메뉴 건너뛰기




Volumn 54, Issue 12, 1994, Pages 3140-3144

Induction of Tamoxifen-4-hydroxylation by 2,3,7,8-Tetrachlorodibenzo-p-dioxin (TCDD), β-Naphthoflavone (βNF), and Phenobarbital (PB) in Avian Liver: Identification of P450 TCDDaa as Catalyst of 4-Hydroxylation Induced by TCDD and βNF1

Author keywords

[No Author keywords available]

Indexed keywords

2,3,7,8 TETRACHLORODIBENZO PARA DIOXIN; 4 HYDROXYTAMOXIFEN; BETA NAPHTHOFLAVONE; CYTOCHROME P450; DRUG METABOLITE; ETHOXYRESORUFIN DEETHYLASE; MICROSOME ENZYME; NORTAMOXIFEN; PHENOBARBITAL; TAMOXIFEN; UNSPECIFIC MONOOXYGENASE;

EID: 0028340473     PISSN: 00085472     EISSN: 15387445     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (37)

References (37)
  • 1
    • 0023773272 scopus 로고
    • The development of tamoxifen for breast cancer therapy: a tribute to the late Arthur L. Walpole
    • Jordan, V.C. The development of tamoxifen for breast cancer therapy: a tribute to the late Arthur L. Walpole. Breast Cancer Res. Treat., 11: 197-209, 1988.
    • (1988) Breast Cancer Res. Treat. , vol.11 , pp. 197-209
    • Jordan, V.C.1
  • 2
    • 0027172047 scopus 로고
    • A current view of tamoxifen for the treatment and prevention of breast cancer
    • Jordan, V.C. A current view of tamoxifen for the treatment and prevention of breast cancer. Br. J. Pharmacol., 110: 507-517, 1993.
    • (1993) Br. J. Pharmacol. , vol.110 , pp. 507-517
    • Jordan, V.C.1
  • 3
    • 0025770020 scopus 로고
    • New perspective on cancer of the contralateral breast: a marker for assessing tamoxifen as a preventive agent
    • Fisher, B., and Redmond, C. New perspective on cancer of the contralateral breast: a marker for assessing tamoxifen as a preventive agent. J. Natl. Cancer Inst., 83: 1278-1280, 1991.
    • (1991) J. Natl. Cancer Inst. , vol.83 , pp. 1278-1280
    • Fisher, B.1    Redmond, C.2
  • 5
    • 0018886268 scopus 로고
    • Metabolism of tamoxifen by rat liver microsomes: formation of the oxide, a new metabolite
    • Foster, A.B., Griggs, L.J., Jarman, M., vanMaanen, J.M.S., and Schulten, H.R. Metabolism of tamoxifen by rat liver microsomes: formation of the oxide, a new metabolite. Biochem. Pharmacol., 29: 1977-1979, 1980.
    • (1980) Biochem. Pharmacol. , vol.29 , pp. 1977-1979
    • Foster, A.B.1    Griggs, L.J.2    Jarman, M.3    vanMaanen, J.M.S.4    Schulten, H.R.5
  • 6
    • 0021273172 scopus 로고
    • Some chemical and biochemical aspects of liver microsomal metabolism of tamoxifen
    • Reunitz, P.C., Bagley, J.R., and Pape, C.W. Some chemical and biochemical aspects of liver microsomal metabolism of tamoxifen. Drug Metab. Dispos., 12: 478-483, 1984.
    • (1984) Drug Metab. Dispos. , vol.12 , pp. 478-483
    • Reunitz, P.C.1    Bagley, J.R.2    Pape, C.W.3
  • 7
    • 0022458968 scopus 로고
    • Aspects of metabolism of tamoxifen by rat liver microsomes
    • McCague, R., and Seago, A. Aspects of metabolism of tamoxifen by rat liver microsomes. Biochem. Pharmacol., 35: 827-834, 1986.
    • (1986) Biochem. Pharmacol. , vol.35 , pp. 827-834
    • McCague, R.1    Seago, A.2
  • 8
    • 0027198580 scopus 로고
    • Metabolism of the antimammary cancer antiestrogenic agen tamoxifen. II. Flavin-containing monooxygenase-mediated N-oxidation
    • Mani, C., Hodgson, E., and Kupfer, D. Metabolism of the antimammary cancer antiestrogenic agen tamoxifen. II. Flavin-containing monooxygenase-mediated N-oxidation. Drug Metab. Dispos., 21: 657-661, 1993.
    • (1993) Drug Metab. Dispos. , vol.21 , pp. 657-661
    • Mani, C.1    Hodgson, E.2    Kupfer, D.3
  • 9
    • 0025872863 scopus 로고
    • Identification of the cytochrome P-450 IIIA family as the enzymes involved in the N-demethylation of tamoxifen in human liver microsomes
