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Xenobiotica
the fate of foreign compounds in biological systems
Volume 31, 2001 - Issue 3
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Research Article

Metabolism of bisphenol A in isolated rat hepatocytes and oestrogenic activity of a hydroxylated metabolite in MCF-7 human breast cancer cells

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Pages 113-123 | Published online: 22 Sep 2008

References

  • ASHBY, J. and TENNANT, K. W., 1988, Chemical structure, Salmonella mutagenicity and extent of carcinogenicity as indicators of genotoxic carcinogens. Mutation Research, 204, 17–115.
  • ATKINSON, A. and ROY, D., 1995a, In vitro conversion of environmental estrogenic chemical bisphenol to DNA binding metabolite(s). Biochemical and Biophysical Research Communications, 210, 424–433.
  • ATKINSON, A. and ROY, D., 1995b, In vivo DNA adduct formation by bisphenol A. Environmental and Molecular Mutagenesis, 26, 60–66.
  • BIBRA, 1989, Toxicology Profile Bisphenol A (Carshalton: The British Industrial Biological Research Association).
  • BOND, G. P., McGINNis, P. M., CHEEVER, K. L., HARRIS, S. J., PLATNICK, H. B. and NEIMEIER, R. W., 1980, Reproductive effects of bisphenol A. Proceedings of the Society of Toxicology, 19, A23.
  • BREINHOLT, V. and LARSEN, J. C., 1998, Detection of weak estrogenic flavonoids using a recombinant yeast strain and a modified MCF-7 cell proliferation. Chemical Research in Toxicology, 11, 622–629.
  • BROTONS, J. A., OLEA-SERRANO, M. F., VILLALOBOS, M., PEDRAZA, V. and OLEA, N., 1995, Xenoestrogens released from lacquer coatings in food cans. Environmental Health Perspectives, 103, 608–612.
  • CERTA, H., FEDTKE, N., WIEGAND, H. J., MIILLER, A. M. F. and BOLT, H. M., 1996, Toxicokinetics of p-tert-octylphenol in male Wistar rats. Archives of Toxicology, 71, 112–122.
  • GAIDO, K. W., LEONARD, L. S., LOVELL, S., GOULD, J. C., BABAI, D., PORTIER, C. J. and MCDONELL, D. P., 1997, Evaluation of chemicals with endocrine modulating activity in yeast-based steroid hormone receptor gene transcription assay. Toxicology and Applied Pharmacology, 143, 205–212.
  • HANSCH, C. and DUNN, W. J., 1972, Linear relationships between lipophilic character and biological activity of drug. Journal of Pharmaceutical Science, 61, 1–19.
  • HANSCH, C., HOEKMAN, D., LEO, A., ZHANG, L. and Li, P., 1995, The expanding role of quantitative structure-activity relationship (QSAR) in toxicology. Toxicology Letters, 79, 45–53.
  • IVETT, J. L., BROWN, B. M., ANDERSON, B. C., RESNICK, M. A. and ZEIGER, E., 1989, Chromosomal aberration and sister chromatid exchange tests in Chinese hamster ovary cells in vitro results with 15 chemicals. Environmental and Molecular Mutagenesis, 14, 165–187.
  • KASPER, C. B. and HENTON, D., 1980, Glucuronidation. In W. B. Jakoby (ed.), Enzymatic Basis of Detoxification, (New York: Academic Press), pp. 3–36.
  • KNAAK, J. B. and SULLIVAN, L. J., 1966, Metabolism of bisphenol A in the rat. Toxicology and Applied Pharmacology, 8, 175–184.
  • KRISHNAN, A. V., STATHIS, P., PERMUTH, S. F., TOKES, L. and FELDMAN, D., 1993, Bisphenol-A: An estrogenic substance is related from polycarbonate flasks during autoclaving. Endocrinology, 132, 2279–2286.
  • LAW, P., CAMPBELL, S. D., LEPOCK, J. R. and KRUUV, J., 1986, Effects of butylated hydroxytoluene on membrane lipid fluidity and freeze-thaw survival in mammalian cells. Cryobiology, 23, 317–322.
  • LYON, R. C., MuComR, J. A., SCHREURS, J. and GOLDSTEIN, D. B., 1981, A relationship between alcohol intoxication and the disordering of brain membranes by a series of short-chain alcohols. Journal of Pharmacology and Experimental Therapeutics, 218, 669–675.
