The (+)- and (-)-gossypols potently inhibit human and rat 11β-hydroxysteroid dehydrogenase type 2

Journal of Steroid Biochemistry and Molecular Biology

Volumn 113, Issue 3-5, 2009, Pages 177-181

  Chen, Bing Bing ^a,c   Lin, Han ^b   Hu, Guo Xin ^a,c   Su, Ying ^b   Zhou, Hong Yu ^a,c   Lian, Qing Quan ^b   Cai, Hui ^b,d   Hardy, Dianne O ^c   Gu, Ding Ying ^b   Ge, Ren Shan ^a,b,c  

^a School of Pharmacy Second Military Medical University Guohe Road 325   (China)

^b WENZHOU MEDICAL UNIVERSITY   (China)

^c ROCKEFELLER UNIVERSITY   (United States)

^d EMORY UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

11 Hydroxysteroid dehydrogenase; Gossypol; Steroids

Indexed keywords

11BETA HYDROXYSTEROID DEHYDROGENASE 2; CARBENOXOLONE; GOSSYPOL;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CONTROLLED STUDY; ENANTIOMER; ENZYME ACTIVITY; ENZYME INHIBITION; HUMAN; HYPOKALEMIA; IC 50; KIDNEY MICROSOME; LEYDIG CELL; LIVER MICROSOME; MALE; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; RAT;

11-BETA-HYDROXYSTEROID DEHYDROGENASE TYPE 2; 11-BETA-HYDROXYSTEROID DEHYDROGENASES; ANIMALS; CARBENOXOLONE; CONTRACEPTIVE AGENTS, MALE; DOSE-RESPONSE RELATIONSHIP, DRUG; GOSSYPOL; HUMANS; HYPERTENSION; HYPOKALEMIA; KIDNEY; MALE; MICROSOMES, LIVER; RATS; RATS, SPRAGUE-DAWLEY; STEREOISOMERISM;

RATTUS;

EID: 61349164790     PISSN: 09600760     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jsbmb.2008.12.006     Document Type: Article

References (24)