    • Jacolot, F., Simon, I., Dreano, Y., Beaune, P., Riche, C., and Berthou, F. Identification of the cytochrome P-450 IIIA family as the enzymes involved in the N-demethylation of tamoxifen in human liver microsomes. Biochem. Pharmacol., 41: 1911-1919, 1991.
    • (1991) Biochem. Pharmacol. , vol.41 , pp. 1911-1919
    • Jacolot, F.1    Simon, I.2    Dreano, Y.3    Beaune, P.4    Riche, C.5    Berthou, F.6
  • 10
    • 0027221052 scopus 로고
    • Metabolism of the antimammary cancer antiestrogenic agent tamoxifen. I. Cytochrome P-450-catalyzed N-demethylation and 4-hydroxylation
    • Mani, C., Gelboin, H.V., Park, S.S., Pearce, R., Parkinson, A., and Kupfer, D. Metabolism of the antimammary cancer antiestrogenic agent tamoxifen. I. Cytochrome P-450-catalyzed N-demethylation and 4-hydroxylation. Drug Metab. Dispos., 21: 645-656, 1993.
    • (1993) Drug Metab. Dispos. , vol.21 , pp. 645-656
    • Mani, C.1    Gelboin, H.V.2    Park, S.S.3    Pearce, R.4    Parkinson, A.5    Kupfer, D.6
  • 11
    • 0021618186 scopus 로고
    • The pharmacology and clinical uses of tamoxifen
    • Furr, B.J.A., and Jordan, V.C. The pharmacology and clinical uses of tamoxifen. Pharmacol. Ther., 25: 127-205, 1984.
    • (1984) Pharmacol. Ther. , vol.25 , pp. 127-205
    • Furr, B.J.A.1    Jordan, V.C.2
  • 12
    • 0020003085 scopus 로고
    • Tamoxifen and metabolites in MCF-7 cells: correlation between binding to estrogen receptor and inhibition of cell growth
    • Coezy, E., Borgna, J.L., and Rochefort, H. Tamoxifen and metabolites in MCF-7 cells: correlation between binding to estrogen receptor and inhibition of cell growth. Cancer Res., 42: 317-323, 1982.
    • (1982) Cancer Res. , vol.42 , pp. 317-323
    • Coezy, E.1    Borgna, J.L.2    Rochefort, H.3
  • 13
    • 0023617408 scopus 로고
    • Antiestrogens inhibit the mitogenic effect of growth factors on breast cancer cells in the total absence of estrogens
    • Vignon, F., Bouton, M.M., and Rochefort, H. Antiestrogens inhibit the mitogenic effect of growth factors on breast cancer cells in the total absence of estrogens. Biochem. Biophys. Res. Commun., 146: 1502-1508, 1987.
    • (1987) Biochem. Biophys. Res. Commun. , vol.146 , pp. 1502-1508
    • Vignon, F.1    Bouton, M.M.2    Rochefort, H.3
  • 15
    • 0019411776 scopus 로고
    • Hydroxylated metabolites of tamoxifen are formed in vitro and bound to estrogen receptor in target tissues
    • Borgna, J.L., and Rochefort, H. Hydroxylated metabolites of tamoxifen are formed in vitro and bound to estrogen receptor in target tissues. J. Biol. Chem., 256: 859-868, 1981.
    • (1981) J. Biol. Chem. , vol.256 , pp. 859-868
    • Borgna, J.L.1    Rochefort, H.2
  • 16
    • 0017665570 scopus 로고
    • A monohydroxylated metabolite of tamoxifen with potent antiestrogenic activity
    • Jordan, V.C., Collins, M.M., Rowsby, L., and Prestwich, G. A monohydroxylated metabolite of tamoxifen with potent antiestrogenic activity. J. Endocrinol., 75: 305-316, 1977.
    • (1977) J. Endocrinol. , vol.75 , pp. 305-316
    • Jordan, V.C.1    Collins, M.M.2    Rowsby, L.3    Prestwich, G.4
  • 17
    • 0014053604 scopus 로고
    • A new derivative of triphenylethylene: effect on implantation and mode of action in rats
    • Harper, M.J.K., and Walpole, A.L. A new derivative of triphenylethylene: effect on implantation and mode of action in rats. J. Reprod. Fertil., 13: 101-109, 1967.
    • (1967) J. Reprod. Fertil. , vol.13 , pp. 101-109
    • Harper, M.J.K.1    Walpole, A.L.2
  • 18
    • 0015027149 scopus 로고
    • Structure-activity relationships of anti-oestrogens with regard to interaction with 170-estradiol in the mouse uterus and vagina
    • Terenius, L. Structure-activity relationships of anti-oestrogens with regard to interaction with 170-estradiol in the mouse uterus and vagina. Acta Endocrinol., 66: 431-447, 1971.
    • (1971) Acta Endocrinol. , vol.66 , pp. 431-447
