Estrogen sulfotransferases in breast and endometrial cancers

Annals of the New York Academy of Sciences

Volumn 1155, Issue , 2009, Pages 88-98

  Pasqualini, Jorge Raul ^a  

^a Hormones and Cancer Research Unit   (France)

Author keywords

Breast; Cancer; Endometrium; Estrogen sulfotransferase (EST); Estrogens; Sulfotransferase (SULT)

Indexed keywords

CELECOXIB; ESTRADIOL; ESTRIOL; ESTROGEN SULFOTRANSFERASE; FLAVONOID; GESTAGEN; ISOFLAVONE; MEDROGESTONE; NOMEGESTROL ACETATE; PHYTOESTROGEN; PRASTERONE; PREGNENOLONE; PROGESTERONE; PROMEGESTONE; QUERCETIN; RALOXIFENE; RESVERATROL; SULFOTRANSFERASE 1A1; TAMOXIFEN; TESTOSTERONE; TIBOLONE;

BREAST CANCER; CANCER CELL; CANCER CELL CULTURE; CELL PROLIFERATION; CELL STIMULATION; CELL STRAIN MCF 7; CONFERENCE PAPER; DISEASE ACTIVITY; DRUG ACTIVITY; DRUG MECHANISM; DRUG MEGADOSE; ENDOMETRIUM CARCINOMA; ENZYME ACTIVATION; ENZYME ACTIVITY; ENZYME REGULATION; ENZYME SUBSTRATE; HORMONE ACTION; HORMONE DEPENDENCE; HUMAN; IMMUNOHISTOCHEMISTRY; LOW DRUG DOSE; NONHUMAN; PROTEIN EXPRESSION; PROTEIN FAMILY; PROTEIN FUNCTION;

EID: 61649104578     PISSN: 00778923     EISSN: 17496632     Source Type: Book Series    
DOI: 10.1111/j.1749-6632.2009.04113.x     Document Type: Conference Paper

References (69)

