In vitro metabolism of [¹⁴C]methoxychlor in rat, mouse, Japanese quail and rainbow trout in precision-cut liver slices

Reference

• ANKLEY, G. T., JENSEN, K. M., KAHL, M. D., KORTE, J. J. and MAKYNEN, E. A., 2001, Description and evaluation of a short-term reproduction test with the fathead minnow (Pimephales promelas). Environmental and Toxicological Chemistry, 20, 1276–1290.
   PubMed Web of Science ®Google Scholar
• BARR, J., WEIR, A. J., BRENDEL, K. and SIPES, I. G., 1991, Liver slices in dynamic organ culture. I. An alternative in vitro technique for the study of rat hepatic drug metabolism. Xenobiotica, 21, 331–339.
   PubMed Web of Science ®Google Scholar
• BRADFORD, M., 1976, A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein—dye binding. Analytical Biochemistry, 72, 248–254.
   PubMed Web of Science ®Google Scholar
• BULGER, W. H., MUCCITELLI, R. M. and KUPFER, D., 1978a, Studies on the in vivo and in vitro estrogenic activities of methoxychlor and its metabolites. Role of hepatic mono-oxygenase in methoxychlor activation. Biochemical Pharmacology, 27, 2417–2423.
   PubMed Web of Science ®Google Scholar
• BULGER, W. H., MUCCITELLI, R. M. and KUPFER, D., 1978b, Interactions of methoxychlor, methoxychlor base-soluble contaminant, and 2,2-bis(p-hydroxypheny0-1,1,1-trichloroethane with rat uterine estrogen receptor. Journal of Toxicology and Environmental Health, 4, 881–893.
   PubMed Web of Science ®Google Scholar
• DAVISON, K. L., FEIL, V. J. and LAMOUREUX, C. H., 1982, Methoxychlor metabolism in goats. Journal of Agriculture and Food Chemistry, 30, 130–137.
   PubMed Web of Science ®Google Scholar
• DAVISON, K. L., LAMOUREUX, C. H. and FEIL, V. J., 1983, Methoxychlor metabolism in goats. 2. Metabolites in bile and movement through skin. Journal of Agriculture and Food Chemistry, 31, 164–166.
   PubMed Web of Science ®Google Scholar
• DEHAL, S. S. and KUPFER, D., 1994, Metabolism of the proestrogenic pesticide methoxychlor by hepatic P450 monooxygenases in rats and humans. Dual pathways involving novel ortho ring-hydroxylation by CYP2B. Drug Metabolism and Disposition, 22, 937–946.
   PubMed Web of Science ®Google Scholar
• DOGTEROM, P., 1993, Development of a simple incubation system for metabolism studies with precision-cut liver slices. Drug Metabolism and Disposition, 21, 699–704.
   PubMed Web of Science ®Google Scholar
• DOGTEROM, P. and ROTHUIZEN, J., 1993, A species comparison of tolbutamide metabolism in precision-cut liver slices from rats and dogs. Qualitative and quantitative sex differences. Drug Metabolism and Disposition, 21, 705–709.
   PubMed Web of Science ®Google Scholar
• EKIN S., 1996, Past, present, and future applications of precision-cut liver slices for in vitro xenobiotic metabolism. Drug Metabolism Reviews, 28, 591–623.
   PubMed Web of Science ®Google Scholar
• ELSBY, R., MAGGS, J. L., ASHBY, J., PATON, D., SUMPTER, J. P. and PARK, B. K., 2001, Assessment of the effects of metabolism on the estrogenic activity of xenoestrogens: a two-stage approach coupling human liver microsomes and a yeast estrogenicity assay. Journal of Pharmacology and Experimental Therapeutics, 296, 329–337.
   PubMed Web of Science ®Google Scholar
• GAIDO, K. W., MANESS, S. C., MCDONNELL, D. P., DEHAL, S. S., KUPFER, D. and SAFE, S., 2000, Interaction of methoxychlor and related compounds with estrogen receptor a and 3, and androgen receptor: structure—activity studies. Molecular Pharmacology, 58, 852–858.
   PubMed Web of Science ®Google Scholar
• GRAY, L. E., JR, OSTBY, J., FERRELL, J., REHNBERG, G., LINDER, R., COOPER, R., GOLDMAN, J., SLOTT, V. and LASKEY, J., 1989, A dose—response analysis of methoxychlor-induced alterations of reproductive development and function in the rat. Fundamentals of Applied Toxicology, 12, 92–108.
   Google Scholar
• HASHEMI, E., DOBROTA, M., TILL, C. and IOANNIDES, C., 1999, Structural and functional integrity of precision-cut liver slices in xenobiotic metabolism: a comparison of the dynamic organ and multiwell plate culture procedures. Xenobiotica, 29, 11–25.
   PubMed Web of Science ®Google Scholar
• HEMMER, M. J., HEMMER, B. L., BOWMAN, C. J., KROLL, K. J., FOLMAR, L. C., MARCOVICH, D., HOGLUND, M. D. and DENSLOW, N. D., 2001, Effects of p-nonylphenol, methoxychlor, and endosulfan on vitellogenin induction and expression in sheepshead minnow (Cyprinodon variegatus). Environmental and Toxicological Chemistry, 20, 336–343.