    • Terenius, L.1
  • 19
    • 0017656987 scopus 로고
    • Tamoxifen is a potent “pure” anti-oestrogen in chick oviduct
    • Sutherland, R.L., Mester, J., and Baulieu, E.E. Tamoxifen is a potent “pure” anti-oestrogen in chick oviduct. Nature (Lond.), 267: 434-435, 1977.
    • (1977) Nature (Lond.) , vol.267 , pp. 434-435
    • Sutherland, R.L.1    Mester, J.2    Baulieu, E.E.3
  • 21
    • 0028071185 scopus 로고
    • Purification and biochemical characterization of two major cytochrome P-450 isoforms induced by 2, 3,7, 8-tetrachlorodibenzo-p-dioxin in chick embryo liver
    • Rifkind, A.B., Kanetoshi, A., Orlinick, J., Capdevila, J.H., and Lee, C. Purification and biochemical characterization of two major cytochrome P-450 isoforms induced by 2, 3,7, 8-tetrachlorodibenzo-p-dioxin in chick embryo liver. J. Biol. Chem., 269: 3387-3396, 1994.
    • (1994) J. Biol. Chem. , vol.269 , pp. 3387-3396
    • Rifkind, A.B.1    Kanetoshi, A.2    Orlinick, J.3    Capdevila, J.H.4    Lee, C.5
  • 22
    • 84983833801 scopus 로고
    • Hydroxylation of trans-delta1 -tetrahydrocannabinol by hepatic microsomal oxygenase
    • Burstein, S., and Kupfer, D. Hydroxylation of trans-delta1 -tetrahydrocannabinol by hepatic microsomal oxygenase. Ann. NY Acad. Sci., 191: 61-67, 1971.
    • (1971) Ann. NY Acad. Sci. , vol.191 , pp. 61-67
    • Burstein, S.1    Kupfer, D.2
  • 23
    • 0026672670 scopus 로고
    • β-Naphthaflavone induction of a cytochrome P-450 arachidonic acid epoxygenase in chick embryo liver distinct from the aryl hydrocarbon hydroxylase and from phenobarbital induced arachidonate epoxygenase
    • Nakai, K., Ward, A.M., Gannon, M., and Rifkind, A.B. β-Naphthaflavone induction of a cytochrome P-450 arachidonic acid epoxygenase in chick embryo liver distinct from the aryl hydrocarbon hydroxylase and from phenobarbital induced arachidonate epoxygenase. J. Biol. Chem., 267: 19503-19512, 1992.
    • (1992) J. Biol. Chem. , vol.267 , pp. 19503-19512
    • Nakai, K.1    Ward, A.M.2    Gannon, M.3    Rifkind, A.B.4
  • 24
    • 0021811092 scopus 로고
    • Polychlorinated aromatic hydrocarbon lethality, mixed-function oxidase induction, and uroporphyrinogen decarboxylase inhibition in the chick embryo: dissociation of dose-response relationships
    • Rifkind, A.B., Sassa, S., Reyes, J., and Muschick, H. Polychlorinated aromatic hydrocarbon lethality, mixed-function oxidase induction, and uroporphyrinogen decarboxylase inhibition in the chick embryo: dissociation of dose-response relationships. Toxicol. Appl. Pharmacol., 78: 268-279, 1985.
    • (1985) Toxicol. Appl. Pharmacol. , vol.78 , pp. 268-279
    • Rifkind, A.B.1    Sassa, S.2    Reyes, J.3    Muschick, H.4
  • 25
    • 0017088267 scopus 로고
    • Some properties of a detergent-solubilized NADPH-cytochrome c (cytochrome P-450) reductase purified by biospecific affinity chromatography
    • Yasukochi, Y., and Masters, B.S.S. Some properties of a detergent-solubilized NADPH-cytochrome c (cytochrome P-450) reductase purified by biospecific affinity chromatography. J. Biol. Chem., 251: 5337-5344, 1976.
    • (1976) J. Biol. Chem. , vol.251 , pp. 5337-5344
    • Yasukochi, Y.1    Masters, B.S.S.2
  • 26
    • 0015057049 scopus 로고
    • A form of cytochrome b5 that contains an additional hydrophobic sequence of 40 amino acid residues
    • Spatz, L., and Strittmatter, P. A form of cytochrome b5 that contains an additional hydrophobic sequence of 40 amino acid residues. Proc. Natl. Acad. Sci. USA, 68: 1042-1046, 1971.
    • (1971) Proc. Natl. Acad. Sci. USA , vol.68 , pp. 1042-1046
    • Spatz, L.1    Strittmatter, P.2
  • 27
    • 0027051590 scopus 로고
    • Immunochemical identity of the 2, 3,7, 8-tetrachlorodibenzo-p-dioxin-and β-naphthoflavone-induced cytochrome P-450 arachidonic acid epoxygenases in chick embryo liver: distinction from the w-hydroxylase and the phenobarbital-induced epoxygenase
