Effect of bisphenol A on drug metabolising enzymes in rat hepatic microsomes and precision-cut rat liver slices

Archives of Toxicology

Volumn 78, Issue 7, 2004, Pages 369-377

  Pfeiffer, Erika ^a   Metzler, Manfred ^a  

^a UNIVERSITY OF KARLSRUHE   (Germany)

Author keywords

Bisphenol A; Inhibition of conjugation; Inhibition of CYP; Testosterone; Umbelliferone

Indexed keywords

4,4' ISOPROPYLIDENEDIPHENOL; CYTOCHROME P450; CYTOCHROME P450 2C11; CYTOCHROME P450 ISOENZYME; DRUG METABOLIZING ENZYME; TESTOSTERONE; UMBELLIFERONE;

ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; CONJUGATION; CONTROLLED STUDY; DRUG TRANSFORMATION; ENZYME ACTIVITY; ENZYME INHIBITION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROXYLATION; INHIBITION KINETICS; LIVER MICROSOME; LIVER SLICE; LIVER TOXICITY; MALE; NONHUMAN; PRIORITY JOURNAL; RAT;

EID: 4043076245     PISSN: 03405761     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00204-004-0543-6     Document Type: Article

References (23)

1. Bradford MM (1976) A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem 72:248-254
2. Elsby R, Maggs JL, Ashby J, Park B K (2001) Comparison of the modulatory effects of human and rat liver microsomal metabolism on the estrogenicity of bisphenol A: implications for extrapolation to humans. J Pharmacol Exp Ther 297:103-113
3. Fisher R, Smith PF, Sipes IG, Gandolfi AJ, Krumdieck CL, Brendel K (1990) Toxicity of chlorobenzenes in cultured rat liver slices. In Vitro Toxicol 3:181-194
4. Gonzales FJ (1990) Molecular genetics of the P-450 superfamily. Pharmacol Therap 45:1-38
5. Hanioka N, Jinno H, Nishimura T, Ando M (1998) Suppression of male-specific cytochrome P450 isoforms by bisphenol A in rat liver. Arch Toxicol 72:387-394
6. Hanioka N, Jinno H, Tanaka-Kagawa T, Nishimura T, Ando M (2000) Interaction of bisphenol A with rat hepatic cytochrome P450 enzymes. Chemosphere 41:973-978
7. Krishnan AV, Stathis P, Permuth SF, Tokes L, Feldman D (1993) Bisphenol-A: an estrogenic substance is released from polycarbonate flasks during autoclaving. Endocrinology 132:2279-2286
8. Lake BG (1987) Preparation and characterization of microsomal fractions for studies on xenobiotic metabolism. In: Snell K, Mullock B (eds) Biochemical toxicology. IRL Press, Oxford, pp 183-215
9. Markey CM, Michaelson CL, Sonnenschein C, Soto AM (2001) Alkylphenols and bisphenol A as environmental estrogens. In: Metzler M (ed) Endocrine disruptors, Part I. Springer, Berlin Heidelberg New York, pp 129-153
10. Niwa T, Tsutsui M, Kishimoto K Yabusaki Y, Ishibashi F, Katagiri M (2000) Inhibition of drug-metabolizing enzyme activity in human hepatic cytochrome P450 s by bisphenol A. Biol Pharm Bull 23:498-501
11. Omura T, Sato R (1964) The carbon monoxide-binding pigment of liver microsomes: I. Evidence for its hemoprotein nature. J Biol Chem 239:2370-2377
12. Parrish AR, Gandolfi AJ, Brendel K (1995) Precision-cut tissue slices: applications in pharmacology and toxicology. Life Sci 57:1887-1901
13. Pfeiffer E, Metzler M (1998) In vitro metabolism of bisphenol-A. Toxicologist 42:279
14. Pfeiffer E, Rosenberg B, Deuschel S, Metzler M (1997) Interference with microtubules and induction of micronuclei in vitro by various bisphenols. Mutat Res 390:21-31
15. Pottenger LH, Domoradzki JY, Markham DA, Hansen SC, Cagen SZ, Waechter JM Jr (2000) The relative bioavailability and metabolism of bisphenol A in rats is dependent upon the route of administration. Toxicol Sci 54:3-18
16. Reid EE, Wilson E (1944) The relation of estrogenic activity to structure in some 4,4′- dihydroxydiphenylmethanes. J Am Chem Soc 66:967-969
17. Ryan DE, Levin W (1990) Purification and characterization of hepatic microsomal cytochrome P-450. Pharmacol Ther 45:153-239
18. Schenkman JB, Thummel KE, Favreau LV (1989) Physiological and pathophysiological alterations in rat hepatic cytochrome P-450. Drug Metab Rev 20:557-584
19. Snyder RW, Maness SC, Gaido KW, Welsch F, Sumner SC, Fennell TR (2000) Metabolism and disposition of bisphenol A in female rats. Toxicol Appl Pharmacol 168:225-234
20. Soucek P, Gut I (1992) Cytochromes P-450 in rats: structures, functions, properties and relevant human forms. Xenobiotica 22:83-103
21. Staples CA, Dorn PB, Klecka GM, O'Block ST, Harris LR (1998) A review of the environmental fate, effects, and exposures of bisphenol A. Chemosphere 36:2149-2173
22. Tsutsui T, Tamura Y, Suzuki A, Hirose Y, Kobayashi M, Nishimura H, Metzler M, Barrett JC (2000) Mammalian cell transformation and aneuploidy induced by five bisphenols. Int J Cancer 86:151-154
23. Waxman DJ (1988) Interactions of hepatic cytochromes P-450 with steroid hormones. Regioselectivity and stereospecificity of steroid metabolism and hormonal regulation of rat P-450 enzyme expression. Biochem Pharmacol 37:71-84