Hepatic CYP1A, 2B, 2C, 2E and 3A regulation by methoxychlor in male and female rats

Toxicology Letters

Volumn 144, Issue 1, 2003, Pages 93-103

  Oropeza Hernández, Luis F ^a   López Romero, Ricardo ^a   Albores, Arnulfo ^a  

^a DEPARTAMENTO DE FÍSICA   (Mexico)

Author keywords

CYP regulation; Liver CYP; Methoxychlor; Organochlorine pesticides; Sex differences

Indexed keywords

4 NITROPHENOL HYDROXYLASE; BENZYLOXYRESORUFIN DEARYLASE; CHEMICAL TERATOGEN; CYTOCHROME P450 1A; CYTOCHROME P450 1A1; CYTOCHROME P450 1A2; CYTOCHROME P450 2B; CYTOCHROME P450 2C; CYTOCHROME P450 2C11; CYTOCHROME P450 2E1; CYTOCHROME P450 3A; CYTOCHROME P450 3A2; ETHOXYRESORUFIN DEETHYLASE; METHOXYCHLOR; METHOXYRESORUFIN DEALKYLASE; PENTOXYRESORUFIN DEALKYLASE; UNCLASSIFIED DRUG; UNCLASSIFIED ENZYME;

ACUTE TOXICITY; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; CONCENTRATION RESPONSE; CONFERENCE PAPER; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME INDUCTION; ENZYME REPRESSION; FEMALE; LIVER TOXICITY; MALE; NONHUMAN; PRIORITY JOURNAL; PROTEIN EXPRESSION; RAT; RAT STRAIN; SEX DIFFERENCE; STATISTICAL SIGNIFICANCE; TERATOGENICITY;

RATTUS NORVEGICUS; STAPHYLOCOCCUS PHAGE 3A; ZEA MAYS;

EID: 0042160036     PISSN: 03784274     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0378-4274(03)00230-3     Document Type: Conference Paper

References (40)