  • MArniEws, J. B. and ZACHAREWSKI, T. R., 1999, Comparison of the interactions of bisphenol and bisphenol A glucuronide with estrogen receptor a and O. In The 2nd Conference of the Japanese Society of Endocrine Disruptor Research, Kobe, p. 60.
  • MEYLAN, W. M. and HOWARD, P. H., 1995, Atom/fragment contribution method for estimating octanol-water partition coefficients. Journal of Pharmaceutical Science, 84, 83–92.
  • Mouptus, P., HOGBERG, J. and ORRENIU S., 1978, Isolation and use of liver cells. Methods in Enzymology, vol. 52, (New York: Academic Press), pp. 60–71.
  • MORRISSEY, R. E., GEORGE, J. D., PRICE, C. T., TYL, R. W., MARR, M. C. and KIMMEL, C. A., 1987, The developmental toxicity of bisphenol A in rats and mice. Fundamental and Applied Toxicology, 8, 571–582.
  • NAGEL, S. C., VOM SAAL, F. S., THAYER, K. A., DHAR, M. G., BOECHLER, M. and WELSHONS, W. V., 1997, Relative binding affinity-serum modified access (RBA-SMA) assay predicts the relative in vivo bioactivity of the xenoestrogens bisphenol A and octylphenol. Environmental Health Perspectives, 105, 70–76.
  • NAKAGAWA, Y. and MOLDEUS, P., 1998, Mechanism of p-hydroxy benzoate ester-induced mitochondrial dysfunction and cytotoxicity in isolated rat. Biochemical Pharmacology, 55, 1907–1914.
  • NAKAGAWA, Y. and MOORE, G., 1992, Cytotoxic effects of phenyl-hydroquinone and some hydroquinones on isolated rat hepatocytes. Biochemical Pharmacology, 44, 1069–1065.
  • NAKAGAWA, Y. and MOORE, G., 1999, Role of mitochondrial membrane permeability transition in p-hydroxy benzoate ester-induced cytotoxicity in rat hepatocytes. Biochemical Pharmacology, 58, 811–816.
  • NAKAGAWA, Y. and TAYAMA, S., 2000, Metabolism and cytotoxicity of bisphenol A and other bisphenols in isolated rat hepatocytes. Archives of Toxicology, 74, 99–105.
  • NATIONAL TOXICOLOGY PROGRAM, 1982, Carcinogenesis bioassay of bisphenol A in F344 rats and B6C3F mice. National Toxicology Program Technical Report, 215, pp. 1–116.
  • POTPENGER, L. H., DOMORADZKI, J. Y., MARKHAM, D. A., HANSEN. S. C., CAGEN, S. Z. and WAECHTER, J. M. JR., 2000, The relative bioavilability and metabolism of bisphenol A in rats is dependent upon the route of administration. Toxicological Sciences, 54, 3–18.
  • ROUTLEDGE, E. J., PARKER, J., ODUM, J., ASHBY, J. and SUMPTER, J. P., 1998, Some alkyl hydroxy benzoate preservatives (parabens) are oestrogenic. Toxicology and Applied Pharmacology, 153, 12–19.
  • SOTO, A. M., SONNENSCHEIN, C., CHUNG, K. L., FERNANDEZ, M>F., OLEA, N. and SERRANO, F. O., 1995, The E-screen assay as a tool to identify estrogens: an uptake on estrogenic environmental pollutant. Environmental Health Perspectives, 103, 113–122.
  • TANG-LIU, D. D., RICHMAN, J. B. and Liu, S. S. 1992, Lenticular uptake and distribution of xenobiotics and amino acids. Journal of Ocular Pharmacology, 8, 267–277.
  • VOM SAAL, F. C., COOKE, P. S., BUCHANAN, D. L., PALANZA, P., THAYER, K. A., NAGEL, S. C., PAMIGIANI, S. and WELSHONS, W.V ., 1998, A physiologically based approach to the study of bisphenol A and other estrogenic chemicals on the size of reproductive organs, daily sperm production, and behavior. Toxicological Industrial Health, 14, 239–260.
  • YAMAMOTO, T. and YASUHAR A., 1999, Quantities of bisphenol A leached from plastic waste samples, Chemosphere, 38, 2569–2576.
  • YOKOTA, H., IwAN0, H., ENDO, M., KOBAYASHI, T., INouE, H., IEusiiiRo, S. and YUASA, A., 1999, Glucuronidation of the environmental oestrogen bisphenol A by an isoform of UDP-glucuronosyltransferase, UGT2B1, in the rat liver. Biochemical Journal, 340, 405–409.

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