1. Pasqualini, J.R. 2004. The selective estrogen enzyme modulators in breast cancer: A review. Biochem. Biophys. Acta 1654 : 123 143.
2. Pasqualini, J.R. & G.S. Chetrite. 2005. Recent insight on the control of enzymes involved in estrogen formation and transformation in human breast cancer. J. Steroid Biochem. Molec. Biol. 93 : 221 236.
3. Pasqualini, J.R. & G.S. Chetrite. 2008. The enzymatic systems in the formation and transformation of estrogens in normal and cancerous human breast: Control and potential clinical applications. In Breast Cancer: Prognosis, Treatment and Prevention. J.R. Pasqualini, Ed INFORMA Healthcare. New York, NY.
4. Pasqualini, J.R., G. Chetrite, M.-C. Blacker, et al. 1996. Concentrations of estrone, estradiol, estrone sulfate and evaluation of sulfatase and aromatase activities in pre- and post-menopausal breast cancer patients. J. Clin. Endocrinol. Metab. 81 : 1460 1464.
5. Santner, S.J., P.D. Feil & R.J. Santen. 1984. In situ estrogen production via estrone sulfatase pathway in breast tumors: Relative importance versus the aromatase pathway. J. Clin. Endocrinol. Metab. 59 : 29 33.
6. Dao, T.L., C. Hayes & P.R. Libby. 1974. Steroid sulfatase in human breast tumors. Proc. Soc. Exp. Biol. Med. 146 : 381 384.
7. Godefroi, V.C., E.R. Locke, D.V. Singh, et al. 1975. The steroid alcohol and estrogen sulfotransferase in rodent and human mammary tumors. Cancer Res. 35 : 1791 1798.
8. Pasqualini, J.R. 1992. Steroid sulphotransferase activity in the human hormone-independent MDA-MB-468 mammary cancer cells. Eur. J. Cancer 28A : 758 762.
9. Blanchard, R.L., R.R. Freimuth, J. Buck, et al. 2004. A proposed nomenclature for the cytosolic-sulfotransferase (SULT) superfamily. Pharmacogen. 14 : 199 211.
10. Gamage, N.U., S. Tsvetanov, R.G. Duggleby, et al. 2005. The structure of human SULT1A1 crystallized with estradiol. An insight into active site plasticity and substrate inhibition with multi-ring substrates. J. Biol. Chem. 280 : 41482 41486.
11. Schrag, M.L., D. Cui, T.H. Rushmore, et al. 2004. Sulfotransferase 1E1 is a low K-M isoform mediating the 3-0-sulfatation of ethynyl estradiol. Drug Metab. Dispos. 32 : 1299 1303.
12. Zhang, H.P., O. Varlamova, F.M. Vargas, et al. 1998. Varmalova. Sulfuryl transfer: The catalytic mechanism of human estrogen sulfotransferase. J. Biol. Chem. 273 : 10888 10892.
13. Pedersen, L.C., E. Petrochenko, S. Shevtsov & M. Negishi. 2002. Crystal structure of the human estrogen sulfotransferase-PAPS complex - Evidence for catalytic role of Ser137 in the sulfuryl transfer reaction. J. Biol. Chem. 277 : 17928 17932.
14. Wild, M.J., P.S. Rudland & D.J. Back. 1991. Metabolism of the oral contraceptive steroids ethynylestradiol and norgestimate by normal (Huma 7) and malignant (MCF-7 and ZR 75-1) human breast cells in culture. J. Steroid Biochem. Molec. Biol. 39 : 535 543.
15. Anderson, E. & A. Howell. 1995. Oestrogen sulphotransferases in malignant and normal human breast tissue. Endocr. Relat. Cancer 2 : 227 233.
16. Pasqualini, J.R. & G.S. Chetrite. 2005. Estrogen sulfotransferase and breast cancer. In Human Cytosolic Sulfotransferase. G.M. Pacifici & M.W.H. Coughtrie, Ed. : 135 157. Taylor & Francis. London, U.K.
17. Falany, J.L. & C.N. Falany. 1996. Expression of cytosolic sulfotransferases in normal mammary epithelial cells and breast cancer cell lines. Cancer Res. 56 : 1551 1555.
18. Falany, C.N., J. Wheeler, T.S. Oh & J.L. Falany. 1994. Steroid sulfation by expressed human cytosolic sulfotransferases. J. Steroid Biochem. Molec. Biol. 48 : 369 375.
19. Falany, J.L. & C.N. Falany. 1997. Regulation of estrogen activity by sulfation in human MCF-7 human breast cancer cells. Oncol. Res. 9 : 589 596.
20. Cho, H., S.M. Aronica & B.S. Katzenellenbogen. 1994. Regulation of progesterone receptor gene expression in MCF-7 breast cancer cells: A comparison of the effects of cyclic adenosine 3′,5′-monophosphate, estradiol, insulin-like growth factor-I, and serum factors. Endocrinol. 134 : 658 664.
21. Knabbe, C., M.E. Lippman, L.M. Wakefield, et al. 1987. Evidence that transformation growth factor-beta is a hormonally regulated negative growth factor in human breast cancer cells. Cell 48 : 417 428.
22. Chetrite, G., E. Le Nestour & J.R. Pasqualini. 1998. Human estrogen sulfotransferase (hEST1) activities and its mRNA in various breast cancer cell lines. Effect of the progestin, promegestone (R-5020). J. Steroid Biochem. Molec. Biol. 66 : 295 302.
23. Chetrite, G., C. Ebert, F. Wright, et al. 1999. Control of sulfatase and sulfotransferase activities by medrogestone in the hormone-dependent MCF-7 and T-47D human breast cancer cells lines. J. Steroid Biochem. Molec. Biol. 70 : 39 45.
