Interaction of bisphenol a with rat hepatic cytochrome P450 enzymes

Chemosphere

Volumn 41, Issue 7, 2000, Pages 973-978

  Hanioka, Nobumitsu ^a   Jinno, Hideto ^a   Tanaka Kagawa, Toshiko ^a   Nishimura, Tetsuji ^a   Ando, Masanori ^a  

^a NATIONAL INSTITUTE OF HEALTH SCIENCES   (Japan)

Author keywords

Bisphenol A; Cytochrome P450; Inhibition; Interaction; Rat liver microsomes

Indexed keywords

4,4' ISOPROPYLIDENEDIPHENOL; 7 ETHOXYCOUMARIN DEETHYLASE; BUFURALOL 1' HYDROXYLASE; CHLORZOXAZONE 6 HYDROXYLASE; CYTOCHROME P450; CYTOCHROME P450 1A2; CYTOCHROME P450 2A2; CYTOCHROME P450 2B2; CYTOCHROME P450 2C11; CYTOCHROME P450 2D1; CYTOCHROME P450 2E1; CYTOCHROME P450 3A2; CYTOCHROME P450 3A4; CYTOCHROME P450 ISOENZYME; LAURIC ACID OMEGA HYDROXYLASE; OXYGENASE; TESTOSTERONE 16BETA HYDROXYLASE; TESTOSTERONE 2ALPHA HYDROXYLASE; TESTOSTERONE 7ALPHA HYDROXYLASE; UNCLASSIFIED DRUG; UNSPECIFIC MONOOXYGENASE;

ARTICLE; COMPETITIVE INHIBITION; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME ASSAY; ENZYME INHIBITION; ENZYME KINETICS; LIVER MICROSOME; MALE; NONHUMAN; RAT;

AIR POLLUTANTS, OCCUPATIONAL; ANIMALS; CYTOCHROME P-450 ENZYME SYSTEM; LIVER; MALE; MICROSOMES; PHENOLS; RATS; RATS, SPRAGUE-DAWLEY;

ANIMALIA;

EID: 0034080112     PISSN: 00456535     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0045-6535(99)00529-9     Document Type: Article

References (34)