    • Kanetoshi, A., Ward, A.M., May, B.K., and Rifkind, A.B. Immunochemical identity of the 2, 3,7, 8-tetrachlorodibenzo-p-dioxin-and β-naphthoflavone-induced cytochrome P-450 arachidonic acid epoxygenases in chick embryo liver: distinction from the w-hydroxylase and the phenobarbital-induced epoxygenase. Mol. Pharmacol., 42: 1020-1026, 1992.
    • (1992) Mol. Pharmacol. , vol.42 , pp. 1020-1026
    • Kanetoshi, A.1    Ward, A.M.2    May, B.K.3    Rifkind, A.B.4
  • 28
    • 0020434524 scopus 로고
    • Purification and characterization of liver microsomal cytochrome P450: electrophoretic, spectral, catalytic and immunological properties and inducibility of eight isozymes isolated from rats treated with phenobarbital or β-naphthoflavone
    • Guengerich, F.P., Dannan, G.A., Wright, S.T., Martin, M.V., and Kaminsky, L.S. Purification and characterization of liver microsomal cytochrome P450: electrophoretic, spectral, catalytic and immunological properties and inducibility of eight isozymes isolated from rats treated with phenobarbital or β-naphthoflavone. Biochemistry, 21: 6019-6030, 1982.
    • (1982) Biochemistry , vol.21 , pp. 6019-6030
    • Guengerich, F.P.1    Dannan, G.A.2    Wright, S.T.3    Martin, M.V.4    Kaminsky, L.S.5
  • 29
    • 0023589424 scopus 로고
    • Monooxygenase-mediated activation of chlorotrianisene (TACE) in covalent binding to rat hepatic microsomal proteins
    • Juedes, M.J., Bulger, W.H., and Kupfer, D. Monooxygenase-mediated activation of chlorotrianisene (TACE) in covalent binding to rat hepatic microsomal proteins. Drug Metab. Dispos., 15: 786-793, 1987.
    • (1987) Drug Metab. Dispos. , vol.15 , pp. 786-793
    • Juedes, M.J.1    Bulger, W.H.2    Kupfer, D.3
  • 30
    • 0026319776 scopus 로고
    • Cytochrome P-450-mediated activation and irreversible binding of the antiestrogen tamoxifen to proteins in rat and human liver: possible involvement of flavin-containing monooxygenases in tamoxifen activation
    • Mani, G., and Kupfer, D. Cytochrome P-450-mediated activation and irreversible binding of the antiestrogen tamoxifen to proteins in rat and human liver: possible involvement of flavin-containing monooxygenases in tamoxifen activation. Cancer Res., 51: 6052-6058, 1991.
    • (1991) Cancer Res. , vol.51 , pp. 6052-6058
    • Mani, G.1    Kupfer, D.2
  • 32
    • 0016660929 scopus 로고
    • A linear standard curve for the Folin-Lowry determination of protein
    • Stauffer, C.E. A linear standard curve for the Folin-Lowry determination of protein. Anal. Biochem., 69: 646-648, 1975.
    • (1975) Anal. Biochem. , vol.69 , pp. 646-648
    • Stauffer, C.E.1
  • 33
    • 0025374597 scopus 로고
    • Estradiol metabolism by complementary deoxyribonucleic acid-expressed human cytochrome P-450
    • Aoyama, T., Korzekwa, K., Nagata, K., Gillette, J., Gelboin, H.V., and Gonzalez, F.J. Estradiol metabolism by complementary deoxyribonucleic acid-expressed human cytochrome P-450. Endocrinology, 126: 3101-3106, 1990.
    • (1990) Endocrinology , vol.126 , pp. 3101-3106
    • Aoyama, T.1    Korzekwa, K.2    Nagata, K.3    Gillette, J.4    Gelboin, H.V.5    Gonzalez, F.J.6
  • 37
    • 0025220695 scopus 로고
    • Role of P-450c in the formation of a reactive intermediate of chlorotrianisene (TACE) by hepatic microsomes from methylcholanthrene treated rats
    • Juedes, M.J., and Kupfer, D. Role of P-450c in the formation of a reactive intermediate of chlorotrianisene (TACE) by hepatic microsomes from methylcholanthrene treated rats. Drug Metab. Dispos., 18: 131-137, 1990.
    • (1990) Drug Metab. Dispos. , vol.18 , pp. 131-137
    • Juedes, M.J.1    Kupfer, D.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.