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

Xenobiotica

Volumn 34, Issue 8, 2004, Pages 741-754

  Ohyama, K ^a   Maki, S ^a   Sato, K ^a   Kato, Y ^a  

^a INSTITUTE OF ENVIRONMENTAL TOXICOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON 14; CYTOCHROME P450; INSECTICIDE; METHOXYCHLOR; 7 ETHOXYCOUMARIN; 7-ETHOXYCOUMARIN; COUMARIN DERIVATIVE;

ANIMAL TISSUE; ARTICLE; BIODEGRADATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LIVER METABOLISM; MASS SPECTROMETRY; METABOLITE; MOUSE; NONHUMAN; QUAIL; RADIOACTIVITY; RAINBOW TROUT; RAT; SPECIES DIFFERENCE; TOXICOKINETICS; ANIMAL; BIOLOGICAL MODEL; CHEMISTRY; COMPARATIVE STUDY; COTURNIX; IN VITRO STUDY; KINETICS; LIVER; MALE; METABOLISM; SPRAGUE DAWLEY RAT;

ANIMALIA; COTURNIX JAPONICA; ONCORHYNCHUS; ONCORHYNCHUS MYKISS; PHASIANIDAE; SALMONIDAE;

ANIMALS; COTURNIX; COUMARINS; INSECTICIDES; KINETICS; LIVER; MALE; METHOXYCHLOR; MICE; MODELS, BIOLOGICAL; ONCORHYNCHUS MYKISS; RATS; RATS, SPRAGUE-DAWLEY; SPECIES SPECIFICITY;

EID: 8444251752     PISSN: 00498254     EISSN: None     Source Type: Journal    
DOI: 10.1080/00498250400003455     Document Type: Article

References (32)

1. 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.
2. 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.
3. 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.
4. 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.
5. BULGER, W. H., MUCCITELLI, R. M. and KUPFER, D., 1978b, Interactions of methoxychlor, methoxychlor base-soluble contaminant, and 2,2-bis(p- hydroxyphenyl)-1 ,1,1-trichloroethane with rat uterine estrogen receptor. Journal of Toxicology and Environmental Health, 4, 881-893.
6. DAVISON, K. L., FEIL, V. J. and LAMOUREUX, C. H., 1982, Methoxychlor metabolism in goats. Journal of Agriculture and Food Chemistry, 30, 130-137.
7. 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.
8. 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.
9. DOGTEROM, P., 1993, Development of a simple incubation system for metabolism studies with precision-cut liver slices. Drug Metabolism and Disposition, 21, 699-704.
10. 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.
11. EKINS, S., 1996, Past, present, and future applications of precision-cut liver slices for in vitro xenobiotic metabolism. Drug Metabolism Reviews, 28, 591-623.
12. 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.
13. 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 α and β and androgen receptor: structure-activity studies. Molecular Pharmacology, 58, 852-858.
14. 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.
15. 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.
16. 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.
17. HU, Y. and KUPFER, D., 2002, Metabolism of the endocrine disrupter pesticide-methoxychlor by human P450s: pathways involving a novel catechol metabolite. Drug Metabolism and Disposition, 30, 1035-1042.
18. 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.
19. 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.
20. 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.
21. KURIHARA, N. and OKU, A., 1991, Effects of added protein (bovine serum albumin) on the rate and enantiotopic selectivity of oxidative O-demethylation of methoxychlor in rat liver microsomes. Pesticides Biochemistry and Physiology, 40, 227-235.
22. 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.
23. PARRISH, A. R., FISHER, R., BRAL, 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.
24. SCHLENK, D., STRESSER, D. M., MCCANTS, J. C., NIMROD, A. C. and BENSON, W. H., 1997, Influence of β-naphthoflavone and methoxychlor pretreatment on the biotransformation and estrogenic activity of methoxychlor in channel catfish (Ictalurus punctatus). Toxicology and Applied Pharmacology, 145, 394-356.
25. 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.
26. 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.
27. 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.
28. 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.
29. 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.
30. 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.
31. 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.
32. 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.