   PubMed Web of Science ®Google Scholar
• Hu, Y. and KUPFER, D., 2002, Metabolism of the endocrine disruptor pesticide-methoxychlor by human P450s: pathways involving a novel catechol metabolite. Drug Metabolism and Disposition, 30, 1035–1042.
   PubMed Web of Science ®Google Scholar
• ISHIKAWA, M., HONDA, T., YOSHII, H., IKEDA, T. and IWABUCHI, H., 2004, Structure elucidation of novel metabolites of gemfibrozil in dog: conjugation reaction of conjugated metabolites. Journal of the Mass Spectrometry Society of Japan, 52, 21–28.
   Google Scholar
• KAPOOR, I. P., METCALF, R. L., NYSTROM, R. F. and SANGHA, G. K., 1970, Comparative metabolism of methoxychlor, methiochlor, and DDT in mouse, insects, and in a model ecosystem. Journal of Agriculture and Food Chemistry, 18, 1145–1152.
   PubMed Web of Science ®Google Scholar
• KISHIMOTO, D., OKU, A. and KURIHARA, N., 1995, Enantiotopic selectivity of cytochrome P450-catalysed oxidative demethylation of methoxychlor: Alteration of selectivity depending on isozymes and substrate concentrations. Pesticides Biochemistry and Physiology, 51, 12–19.
   Web of Science ®Google Scholar
• KURIHARA, N. and OKu, A., 1991, Effects of added protein (bovine serum albumin) on the rate and enantiotopic selectivity of oxidative 0-demethylation of methoxychlor in rat liver microsomes. Pesticides Biochemistry and Physiology, 40, 227–235.
   Web of Science ®Google Scholar
• LAKE, B. G., BEAMAND, J. A., WIELD, P. T. and PRICE, R. J., 1996, Use of precision-cut liver slices to evaluate species differences in 2-acetylaminofluorene-induced unscheduled DNA synthesis. Toxicology and Applied Pharmacology, 138, 231–241.
   PubMed Web of Science ®Google Scholar
• PARRISH, A. R., FISHER, R., BAAL, C. M., BURGHARDT, R. C., GANDOLFI, A. J., BRANDEL, K. and RAMOS, K. S., 1998, Benzo(a)pyrene-induced alterations in growth-related gene expression and signaling in precision-cut adult rat liver and kidney slices. Toxicology and Applied Pharmacology, 152, 302–308.
   PubMed Web of Science ®Google Scholar
• SCHLENK, D., STRESSER, D. M., MCCANTS, J. C., NIMROD, A. C. and BENSON, W. H., 1997, Influence of il-naphthoflavone and methoxychlor pretreatment on the biotransformation and estrogenic activity of methoxychlor in channel catfish (Ictalurus punctatus). Toxicology and Applied Pharmacology, 145, 394–356.
   Web of Science ®Google Scholar
• SCHMIEDER, P., TAPPER, M., LINNUM, A., DENNY, J., KOLANCZYK, R. and JOHNSON, R., 2000, Optimization of a precision-cut trout liver tissue slice assay as a screen for vitellogenin induction: comparison of slice incubation techniques. Aquatic Toxicology, 49, 251–268.
   PubMed Web of Science ®Google Scholar
• SHELBY, M. D., NEWBLOD, R. R., TULLY, D. B., CHAE, K. and DAVIS, V. L., 1996, Assessing environmental chemicals for estrogenicity using a combination of in vitro and in vivo assays. Environmental Health Perspectives, 104, 1296–1300.
   PubMed Web of Science ®Google Scholar
• SINGH, Y., COOKE, J. B., HINTON, D. E. and MILLER, M. G., 1996, Trout liver slices for metabolism and toxicity studies. Drug Metabolism and Disposition, 24, 7–14.
   PubMed Web of Science ®Google Scholar
• STEENSMA, A., BEAMAND, J. A., WALTERS, D. G., PRICE, R. J. and LAKE, B. G., 1994, Metabolism of coumarin and 7-ethoxycoumarin by rat, mouse, guinea pig, Cynomolgus monkey and human precision-cut liver slices. Xenobiotica, 24, 893–907.
   PubMed Web of Science ®Google Scholar
• STRESSER, D. M. and KUPFER, D., 1998, Prosubstrates of CYP3A4, the major human hepatic cytochrome P450. Transformation into substrates by other P450 isoforms. Biochemical Pharmacology, 55, 1861–1871.
   PubMed Web of Science ®Google Scholar
• THOMPSON, D. C., PERERA, K. and LONDON, R., 1996, Metabolism and toxicity of 4-hydroxyphenylacetone in rat liver slices: comparison with acetaminophen. Drug Metabolism and Disposition, 24, 866–871.
   PubMed Web of Science ®Google Scholar
• WALSH, J. S., PATANELLA, J. E., HALM, K. A. and FACCHINE, K. L., 1995, An improved HPLC assay for the assessment of liver slice metabolic viability using 7-ethoxycoumarin. Drug Metabolism and Disposition, 23, 869–874.
   PubMed Web of Science ®Google Scholar
• ZALKO, D., PERDU-DURAND, E., DEBRAUWER, L., BEC-FERTE, M. and TULLIEZ, J., 1998, Comparative metabolism of clenbuterol by rat and bovine liver microsomes and slices. Drug Metabolism and Disposition, 26, 28–35.
   Google Scholar