1. Akingbemi B.T., Ge R.S., Klinefelter G.R., Gunsalus G.L., Hardy M.P. A metabolite of methoxychlor, 2,2-bis(p-hydroxyphenyl)-1,1, 1-trichloroethane, reduces testosterone biosynthesis in rat leydig cells through suppression of steady-state messenger ribonucleic acid levels of the cholesterol side-chain cleavage enzyme. Biol. Reprod. 62:2000;571-578.
2. Bitman J., Cecil H.C. Estrogenic activity of DDT analogs and polychlorinated biphenyls. J. Agric. Food Chem. 18:1970;1108-1112.
3. Blizard D., Sueyoshi T., Negishi M., Dehal S.S., Kupfer D. Mechanism of induction of cytochrome P450 enzymes by the proestrogenic endocrine disruptor pesticide-methoxychlor: interactions of methoxychlor metabolites with the constitutive androstane receptor system. Drug Metab. Dispos. 29:2001;781-785.
4. Bulger W.H., Kupfer D. Estrogenic activity of pesticides and other xenobiotics on the uterus and male reproductive tract. Thomas J.A., Korach K.S., McLachlan J.A. Endocrine Toxicology. 1985;1-3 Raven, New York.
5. Bulger W.H., Muccitelli R.M., Kupfer D. Studies on the in vivo and in vitro estrogenic activities of methoxychlor and its metabolites: Role of hepatic monooxigenase in methoxychlor activation. Biochem. Pharmacol. 27:1978;2417-2423.
6. Bunyan P.J., Townsend M.G., Taylor A. Pesticide-induced changes in hepatic microsomal enzyme systems. Some effects of 1,1-DI(p-chlorophenyl)-2,2,2-trichloroethane (DDT) and 1,1-DI(p-chlorophenyl)-2,2-dichloroethylene (DDE) in the rat and Japanese quail. Chem. Biol. Interact. 5:1972;13-26.
7. Burke M.D., Thompson S., Elcombe C.E., Halpert J., Haaparanta T., Mayer R.T. Ethoxy-, pentoxy- and benzyloxyphenoxazone and homologues: a series of substrates to distinguish between different induced cytochromes P-450. Biochem. Pharmacol. 34:1985;3337-3345.
8. Cummings A.M., Gray L.E. Jr. Antifertility effect of methoxychlor in female rats: dose- and time-dependent blockade of pregnancy. Toxicol. Appl. Pharmacol. 97:1989;454-462.
9. Cummings A.M., Laskey J. Effect of methoxychlor on ovarian steroidogenesis: role in early pregnancy loss. Reprod. Toxicol. 7:1993;17-23.
10. Dehal S.S., Kupfer D. Metabolism of the proestrogenic pesticide methoxychlor by hepatic P450 monooxygenases in rats and humans. Dual pathways involving novel ortho ring-hydroxylation by CYP2B. Drug Metab. Dispos. 22:1994;937-946.
11. Derr S.K. Bioactive compounds in the aquatic environment. Loss of methoxychlor from autumn-shed leaves into the aquatic environment. Bull. Environ. Contam. Toxicol. 11:1974;500-502.
12. Flodstrom S., Hemming H., Warngard L., Ahlborg U.G. Promotion of altered hepatic foci development in rat liver, cytochrome P450 enzyme induction and inhibition of cell-cell communication by DDT and some structurally related organohalogen pesticides. Carcinogenesis. 11:1990;1413-1417.
13. Ghosal A., Satoh H., Thomas P.E., Bush E., Moore D. Inhibition and kinetics of cytochrome P4503A activity in microsomes from rat, human, and cDNA-expressed human cytochrome P450. Drug Metab. Dispos. 24:1996;940-947.
14. Gonzalez F.J., Song B.J., Hardwick J.P. Pregnenolone 16 alpha-carbonitrile-inducible P-450 gene family: gene conversion and differential regulation. Mol. Cell. Biol. 6:1986;2969-2976.
15. Gray L.E. Jr., Ostby J., Sigmon R., Ferrell J., Rehnberg G., Linder R., Cooper R., Goldman J., Laskey J. The development of a protocol to assess reproductive effects of toxicants in the rat. Reprod. Toxicol. 2:1988;281-287.
16. Guillette L.J. Jr., Gross T.S., Masson G.R., Matter J.M., Percival H.F., Woodward A.R. Developmental abnormalities of the gonad and abnormal sex hormone concentrations in juvenile alligators from contaminated and control lakes in Florida. Environ. Health Perspect. 102:1994;680-688.
17. Hart L.G., Fouts J.R. Further studies on the stimulation of hepatic microsomal drug metabolizing enzymes by DDT and its analogs. Arch. Exp. Pathol. Pharmacol. 249:1965;486-500.
18. Kapoor I.P., Metcalf R.L., Nystrom R.F., Sangha G.K. Comparative metabolism of methoxychlor, methiochlor, and DDT in mouse, insects, and in a model ecosystem. J. Agric. Food Chem. 18:1970;1145-1152.
