S., Elcombe, C. R., Halpert, J., Haaparanta, T., and Mayer, R. T. (1985) Ethoxy-, pentoxy- and benzyloxyphenoxazones and homologues: A series of substrates to distinguish between different induced cytochromes P-450. Biochem. Pharmacol. 34, 3337-3345.
    • (1985) Biochem. Pharmacol. , vol.34 , pp. 3337-3345
    • Burke, M.D.1    Thompson, S.2    Elcombe, C.R.3    Halpert, J.4    Haaparanta, T.5    Mayer, R.T.6
  • 34
    • 0030834058 scopus 로고    scopus 로고
    • Human cytochrome P450 enzymes: A status report summarizing their reactions, substrates, inducers, and inhibitors
    • Rendic, S., and DiCarlo, F. J. (1997) Human cytochrome P450 enzymes: A status report summarizing their reactions, substrates, inducers, and inhibitors. Drug Metab. Rev. 29, 413-480.
    • (1997) Drug Metab. Rev. , vol.29 , pp. 413-480
    • Rendic, S.1    DiCarlo, F.J.2
  • 35
    • 0031028518 scopus 로고    scopus 로고
    • Cooperativity in oxidation catalyzed by cytochrome P450 3A4
    • Ueng, Y.-F., Kuwabara, T., Chun, Y.-J., and Guengerich, F. P. (1997) Cooperativity in oxidation catalyzed by cytochrome P450 3A4. Biochemistry 36, 370-381.
    • (1997) Biochemistry , vol.36 , pp. 370-381
    • Ueng, Y.-F.1    Kuwabara, T.2    Chun, Y.-J.3    Guengerich, F.P.4
  • 36
    • 0023820268 scopus 로고
    • 32P-adduct assay comparative recoveries of structurally diverse DNA adducts in the various enhancement procedures
    • 32P-adduct assay comparative recoveries of structurally diverse DNA adducts in the various enhancement procedures. Carcinogenesis 8, 1687-1693.
    • (1988) Carcinogenesis , vol.8 , pp. 1687-1693
    • Gupta, R.C.1    Early, K.2
  • 38
    • 0036257348 scopus 로고    scopus 로고
    • Carcinogenic aristolochic acids upon activation by DT-diaphorase form adducts found in DNA of patients with Chinese herbs nephropathy
    • Stiborová, M., Frei, E., Sopko, B., Wiessler, M., and Schmeiser, H. H. (2002) Carcinogenic aristolochic acids upon activation by DT-diaphorase form adducts found in DNA of patients with Chinese herbs nephropathy. Carcinogenesis 23, 617-625.
    • (2002) Carcinogenesis , vol.23 , pp. 617-625
    • Stiborová, M.1    Frei, E.2    Sopko, B.3    Wiessler, M.4    Schmeiser, H.H.5
  • 39
    • 0026715860 scopus 로고
    • Molecular analysis of mutations induced by the intercalating agent ellipticine at the hisD3052 allele of Salmonella typhimurium TA98
    • DeMarini, D. M., Abu-Shakra, A., Gupta, R., Hendee, L. J., and Levine, J. G. (1992) Molecular analysis of mutations induced by the intercalating agent ellipticine at the hisD3052 allele of Salmonella typhimurium TA98. Environ. Mol. Mutagen. 20, 12-18.
    • (1992) Environ. Mol. Mutagen. , vol.20 , pp. 12-18
    • DeMarini, D.M.1    Abu-Shakra, A.2    Gupta, R.3    Hendee, L.J.4    Levine, J.G.5
  • 40
    • 0012986842 scopus 로고    scopus 로고
    • Interaction of anticancer drug ellipticine with cytochromes P450 dictates its physiological properties
    • Aimová, D., and Stiborová, M. (2002) Interaction of anticancer drug ellipticine with cytochromes P450 dictates its physiological properties. Chem. Listy 96, 209.
    • (2002) Chem. Listy , vol.96 , pp. 209
    • Aimová, D.1    Stiborová, M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.