Effects of methoxychlor and its metabolite 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane on 11β-hydroxysteroid dehydrogenase activities in vitro

Toxicology Letters

Volumn 218, Issue 1, 2013, Pages 18-23

  Guo, Jingjing ^a   Deng, Haiyun ^a   Li, Hongzhi ^b   Zhu, Qiqi ^a   Zhao, Binghai ^b   Chen, Bingbing ^a   Chu, Yanhui ^b   Ge, Ren Shan ^a  

^a WENZHOU MEDICAL UNIVERSITY   (China)

^b MUDANJIANG MEDICAL UNIVERSITY   (China)

Author keywords

11 hydroxysteroid dehydrogenase; Enzyme inhibition; Glucocorticoid metabolism; HPTE; Methoxychlor

Indexed keywords

11BETA HYDROXYSTEROID DEHYDROGENASE; 11BETA HYDROXYSTEROID DEHYDROGENASE 1; 11BETA HYDROXYSTEROID DEHYDROGENASE 2; 2,2 BIS(4 HYDROXYPHENYL) 1,1,1 THRICHLOROETHANE; METHOXYCHLOR; TRICHLOROETHANE; UNCLASSIFIED DRUG;

ADULT; ANIMAL CELL; ANIMAL TISSUE; ARTICLE; ENZYME ACTIVITY; ENZYME INHIBITION; ENZYME STRUCTURE; HUMAN; HUMAN CELL; IC 50; KIDNEY MICROSOME; LEYDIG CELL; LIVER MICROSOME; MALE; NONHUMAN; PLACENTA; PRIORITY JOURNAL; RAT; TESTIS;

11-BETA-HYDROXYSTEROID DEHYDROGENASE TYPE 1; 11-BETA-HYDROXYSTEROID DEHYDROGENASE TYPE 2; ADULT; ANIMALS; ENZYME INHIBITORS; FEMALE; HUMANS; INHIBITORY CONCENTRATION 50; KIDNEY; MALE; METHOXYCHLOR; MICROSOMES, LIVER; PESTICIDES; PHENOLS; PLACENTA; PREGNANCY; RATS; SPECIES SPECIFICITY;

EID: 84873446553     PISSN: 03784274     EISSN: 18793169     Source Type: Journal    
DOI: 10.1016/j.toxlet.2013.01.002     Document Type: Article

References (39)