1. Aitio A. A simple and sensitive assay of 7-ethoxycoumarin deethylation. Analytical Biochemistry. 85(2):1978;488-491.
2. Alexander H.C., Dill D.C., Smith L.W., Guiney P.D., Dorn P. Bisphenol A: acute aquatic toxicity. Environmental Toxicology and Chemistry. 7(1):1988;19-26.
3. Aoyama T., Sato R. High pressure liquid chromatography methods for separation of ω- and (ω-1)-hydroxy fatty acids: their applications to microsomal fatty acid ω-oxidation. Analytical Biochemistry. 170(1):1988;73-82.
4. Ashby J., Tennant R.W. Chemical structure, Salmonella mutagenicity and extent of carcinogenicity as indicators of genotoxic carcinogenesis among 222 chemicals tested in rodents by the US NCI/NTP. Mutation Research. 204(1):1988;17-115.
5. Ashby J., Tinwell H. Uterotrophic activity of bisphenol A in the immature rat. Environmental Health Perspectives. 106(11):1998;719-720.
6. Atkinson A., Roy D. In vitro conversion of environmental estrogenic chemical bisphenol A to DNA binding metabolite(s). Biochemical and Biophysical Research Communications. 210(2):1995a;424-433.
7. Atkinson A., Roy D. In vitro DNA adduct formation by bisphenol A. Environmental and Molecular Mutagenesis. 26(1):1995b;60-66.
8. Chen W., Peter R.M., McArdle C., Thummel K.E., Sigle R.O., Nelson S.D. Baculovirus expression and purification of human and rat cytochrome P450 2E1. Archives of Biochemistry and Biophysis. 335(1):1996;123-130.
9. Funae Y., Imaoka S. Purification and characterization of liver microsomal cytochrome P450 from untreated male rats. Biochimica et Biophysica Acta. 926(3):1987;349-358.
10. Golden R.J., Noller K.L., Titus-Ernstoff L., Kaufman R.H., Mittendorf R., Stillman R., Reese E.A. Environmental endocrine modulators and human health: an assessment of the biological evidence. Critical Reviews in Toxicology. 28(2):1998;109-227.
11. Gonzalez F.J. Molecular genetics of the P-450 superfamily. Pharmacology and Therapeutics. 45(1):1990;1-38.
12. Hanioka N., Jinno H., Kitazawa K., Tanaka-Kagawa T., Nishimura T., Ando M., Ogawa K. In vitro biotransformation of atrazine by rat liver microsomal cytochrome P450 enzymes. Chemico-Biological Interactions. 116(3):1998a;181-198.
13. Hanioka N., Jinno H., Tanaka-Kagawa T., Nishimura T., Ando M. Changes in rat liver cytochrome P450 enzymes by atrazine and simazine treatment. Xenobiotica. 28(7):1998b;683-698.
14. Hanioka N., Jinno H., Nishmura T., Ando M. Suppression of male-specific cytochrome P450 isoforms by bisphenol A in rat liver. Archives of Toxicology. 72(7):1998c;387-394.
15. Jobling S., Sumpter J.P. Detergent components in sewage effluent are weakly oestrogenic to fish: an in vitro study using rainbow trout (Oncorhynchus mykiss) hepatocytes. Aquatatic Toxicology. 27(3-4):1993;361-372.
16. Kamiura T., Tajima Y., Nakahara T. Determination of bisphenol A in air. Journal of Environmental Chemistry. 7(2):1997;275-279.
17. Knaak J.B., Sullivan L.J. Metabolism of bisphenol A in the rat. Toxicology and Applied Pharmacology. 8(2):1966;175-184.
18. Kronbach, T., 1991. Bufuralol, dextromethorphan, and debrisoquine as prototype substrates for human P450IID6. In: Waterman, M.R., Johnson, E.F. (Eds.), Methods in Enzymology, vol. 206. Academic Press, New York, pp. 509-517.
19. Liu G., Gelboin H.V., Myers M.J. Role of cytochrome P450 IA2 in acetanilide 4-hydroxylation as determined with cDNA expression and monoclonal antibodies. Archives of Biochemistry and Biophysics. 284(2):1991;400-406.
20. Lowry O.H., Rosebrough N.J., Farr A.L., Randall R.J. Protein measurement with the Folin phenol reagent. Journal of Biological Chemistry. 193(1):1951;265-275.
21. Lucas, D., Menez, J.F., Berthou, F., 1996. Chlorzoxazone: an in vitro and in vivo substrate probe for liver CYP2E1. In: Johnson, E.F., Waterman, M.R. (Eds.), Methods in Enzymology, vol. 272. Academic Press, New York, pp. 115-123.
22. Mimura M., Yamazaki H., Sugahara C., Hiroi T., Funae Y., Shimada T. Differential roles of cytochromes P450 2D1, 2C11, and 1A1/2 in the hydroxylation of bufuralol by rat liver microsomes. Biochemical Pharmacology. 47(11):1994;1957-1963.
23. Morrissey R.E., George J.D., Price C.J., Tyl R.W., Marr M.C., Kimmel C.A. The developmental toxicity of bisphenol A in rats and mice. Fundamental and Applied Toxicology. 8(4):1987;571-582.
24. Nagata K., Matsunaga T., Gillette J., Gelboin H.V., Gonzalez F.J. Rat testosterone 7α-hydroxylase: isolation, sequence, and expression of cDNA and its developmental regulation and induction by 3-methylcholanthrene. Journal of Biological Chemistry. 262(6):1987;2787-2793.
25. Nelson D.R., Koymans L., Kamataki T., Stegeman J.J., Feyereisen R., Waxman D.J., Waterman M.R., Gotoh O., Coon M.J., Estabrook R.W., Gunsalus I.C., Nebert D.W. P450 superfamily: update on new sequences, gene mapping, accession numbers and nomenclature. Pharmacogenetics. 6(1):1996;1-42.
26. Nishikawa J., Saito K., Goto J., Dakeyama F., Matsuo M., Nishihara T. New screening methods for chemicals with hormonal activities using interaction of nuclear hormone receptor with coactivator. Toxicology and Applied Pharmacology. 154(1):1998;76-83.
27. Omura T., Sato R. The carbon monoxide-binding pigment of liver microsomes: I. Evidence for its hemoprotein nature. Journal of Biological Chemistry. 239(7):1964;2370-2378.
28. Reel, J., George, J., Lawton, A., Meyeres, C., 1997. Bisphenol A. Environmental Health Perspectives 105 (Suppl. 1), 273-274.
29. Ryan D.E., Levin W. Purification and characterization of hepatic microsomal cytochrome P450. Pharmacology and Therapeutics. 45(2):1990;153-239.
30. Soto, A.M., Sonnenschein, C., Chung, K.L., Fernandez, M.F., Olea, N., Serrano, F.O., 1995. The E-SCREEN assay as a tool to identify estrogens: an update on estrogenic environmental pollutants. Environmental Health Perspectives 103 (Suppl. 7), 113-122.
31. Souček P., Gut I. Cytochromes P450 in rats: structures, functions, properties and relevant human forms. Xenobiotica. 22(1):1992;83-103.
32. Staples C.A., Dorn P.B., Klecka G.M., O'Block S.T., Harris L.R. A review of the environmental fate, effects, and exposures of bisphenol A. Chemosphere. 36(10):1998;2149-2173.
33. Voet, D., Voet, J.G., 1990. Rates of enzymatic reaction. In: Stiefel, J. (Ed.), Biochemistry. John Wiley, New York, pp. 342-344.
34. Waxman D.J., Dannan G.A., Guengerich F.P. Regulation of rat hepatic cytochrome P450: age-dependent expression, hormonal imprinting, and xenobiotic inducibility of sex-specific isoenzymes. Biochemistry. 24(16):1985;4409-4417.