Sulfation of tibolone metabolites by human postmenopausal liver and small intestinal sulfotransferases (SULTs)

Steroids

Volumn 71, Issue 5, 2006, Pages 343-351

  Wang, Min ^a   Ebmeier, Christopher C ^a   Olin, John R ^a   Anderson, Robert J ^a  

^a CREIGHTON UNIVERSITY MEDICAL CENTER   (United States)

Author keywords

Liver; Small intestine; Sulfation; SULT; Tibolone metabolites

Indexed keywords

3ALPHA HYDROXYTIBOLONE; 3BETA HYDROXYTIBOLONE; DRUG METABOLITE; LIVER ENZYME; MESSENGER RNA; SULFOTRANSFERASE; SULFOTRANSFERASE 1A1; SULFOTRANSFERASE 1A3; SULFOTRANSFERASE 1E1; SULFOTRANSFERASE 2A1; TIBOLONE; UNCLASSIFIED DRUG;

ADULT; AGED; ARTICLE; CONTROLLED STUDY; DRUG SULFATION; DRUG TRANSFORMATION; ENZYME ACTIVITY; ENZYME ANALYSIS; ENZYME REGULATION; FEMALE; HUMAN; HUMAN TISSUE; LIVER; POSTMENOPAUSE; REVERSE TRANSCRIPTION POLYMERASE CHAIN REACTION; SMALL INTESTINE;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; GENE EXPRESSION PROFILING; HUMANS; INTESTINE, SMALL; LIVER; NITROPHENOLS; NORPREGNENES; PHOSPHOADENOSINE PHOSPHOSULFATE; POSTMENOPAUSE; REVERSE TRANSCRIPTASE POLYMERASE CHAIN REACTION; RNA, MESSENGER; SODIUM CHLORIDE; SULFOTRANSFERASES; TEMPERATURE;

EID: 33646074319     PISSN: 0039128X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.steroids.2005.11.003     Document Type: Article

References (38)