1. Agarwal A.K., Monder C., Eckstein B., White P.C. Cloning and expression of rat cDNA encoding corticosteroid 11β-dehydrogenase. Journal of Biological Chemistry 1989, 264:18939-18943.
2. Agarwal A.K., Mune T., Monder C., White P.C. NAD(+)-dependent isoform of 11 beta-hydroxysteroid dehydrogenase. Cloning and characterization of cDNA from sheep kidney. Journal of Biological Chemistry 1994, 269:25959-25962.
3. Agarwal A.K., Rogerson F.M., Mune T., White P.C. Analysis of the human gene encoding the kidney isozyme of 11 beta-hydroxysteroid dehydrogenase. Journal of Steroid Biochemistry and Molecular Biology 1995, 55:473-479.
4. 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. Biology of Reproduction 2000, 62:571-578.
5. Albiston A.L., Obeyesekere V.R., Smith R.E., Krozowski Z.S. Cloning and tissue distribution of the human 11 beta-hydroxysteroid dehydrogenase type 2 enzyme. Molecular and Cellular Endocrinology 1994, 105:R11-R17.
6. Arriza J.L., Weinberger C., Cerelli G., Glaser T.M., Handelin B.L., Housman D.E., et al. Cloning of human mineralocorticoid receptor complementary DNA: structural and functional kinship with the glucocorticoid receptor. Science 1987, 237:268-275.
7. Blanchard D.C., Spencer R.L., Weiss S.M., Blanchard R.J., McEwen B., Sakai R.R. Visible burrow system as a model of chronic social stress: behavioral and neuroendocrine correlates. Psychoneuroendocrinology 1995, 20:117-134.
8. Doyle L.W., Faber B., Callanan C., Morley R. Blood pressure in late adolescence and very low birth weight. Pediatrics 2003, 111:252-257.
9. Funder J.W., Pearce P.T., Smith R., Smith A.I. Mineralocorticoid action: target tissue specificity is enzyme, not receptor, mediated. Science 1988, 242:583-585.
10. Gao H.B., Tong M.H., Hu Y.Q., Guo Q.S., Ge R., Hardy M.P. Glucocorticoid induces apoptosis in rat leydig cells. Endocrinology 2002, 143:130-138.
11. Ge R.-S., Dong Q., Niu E.-M., Sottas C.M., Hardy D.O., Catterall J.F., et al. 11β-hydroxysteroid dehydrogenase 2 in rat Leydig cells: its role in blunting glucocorticoid action at physiological levels of substrate. Endocrinology 2005, 146:2657-2664.
12. Ge R.S., Dong Q., Niu E.M., Sottas C.M., Hardy D.O., Catterall J.F., et al. 11beta-hydroxysteroid dehydrogenase 2 in rat leydig cells: its role in blunting glucocorticoid action at physiological levels of substrate. Endocrinology 2005, 146:2657-2664.
13. Ge R.S., Gao H.B., Nacharaju V.L., Gunsalus G.L., Hardy M.P. Identification of a kinetically distinct activity of 11beta-hydroxysteroid dehydrogenase in rat Leydig cells. Endocrinology 1997, 138:2435-2442.
14. Guo J., Yuan X., Qiu L., Zhu W., Wang C., Hu G., et al. Inhibition of human and rat 11beta-hydroxysteroid dehydrogenases activities by bisphenol A. Toxicology Letters 2012, 215:126-130.
15. Gupta R.K., Aberdeen G., Babus J.K., Albrecht E.D., Flaws J.A. Methoxychlor and its metabolites inhibit growth and induce atresia of baboon antral follicles. Toxicologic Pathology 2007, 35:649-656.
16. Gupta R.K., Schuh R.A., Fiskum G., Flaws J.A. Methoxychlor causes mitochondrial dysfunction and oxidative damage in the mouse ovary. Toxicology and Applied Pharmacology 2006, 216:436-445.
17. Hall D.L., Payne L.A., Putnam J.M., Huet-Hudson Y.M. Effect of methoxychlor on implantation and embryo development in the mouse. Reproductive Toxicology 1997, 11:703-708.
18. Harvey C.N., Esmail M., Wang Q., Brooks A.I., Zachow R., Uzumcu M. Effect of the methoxychlor metabolite HPTE on the rat ovarian granulosa cell transcriptome in vitro. Toxicological Sciences 2009, 110:95-106.
19. Hirasawa G., Takeyama J., Sasano H., Fukushima K., Suzuki T., Muramatu Y., et al. 11Beta-hydroxysteroid dehydrogenase type II and mineralocorticoid receptor in human placenta. Journal of Clinical Endocrinology and Metabolism 2000, 85:1306-1309.