24. Chetrite, G.S., J. Paris, J. Shields-Botella, et al. 2003. Effect of nomegestrol acetate on human estrogen sulfotransferase activity in the hormone-dependent MCF-7 and T-47D breast cancer cell lines. Anticancer Res. 3 : 4651 4655.
25. Chetrite, G., H.J. Kloosterboer, J.-C. Philippe & J.R. Pasqualini. 1999. Effect of Org OD14 (Livial R) and its metabolites on human estrogen sulfotransferase activity in the hormone-dependent MCF-7 and T-47D, and the hormone-independent MDA-MB-231, breast cancer cells lines. Anticancer Res. 19 : 269 276.
26. Banoglu, E. 2000. Current status of the cytosolic sulfotransferases in the metabolic activation of promutagens and procarcinogens. Curr. Drug Metab. 1 : 1 30.
27. Pai, T.G., M. Suiko, Y. Sakakibara & M. Liu. 2001. Sulfation of flavonoids and other phenolic dietary compounds by the human cytosolic sulfotransferases. Biochem. Biophys. Res. Comm. 285 : 1175 1179.
28. Eaton, E.A., U.K. Walle, A.J. Lewis, et al. 1996. Flavonoids, potent inhibitors of the human P-form phenolsulfotransferase: Potential role in drug metabolism and chemoprevention. Drug Metab. Dispos. 24 : 232 237.
29. Otake, Y., A.L. Nolan, U.K. Walle & T. Walle. 2000. Quercetin and resveratrol potently reduce estrogen sulfotransferase activity in normal human mammary epithelial cells. J. Steroid Biochem. Molec. Biol. 73 : 265 270.
30. Shwed, J.A., U.K. Walle & T. Walle. 1992. Hep G2 cell line as a human model for sulphate conjugation of drugs. Xenobiotica 22 : 973 982.
31. Lewis, A.J., U.K. Walle, R.S. King, et al. 1998. Bioactivation of the cooked food mutagen N-hydroxy-2-amino-1-methyl-6-phenylimidazol [4,5-b]pyridine by estrogen sulfotransferase in cultured human mammary epithelial cells. Carcinogenesis 19 : 2049 2053.
32. Dubuisson, J.G., D.I. Dyess & J.W. Gaubatz. 2002. Resveratrol modulates human mammary epithelial cell O-acetyltransferase, sulfotransferase, and kinase activation of the heterocyclic amine carcinogen N-hydroxy-PhIP. Cancer Lett. 182 : 27 32.
33. Luu-The, V., F. Bernier & I. Dufort. 1996. Steroid sulfotransferases. J. Endocrinol. 50 : S87 S97.
34. Qian, Y., C. Deng & W.-C. Song. 1998. Expression of estrogen sulfotransferase in MCF-7 cells by cDNA transfection suppresses the estrogen response: Potential role of the enzyme in regulating estrogen-dependent growth of breast epithelial cells. J. Pharmacol. Exp. Ther. 286 : 555 560.
35. Pewnim, T, J.B. Adams & K.P. Ho. 1982. Estrogen sulfurylation as an alternative indicator of hormone dependence in human breast cancer. Steroids 39 : 47 52.
36. Longacre, T.A. & S.A. Bartow. 1986. A correlative morphologic study of human breast and endometrium in the menstrual cycle. Am. J. Surg. Pathol. 10 : 382 393.
37. Laidlaw, I.J., R.B. Clarke, A. Howell, et al. 1995. The proliferation of normal human breast tissue implanted into athymic nude mice is stimulated by estrogen but not progesterone. Endocrinology 136 : 164 171.
38. Gompel, A., C. Malet, P. Spritzer, et al. 1986. Progestin effect on cell proliferation and 17ß-hydroxysteroid dehydrogenase activity in normal human breast cells in culture. J. Clin. Endocrinol. Metab. 63 : 1174 1180.
39. Malet, C., P. Spritzer, D. Guillaumin & F. Kuttenn. 2000. Progesterone effect on cell growth, ultrastructural aspect and estradiol receptors of normal human breast epithelial (HBE) cells in culture. J. Steroid Biochem. Molec. Biol. 73 : 171 181.
40. McManus, M.J. & C.W. Welsch. 1984. The effect of estrogen, progesterone, thyroxine, and human placental lactogen on DNA synthesis of human breast ductal epithelium maintained in athymic nude mice. Cancer 54 : 1920 1927.
41. Longman, S.M. & G.C. Buehring. 1987. Oral contraceptives and breast cancer. In vitro effect of contraceptive steroids on human mammary cell growth. Cancer 59 : 281 287.
42. Botella, J., E. Duranti, I. Duc, et al. 1994. Inhibition by nomegestrol acetate and other synthetic progestins on proliferation and progesterone receptor content of T47-D human breast cancer cells. J. Steroid Biochem. Molec. Biol. 5041 5047.
43. Musgrove, E.A., C.S. Lee & R.L. Sutherland. 1991. Progestins both stimulate and inhibit breast cancer cell cycle progression while increasing expression of transforming growth factor alpha, epidermal growth factor receptor, c-fos and c-myc genes. Molec. Cell Biol. 11 : 5032 5043.
44. Catherino, W.H. & V.C. Jordan. 1995. Nomegestrol acetate, a clinically useful 19-norprogesterone derivative which lacks estrogenic activity. J. Steroid Biochem. Molec. Biol. 55 : 239 246.