1. Bjarnason N.H., Bjarnanson K., Haarbo J., Rosenquist C., and Christiansen C. Tibolone: prevention of bone loss in late postmenopausal women. J Clin Endocrinol Metab 81 (1996) 2419-2422
2. Lippuner K., Haenggi W., Birkhaeuser M.H., Casez J., and Jaeger P. Prevention of postmenopausal bone loss using tibolone or conventional peroral or transdermal hormone replacement therapy with 17-estradiol and dydrogesterone. J Bone Miner Res 12 (1997) 806-812
3. Moore R. Livial: a review of clinical studies. Br J Obstet Gynaecol 106 Suppl. 19 (1999) 1-21
4. Kloosterboer H.J., and Ederveen A. Pros and cons of existing treatment modalities in osteoporosis: a comparison between tibolone, SERMs and estrogen (+/-progestogen) treatments. J Steroid Biochem Mol Biol 83 (2003) 157-165
5. Kloosterboer H.J. Tibolone: a steroid with a tissue-specific mode of action. J Steroid Biochem Mol Biol 76 (2001) 231-238
6. Genazzani A.R., Benedek-Jaszmann L., Hart D., Andolsek L., Kicovic P., and Tax L. Org OD 14 and the endometrium. Maturitas 13 (1991) 243-251
7. Egarter C., Huber J.C., Leikermoser R., Haidbauer R., Pusch H., Fischl F., et al. Tibolone versus conjugated estrogens and sequential progestogen in the treatment of climacteric complaints. Maturitas 23 (1996) 55-62
8. Erel C., Elter K., Akman C., Ersavasti G., Altug A., Seyisoglu H., et al. Mammographic changes in women receiving tibolone therapy. Fertil Steril 69 (1998) 870-875
9. Ginsburg J., Prelevic G., Butler D., and Okolo S. Clinical experience with tibolone (Livial) over 8 years. Maturitas 21 (1995) 71-76
10. Hammar M., Christau S., Nathorst-Boos J., Rud T., and Garre K. A double-blind, randomised trial comparing the effects of tibolone and continuous combined hormone replacement therapy in postmenopausal women with menopausal symptoms. Br J Obstet Gynaecol 105 (1998) 904-911
11. de Gooyer M.E., Kleyn G., Smits K.C., Ederveen A.G., Verheul H.A.M., and Kloosterboer H.J. Tibolone: a compound with tissue specific inhibitory effects on sulfatase. Mol Cell Endocrinol 183 (2001) 55-62
12. Blanchard R., Freimuth R.R., Buck J., Weinshilboum R.M., and Coughtrie M.W. A proposed nomenclature system for the cytosolic sulfotransferase (SULT) superfamily. Pharmacogenetics 14 (2004) 199-211
13. Falany J.L., Macrina N., and Falany C.N. Sulfation of tibolone and tibolone metabolites by expressed human cytosolic sulfotransferases. J Steroid Biochem Mol Biol 88 (2004) 383-391
14. Otterness D.M., Weiben E., Wood T., Watson R., Madden B., McCormick D., et al. Human liver dehydroepiandrosterone sulfotransferase: molecular cloning and expression of cDNA. Mol Pharmacol 41 (1992) 865-872
15. Aksoy I.A., Wood T.C., and Weinshilboum R.M. Human liver estrogen sulfotransferase: identification by cDNA cloning and expression. Biochem Biophys Res Commun 200 (1994) 1621-1629
16. Her C., Kaur P.G., Athwal R.S., and Weinshilboum R.M. Human sulfotransferase SULT1C1: cDNA cloning, tissue-specific expression, and chromosomal localization. Genomics 41 (1997) 467-470
17. Raftogianis R.B., Wood T.C., and Weinshilboum R.M. Human phenol sulfotransferases SULT1A2 and SULT1A1: genetic polymorphisms, allozyme properties, and human liver genotype-phenotype correlations. Biochem Pharmacol 58 (1999) 605-616
18. Her C., Wood T., Eichler E., Mohrenweiser H., Ramagli L., Siciliano M., et al. Human hydroxysteroid sulfotransferase SULT2B1: two enzymes encoded by a single chromosome 19 gene. Genomics 53 (1998) 284-295
19. Li X., and Anderson R.J. Sulfation of iodothyronines by recombinant human liver steroid sulfotransferases. Biochem Biophys Res Commun 263 (1999) 632-639
20. Kudlacek P.E., Anderson R.J., Liebentritt D.K., Johnson G.A., and Huerter C.J. Human skin and platelet minoxidil sulfotransferase activities: biochemical properties, correlations and contribution of thermolabile phenol sulfotransferase. J Pharmacol Exp Ther 273 (1995) 582-590
21. Dubin R.L., Hall C.M., Pileri C.L., Kudlacek P.E., Li X.Y., Yee J.A., et al. Thermostable (SULT1A1) and thermolabile (SULT1A3) phenol sulfotransferases in human osteosarcoma and osteoblast cells. Bone 28 (2001) 617-624
22. Li X.Y., Clemens D.L., Cole J.R., and Anderson R.J. Characterization of human liver thermostable phenol sulfotransferase (SULT1A1) allozymes with 3,3′,5-triiodothyronine as the substrate. J Endocrinol 171 (2001) 525-532
23. Anderson R.J., and Ebmeier C.C. Human anterior pituitary phenol sulfotransferase SULT1A1 and SULT1A3 activities, 12th International Congress of Endocrinology. Medimond (2004) 1197-1201
24. Dooley T., Haldeman-Cahill R., Joiner J., and Wilborn T. Expression profiling of human sulfotransferase and sulfatase gene superfamilies in epithelial tissues and cultured cells. Biochem Biophys Res Commun 277 (2000) 236-245
25. Foldes A., and Meek J.L. Rat brain phenolsulfotransferase-partial purification and some properties. Biochim Biophys Acta 327 (1973) 365-374
26. Anderson R.J., and Liebentritt D. Human platelet thermostable phenol sulfotransferase: assay of frozen samples and correlation between frozen and fresh activities. Clin Chim Acta 189 (1990) 221-230
27. Ebmeier C.C., and Anderson R.J. Human thyroid phenol sulfotransferase enzymes 1A1 and 1A3: activities in normal and diseased thyroid glands, and inhibition by thyroid hormones and phytoestrogens. J Clin Endocrinol Metab 89 (2004) 5597-5605
28. Bradford M.M. A Rapid and sensitive method for quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem 72 (1976) 248-254
29. Reiter C., Mwaluko G., Dunnette J., Loon J.V., and Weinshilboum R.M. Thermolabile and thermostable human platelet phenol sulfotransferase. Naunyn Schmiedebergs Arch Pharmacol 324 (1983) 140-147
30. Anderson R.J., Jackson B.L., and Liebentritt D. Human platelet thermostable phenol sulfotransferase from blacks and whites: biochemical properties and variations in thermal stability. J Lab Clin Med 112 (1988) 773-783
31. Eisenthal R., and Cornish-Bowden A. The direct linear plot. A new graphical procedure for estimating enzyme kinetic parameters. Biochem J 139 (1974) 715-720
32. Her C., Szumlanski C.L., Aksoy I.A., and Weinshilboum R.M. Human jejunal estrogen sulfotransferase and dehydroepiandrosterone sulfotransferase. Drug Metab Dispos 24 (1996) 1328-1335
33. Chen G., Zhang D., Jing N., Falany C.N., and Radominska-Pandya A. Human gastrointestinal sulfotransferases: identification and distribution. Toxicol Appl Pharmacol 187 (2003) 186-197
34. Aksoy I.A., Sochorova V., and Weinshilboum R.M. Human liver dehydroepiandrosterone sulfotransferase: nature and extent of individual variation. Clin Pharmacol Ther 54 (1993) 498-506
35. Thomae B.A., Eckloff B.W., Freimuth R.R., Wieben E.D., and Weinshilboum R.M. Human sulfotransferase SULT2A1 pharmacogenetics: genotype-to-phenotype studies. Pharmacogenomics J 2 (2002) 48-56
36. Adjei A.A., Thomae B.A., Prondzinski J.L., Eckloff B.W., Wieben E.D., and Weinshilboum R.M. Human estrogen sulfotransferase (SULT1E1) pharmacogenomics: gene resequencing and functional genomics. Br J Pharmacol 139 (2003) 1373-1382
37. Rubin G.L., Harrold A.J., Mills J.A., Falany C.N., and Coughtrie M.W. Regulation of sulphotransferase expression in the endometrium during the menstrual cycle, by oral contraceptives and during early pregnancy. Mol Hum Reprod 5 (1999) 995-1002
38. Falany J.L., and Falany C.N. Regulation of estrogen sulfotransferase in human endometrial adenocarcinoma cells by progesterone. Endocrinology 137 (1996) 1395-1401