20. Hu G.X., Zhao B., Chu Y., Li X.H., Akingbemi B.T., Zheng Z.Q., et al. Effects of methoxychlor and 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane on 3beta-hydroxysteroid dehydrogenase and 17beta-hydroxysteroid dehydrogenase-3 activities in human and rat testes. International Journal of Andrology 2011, 34:138-144.
21. 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. Journal of Agricultural and Food Chemistry 1970, 18:1145-1152.
22. Krozowski Z., Albiston A.L., Obeyesekere V.R., Andrews R.K., Smith R.E. The human 11beta-hydroxysteroid dehydrogenase type II enzyme: comparisons with other species and localization to the distal nephron. Journal of Steroid Biochemistry and Molecular Biology 1995, 55:457-464.
23. Lakshmi V., Monder C. Extraction of 11beta-hydroxysteroid dehydrogenase from rat liver microsomes by detergents. Journal of Steroid Biochemistry 1985, 22:331-340.
24. Monder C., Hardy M.P., Blanchard R.J., Blanchard D.C. Comparative aspects of 11β-hydroxysteroid dehydrogenase. Testicular 11beta-hydroxysteroid dehydrogenase: development of a model for the mediation of Leydig cell function by corticosteroids. Steroids 1994, 59:69-73.
25. Monder C., Sakai R.R., Miroff Y., Blanchard D.C., Blanchard R.J. Reciprocal changes in plasma corticosterone and testosterone in stressed male rats maintained in a visible burrow system: evidence for a mediating role of testicular 11beta-hydroxysteroid dehydrogenase. Endocrinology 1994, 134:1193-1198.
26. Monder C., White P.C. 11beta-hydroxysteroid dehydrogenase. Vitamins and Hormones 1993, 47:187-271.
27. Moore X.L., Hoong I., Cole T.J. Expression of the 11β-hydroxysteroid dehydrogenase 2 gene in the mouse. Kidney International 2000, 57:1307-1312.
28. Payne A.H., Downing J.R., Wong K.L. Luteinizing hormone receptors and testosterone synthesis in two distinct populations of Leydig cells. Endocrinology 1980, 106:1424-1429.
29. Phillips D.M., Lakshmi V., Monder C. Corticosteroid 11β-dehydrogenase in rat testis. Endocrinology 1989, 125:209-216.
30. Seckl J.R. Prenatal glucocorticoids and long-term programming. European Journal of Endocrinology/European Federation of Endocrine Societies 2004, 151(Suppl. 3):U49L U62.
31. Seckl J.R., Holmes M.C. Mechanisms of disease: glucocorticoids, their placental metabolism and fetal 'programming' of adult pathophysiology. Nature Clinical Practice Endocrinology & Metabolism 2007, 3:479-488.
32. Sriraman V., Niu E., Matias J.R., Donahoe P.K., MacLaughlin D.T., Hardy M.P., et al. Mullerian inhibiting substance inhibits testosterone synthesis in adult rats. Journal of Andrology 2001, 22:750-758.
33. Steinberg K.K., Garza A., Bueso J.A., Burse V.W., Phillips D.L. Serum pesticide concentrations in farming cooperatives in Honduras. Bulletin of Environment Contamination and Toxicology 1989, 42:643-650.
34. Stewart P.M., Murry B.A., Mason J.I. Type 2 11beta-hydroxysteroid dehydrogenase in human fetal tissues. Journal of Clinical Endocrinology and Metabolism 1994, 78:1529-1532.
35. Stewart P.M., Wallace A.M., Valentino R., Burt D., Shackleton C.H., Edwards C.R. Mineralocorticoid activity of liquorice: 11beta hydroxysteroid dehydrogenase deficiency comes of age. Lancet 1987, 2:821-824.
36. Wauchope R.D., Buttler T.M., Hornsby A.G., Augustijn-Beckers P.W., Burt J.P. The SCS/ARS/CES pesticide properties database for environmental decision-making. Reviews of Environment Contamination and Toxicology 1992, 123:1-155.
37. White P.C., Mune T., Agarwal A.K. 11 beta-hydroxysteroid dehydrogenase and the syndrome of apparent mineralocorticoid excess. Endocrine Reviews 1997, 18:135-156.
38. White P.C., Mune T., Rogerson F.M., Kayes K.M., Agarwal A.K. 11beta-hydroxysteroid dehydrogenase and its role in the syndrome of apparent mineralocorticoid excess. Pediatric Research 1997, 41:25-29.
39. Yabaluri N., Bashyam M.D. Hormonal regulation of gluconeogenic gene transcription in the liver. Journal of Bioscience 2010, 35:473-484.