1. Berger S.A., Cole T.J., Schmid W., and Schutz G. Molecular genetic analysis of glucocorticoid and mineralocorticoid signaling in development and physiological processes. Steroids 61 4 (1996) 236-239
2. Gass P., Reichardt H.M., Strekalova T., Henn F., and Tronche F. Mice with targeted mutations of glucocorticoid and mineralocorticoid receptors: models for depression and anxiety?. Physiol. Behav. 73 5 (2001) 811-825
3. Tomlinson J.W., Walker E.A., Bujalska I.J., Draper N., Lavery G.G., Cooper M.S., Hewison M., and Stewart P.M. 11β-hydroxysteroid dehydrogenase type 1: a tissue-specific regulator of glucocorticoid response. Endocr. Rev. 25 5 (2004) 831-866
4. Lakshmi V., and Monder C. Purification and characterization of the corticosteroid 11β-dehydrogenase component of the rat liver 11β-hydroxysteroid dehydrogenase complex. Endocrinology 123 5 (1988) 2390-2398
5. White P.C., Mune T., and Agarwal A.K. 11β-Hydroxysteroid dehydrogenase and the syndrome of apparent mineralocorticoid excess. Endocr. Rev. 18 1 (1997) 135-156
6. White P.C., Mune T., Rogerson F.M., Kayes K.M., and Agarwal A.K. Molecular analysis of 11 beta-hydroxysteroid dehydrogenase and its role in the syndrome of apparent mineralocorticoid excess. Steroids 62 1 (1997) 83-88 (Review) (43 refs.)
7. Edwards C.R., Stewart P.M., Burt D., Brett L., McIntyre M.A., Sutanto W.S., deKloet E.R., and Monder C. Localisation of 11β-hydroxysteroid dehydrogenase-tissue specific protector of the mineralocorticoid receptor. Lancet 2 8618 (1988) 986-989
8. Qian S.Z., and Wang Z.G. A potential antifertility agent for males. Ann. Rev. Pharmacol. Toxicol. 24 (1984) 329-360
9. Den Boer P.J., and Grootegoed J.A. Differential effects of (+)- and (-)-gossypol enantiomers on LDH-C4 activity of hamster spermatogenic epithelium in vitro. J. Reprod. Fertil. 83 2 (1988) 701-709
10. Matlin S.A., Zhou R., Bialy G., Blye R.P., Naqvi R.H., and Lindberg M.C. (-)-Gossypol: an active male antifertility agent. Contraception 31 2 (1985) 141-149
11. Sang G.W., Lorenzo B., and Reidenberg M.M. Inhibitory effects of gossypol on corticosteroid 11-beta-hydroxysteroid dehydrogenase from guinea pig kidney: a possible mechanism for causing hypokalemia. J. Steroid Biochem. Mol. Biol. 39 2 (1991) 169-176
12. Song D., Lorenzo B., and Reidenberg M.M. Inhibition of 11 beta-hydroxysteroid dehydrogenase by gossypol and bioflavonoids. J. Lab. Clin. Med. 120 5 (1992) 792-797
13. White P.C., Mune T., Rogerson F.M., Kayes K.M., and Agarwal A.K. 11β-Hydroxysteroid dehydrogenase and its role in the syndrome of apparent mineralocorticoid excess. Pediatr. Res. 41 1 (1997) 25-29
14. Wang M.S., Lorenzo B.J., and Reidenberg M.M. NAD- and NADP-dependent 11 beta-hydroxysteroid dehydrogenase isoforms in guinea pig kidney with gossypol inhibition. Chung Kuo Yao Li Hsueh Pao 18 6 (1997) 481-485
15. Lakshmi V., and Monder C. Evidence for independent 11-oxidase and 11-reductase activities of 11 beta-hydroxysteroid dehydrogenase: enzyme latency, phase transitions, and lipid requirements. Endocrinology 116 2 (1985) 552-560
16. Salva A., Klinefelter G.R., and Hardy M.P. Purification of rat Leydig cells: increased yields after unit-gravity sedimentation of collagenase-dispersed interstitial cells. J. Androl. 22 (2001) 665-671
17. Payne A.H., Downing J.R., and Wong K.L. Luteinizing hormone receptor and testosterone synthesis in two distinct populations of Leydig cells. Endocrinology 106 (1980) 1424-1429
18. Ge R.S., Gao H.B., Nacharaju V.L., Gunsalus G.L., and Hardy M.P. Identification of a kinetically distinct activity of 11β-hydroxysteroid dehydrogenase in rat Leydig cells. Endocrinology 138 6 (1997) 2435-2442
19. Atanasov A.G., Nashev L.G., Schweizer R.A., Frick C., and Odermatt A. Hexose-6-phosphate dehydrogenase determines the reaction direction of 11β-hydroxysteroid dehydrogenase type 1 as an oxoreductase. FEBS Lett. 571 1-3 (2004) 129-133
20. Banhegyi G., Benedetti A., Fulceri R., and Senesi S. Cooperativity between 11β-hydroxysteroid dehydrogenase type 1 and hexose-6-phosphate dehydrogenase in the lumen of the endoplasmic reticulum. J. Biol. Chem. 279 26 (2004) 27017-27021
21. Duplomb L., Lee Y., Wang M.Y., Park B.H., Takaishi K., Agarwal A.K., and Unger R.H. Increased expression and activity of 11β-HSD-1 in diabetic islets and prevention with troglitazone. Biochem. Biophys. Res. Commun. 313 3 (2004) 594-609
22. Lavery G.G., Walker E.A., Draper N., Jeyasuria P., Marcos J., Shackleton C.H., Parker K.L., White P.C., and Stewart P.M. Hexose-6-phosphate dehydrogenase knock-out mice lack 11 beta-hydroxysteroid dehydrogenase type 1-mediated glucocorticoid generation. J. Biol. Chem. 281 10 (2006) 6546-6551
23. Coutinho E.M., Athayde C., Atta G., Gu Z.P., Chen Z.W., Sang G.W., Emuveyan E., Adekunle A.O., Mati J., Otubu J., Reidenberg M.M., and Segal S.J. Gossypol blood levels and inhibition of spermatogenesis in men taking gossypol as a contraceptive. A multicenter, international, dose-finding study. Contraception 61 1 (2000) 61-67
24. Dudel C., and Forstermann U. Gossypol attenuates selectively the blood pressure lowering effect of endothelium-dependent vasodilators in the rabbit in vivo. Eur. J. Pharmacol. 145 2 (1988) 217-221