19. Kupfer D., Peets L. The effect of o,p′DDD on cortisol and hexobarbital metabolism. Biochem. Pharmacol. 15:1966;573-581.
20. Laemmli U.K. Cleavage of structural proteins during the assembly of head of bacteriophage T4. Nature. 227:1970;680-685.
21. Li H.C., Kupfer D. Mechanism of induction of rat hepatic CYP2B and 3A by the pesticide methoxychlor. J. Biochem. Mol. Toxicol. 12:1998;315-323.
22. Li H.C., Mani C., Kupfer D. Reversible and time-dependent inhibition of the hepatic cytochrome P450 steroidal hydroxylases by the proestrogenic pesticide methoxychlor in rat and human. J. Biochem. Toxicol. 8:1993;195-206.
23. Li H.C., Dehal S.S., Kupfer D. Induction of the hepatic CYP2B and CYP3A enzymes by the proestrogenic pesticide methoxychlor and by DDT in the rat. Effects on methoxychlor metabolism. J. Biochem. Toxicol. 10:1995;51-61.
24. Lowry O.H., Rosenbrough N.F., Farr A.L., Randall R.J. Protein measurement with the Folin phenol reagent. J. Biol. Chem. 193:1951;265-275.
25. Lubet R.A., Mayer R.T., Cameron J.W., Nims R.W., Burke M.D., Wolff T., Guenguerich P.F. Dealkylation of pentoxyresorufin: a rapid and sensitive assay for measuring induction of cytochrome(s) P-450 by phenobarbital and other xenobiotics in the rat. Arch. Biochem. Biophys. 238:1985;43-48.
26. Lubet R.A., Nims R.W., Dragnev K.H., Jones C.R., Diwan B.A., Devor D.E., Ward J.M., Miller M.S., Rice J.M. A markedly diminished pleiotropic response to phenobarbital and structurally-related xenobiotics in Zucker rats in comparison with F344/NCr or DA rats. Biochem. Pharmacol. 43:1992;1079-1087.
27. Matteson P., Ramirez J. Phasing out the use of DDT for malaria control in Mexico. Matteson P.C. Disease Vector Management for Public Health and Conservation. 1999;8.1-8.38 World Wildlife Fund, Washington.
28. Mayer R.T., Netter K.J., Heubel F., Hahnemann B., Buccheister A., Mayer G.K., Burke M.D. 7-Alkoxyquinolines: new fluorescent substrates for cytochrome P450 monooxygenases. Biochem. Pharmacol. 40:1990;1645-1655.
29. Murphy S.D. Pesticides: Casarett and Doull's toxicology. Doull J., Klaassen C.D., Amdur M.O. The Basic Science of Poisons. 1980;357-408 Macmillan, New York.
30. 3H)estradiol binding to rat uterine receptor. Biochem. Pharmacol. 23:1974;447-451.
31. Nerurkar P.V., Park S.S., Thomas P.E., Bims R.W., Lubet R.A. Methoxyresorufin and benzyloxy: substrates preferentially metabolised by cytochromes P4501A2 and 2B, respectively, in the rat and mouse. Biochem. Pharmacol. 46:1993;933-943.
32. NOM, 2001. Especificaciones técnicas para la producción, cuidado y uso de los animales de laboratorio. Norma Oficial Mexicana NOM-062-ZOO-1999. Diario Oficial de la Federación 2a, Sección 575, 20-72.
33. Omura T., Sato R. The carbon monoxide-binding pigment of liver microsomes. J. Biol. Chem. 239:1964;2370-2378.
34. Quattrochi L.C., Guzelian P.S. Cyp3A regulation: from pharmacology to nuclear receptors. Drug Metab. Dispos. 29:2001;615-622.
35. Sierra-Santoyo A., Hernández M., Albores A., Cebrian M.E. Sex-dependent regulation of hepatic cytochrome P-450 by DDT. Toxicol. Sci. 54:2000;81-87.
36. Soucek P., Gut I. Cytochromes P-450 in rats: structures, functions, properties and relevant human forms. Xenobiotica. 22:1992;83-103.
37. Reinke L.A., Moyer M.J. p-Nitrophenol hydroxylation. A microsomal oxidation which is highly inducible by ethanol. Drug Metab. Dispos. 13:1985;548-552.
38. Telhada M.B., Pereira T.M., Lechner M.C. Effect of dexamethasone and phenobarbital on run-on transcription rate and CYP3A mRNA concentration in rat liver: changes during development. Arch. Biochem. Biophys. 298:1992;715-725.
39. Tullner W.W. Uterotropic action of the insecticide methoxychlor. Science. 133:1961;647-648.
40. Waxman D.J., Dannan G.A., Guengerich F.P. Regulation of rat hepatic cytochrome P-450: age-dependent expression, hormonal imprinting, and xenobiotic inducibility of sex-specific isoenzymes. Biochemistry. 24:1985;4409-4417.