45. Schrag, M.L., D. Cui, T.H. Rushmore, et al. 2004. Sulfotransferase 1E1 is a low K-M isoform mediating the 3-O-sulfatation of ethynyl estradiol. Drug Metab. Dispos. 32 : 1299 1303.
46. Pasqualini, J.R. & G. Chetrite. 2002. The selective estrogen modulators (SEEM) in breast cancer. In Breast Cancer, Prognosis, Treatment and Prevention. J.R. Pasqualini, Ed 19 56. Marcel Dekker. New York, Basel.
47. Pasqualini, J.R. & G.S. Chetrite. 2007. Correlation of estrogen sulfotransferase activity and proliferation in normal and carcinomatous human breast. A hypothesis. Anticancer Res. 27 : 3219 3226.
48. Rizner, T.L., T. Smuc, R. Rupreht, et al. 2006. AKR1C1 and AKR1C3 may determine progesterone and estrogen ratios in endometrial cancer. Mol. Cell Endocrinol. 248 : 126 135.
49. Ito, K., H. Utsunomiya, T. Suzuki, et al. 2006. 17Beta-hydroxysteroid dehydrogenases in human endometrium and its disorders. Mol. Cell Endocrinol. 248 : 136 140.
50. Ezaki, K., H. Motoyama, & H. Sasaki. 2001. Immonuhistologic localization of estrone sulfatase in uterine endometrium and adenomyosis. Obstet. Gynecol. 98 : 815 819.
51. Benedetto, M.T., S. Tabanelli & E. Gurpide. 1990. Estrone sulfate sulfatase activity is increased during in vitro decidualization of stromal cells from human endometrium. J. Clin. Endocrinol. Metab. 70 : 342 345.
52. Buirchell B. & R. Hahnel. 1975. Metabolism of estradiol-17β in human endometrium during menstrual cycle. J. Steroid Biochem. 6 : 1489 1494.
53. Grosso, D. & D.L. Way. 1984. Characterization of cytosolic estrogen sulfotransferase from RL95-2 endometrial cancer cells. J. Clin. Endocrinol. Metab. 59 : 829 834.
54. Hata, H., C.F. Holinka, S.L. Pahuja, et al. 1987. Estradiol metabolism in Ishikawa endometrial cancer cells. J. Steroid Biochem. 26 : 699 704.
55. Tseng, L. & E. Gurpide. 1972. Changes in the in vitro metabolism of estradiol cycle. Amer. J. Obstet. Gynecol. 114 : 1002 1011.
56. Tseng, L. & E. Gurpide. 1975. Induction of human endometrial estradiol dehydrogenase by progestins. Endocrinology 97 : 825 833.
57. Rubin, G.L., A.J. Harrold, J.A. Mills, et al. 1999. Regulation of sulphotransferase expression in the endometrium during the menstrual cycle, by oral contraceptives and during early pregnancy. Molec. Human Reprod. 5 : 995 1002.
58. Dassen, H., C. Punyadeera, R. Kamps, et al. 2007. Estrogen metabolizing enzymes in endometrium and endometriosis. Human Reprod. 22 : 3148 3158.
59. Hudelist, G., K. Czerwenka, J. Kecstein, et al. 2007. Expression of aromatase and estrogen sulfotransferase in eutopic and ectopic endometrium: Evidence for unbalanced estradiol production in endometriosis. Reprod. Sci. 14 : 788 805.
60. Smuc, T., R. Rupreht, J. Sinkovec, et al. 2006. Expression analysis of estrogen-metabolizing enzymes in human endometrial cancer. Molec. Cell Endocr. 248 : 114 147.
61. Utsunomiya, H., K. Ito, T. Susuki, et al. 2004. Steroid sulfatase and estrogen sulfotransferase in human endometrial carcinoma. Clin. Cancer Res. 10 : 5850 5856.
62. Nishida, M., K. Kasahara, M. Kaneko & H. Iwasaki. 1985. Establishment of a new human endometrial adenocarcinoma cell line, Ishikawa cells, containing estrogen and progesterone receptors. Acta Obstet. Gynaec. Jap. 37 : 1103 1111.
63. Holinka, C.F., H. Hata, A. Gravanis, et al. 1986. Effect of estradiol on proliferation of endometrial adenocarcinoma cells (Ishikawa line). J. Steroid Biochem. 25 : 781 786.
64. Holinka, C.F., H. Hata, A. Gravanis, et al. 1986. Response to estradiol in a human endometrial adenocarcinoma cells line (Ishikawa line). J. Steroid Biochem. 24 : 85 89.
65. Holinka, C.F., H. Hata, H. Kuramoto & E. Gurpide. 1986. Effects of steroids, hormones and antisteroids on alkaline phosphatase activity in human endometrial cancer cells (Ishikawa line). Cancer Res. 46 : 2771 2774.
66. Chetrite, G. & J.R. Pasqualini. 1997. Steroid sulphotransferase and 17β-hydroxysteroid dehydrogenase activities in Ishikawa human endometrial adenocarcinoma cells. J. Steroid Biochem. Molec. Biol. 61 : 27 34.
67. Falany, J.L. & C.N. Falany. 2006. Regulation of SULT1E1 expression in Ishikawa adenocarcinoma cells by tibolone. Steroids 71 : 880 885.
68. Pizzagalli, F., Z. Varga, R.D. Huber, et al. 2003. Identification of steroid sulfate transport process in the human mammary gland. J. Clin. Endocrinol. Metab. 88 : 3902 3912.
69. Nozawa, T., M. Suzuki, H. Yabuuchi, et al. 2005. Suppression of cell proliferation by inhibition of estrone-3-sulfate transporter in estrogen-dependent breast cancer cells. Pharm. Res. 22 : 1634 1641.