Nomegestrol acetate, a novel progestogen for oral contraception

Steroids

Volumn 76, Issue 6, 2011, Pages 531-539

  Mueck, Alfred O ^a   Sitruk Ware, Regine ^b  

^a UNIVERSITY HOSPITAL TÜBINGEN   (Germany)

^b ROCKEFELLER UNIVERSITY   (United States)

Author keywords

Nomegestrol acetate; Oral contraception; Pharmacology; Progestogen

Indexed keywords

ANDROGEN RECEPTOR; CARBOHYDRATE; DESOGESTREL; DIENOGEST; DROSPIRENONE; DROSPIRENONE PLUS ESTRADIOL; DYDROGESTERONE; ESTRADIOL; ESTRADIOL PLUS LEVONORGESTREL; ESTRANE DERIVATIVE; ESTROGEN RECEPTOR; ETONOGESTREL; GESTODENE; GLUCOCORTICOID RECEPTOR; HYDROXYPROGESTERONE; LEVONORGESTREL; MEDROGESTONE; MINERALOCORTICOID RECEPTOR; NOMEGESTROL ACETATE; NORELGESTROMIN; NORETHISTERONE; NORGESTIMATE; ORAL CONTRACEPTIVE AGENT; PROGESTERONE RECEPTOR; SPIRONOLACTONE; STEROID RECEPTOR;

ANTIANDROGENIC ACTIVITY; ANTIESTROGENIC ACTIVITY; BINDING AFFINITY; BREAST; CANCER CELL CULTURE; CARBOHYDRATE METABOLISM; CELL PROLIFERATION; DRUG ACTIVITY; DRUG IMPLANT; DRUG MECHANISM; DRUG RECEPTOR BINDING; ESTROGEN METABOLISM; FOOD SAFETY; GONADOTROPIC ACTIVITY; HEMOSTASIS; HORMONE ACTION; HUMAN; IN VITRO STUDY; LIPID METABOLISM; MENSTRUAL CYCLE; METABOLIC PARAMETERS; MULTIPLE CYCLE TREATMENT; ORAL CONTRACEPTION; OVULATION INHIBITION; POSTMENOPAUSE; REVIEW; VASOMOTOR REFLEX;

CONTRACEPTIVES, ORAL, SYNTHETIC; ENDOMETRIUM; ESTROGENS; FEMALE; HUMANS; MEGESTROL; NORPREGNADIENES; OVULATION; PROGESTERONE CONGENERS; RECEPTORS, STEROID; VENOUS THROMBOEMBOLISM;

ANIMALIA;

EID: 79954587977     PISSN: 0039128X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.steroids.2011.02.002     Document Type: Review

References (72)

1. United Nations DoEaSA, Population Division. World Contraceptive Use 2007. http://www.un.org/esa/population/publications/contraceptive2007/contraceptive- 2007-table.pdf ; 2007 [accessed 05.08.09].
2. W.H. Inman, M.P. Vessey, B. Westerholm, and A. Engelund Thromboembolic disease and the steroidal content of oral contraceptives. A report to the Committee on Safety of Drugs Br Med J 2 1970 203 209
3. E. Hirvonen, H. Allonen, M. Anttila, Y. Kulmala, T. Ranta, and H. Rautiainen Oral contraceptive containing natural estradiol for premenopausal women Maturitas 21 1995 27 32
4. H. Hoffmann, C. Moore, H. Zimmermann, W. Elger, S. Schwarz, and T. Graser Approaches to the replacement of ethinylestradiol by natural 17beta-estradiol in combined oral contraceptives Exp Toxicol Pathol 50 1998 458 464
5. R. Wenzl, H.C. Bennink, A. van Beek, J. Spona, and J. Huber Ovulation inhibition with a combined oral contraceptive containing 1 mg micronized 17 beta-estradiol Fertil Steril 60 1993 616 619 (Pubitemid 23298503)
6. S. Koetsawang, A.V. Mandlekar, U.R. Krishna, V.N. Uurandare, C.K. Deshpande, and S.C. Chew A randomized, double-blind study of two combined oral contraceptives containing the same progestogen, but different estrogens. World Health Organization Task Force on Oral Contraception Contraception 21 1980 445 459 (Pubitemid 10068906)
7. R. Sitruk-Ware New progestogens: a review of their effects in perimenopausal and postmenopausal women Drugs Aging 21 2004 865 883 (Pubitemid 39487071)
8. B. Bazin, R. Thevenot, C. Bursaux, and J. Paris Effect of nomegestrol acetate, a new 19-nor-progesterone derivative, on pituitary-ovarian function in women Br J Obstet Gynaecol 94 1987 1199 1204 (Pubitemid 18058561)
9. B. Couzinet, J. Young, M. Kujas, G. Meduri, S. Brailly, and J.L. Thomas The antigonadotropic activity of a 19-nor-progesterone derivative is exerted both at the hypothalamic and pituitary levels in women J Clin Endocrinol Metab 84 1999 4191 4196 (Pubitemid 30644216)
10. C. Jamin, A. Batallan, and P. Madelenat Antigonadotropic effects of a 19-nor-progesterone derivative: the example of nomegestrol acetate Gynecol Obstet Fertil 31 2003 70 81 (Pubitemid 36427068)
11. H. Kuhl Pharmacology of estrogens and progestogens: influence of different routes of administration Climacteric 8 Suppl. 1 2005 3 63 (Pubitemid 41232429)
12. I. Barbosa, E. Coutinho, C. Hirsch, O. Ladipo, S.E. Olsson, and U. Ulmsten Effects of a single contraceptive silastic implant containing nomegestrol acetate on ovarian function and cervical mucus production during 2 years Fertil Steril 65 1996 724 729 (Pubitemid 26096909)
13. N. Chabbert-Buffet, S. Christin Maitre, E. Ochsenbein, and J.-L. Thomas Synergistic effect of 17 β-estradiol and nomegestrol acetate used in a new monophasic oral contraceptive The 8th Congress of the European Society of Gynecology Rome, Italy 2009
14. D. Serfaty, S. Christin Maitre, E. Ochsenbein, and J.-L. Thomas Comparison of two regimens of new monophasic oral contraceptive combining 17 beta-estradiol and nomegestrol acetate XIX FIGO World Congress of Gynecology and Obstetrics Cape Town, South Africa 2009
15. S. Lello Nomegestrol acetate: pharmacology, safety profile and therapeutic efficacy Drugs 70 2010 541 559
16. R. Sitruk-Ware New progestagens for contraceptive use Hum Reprod Update 12 2006 169 178 (Pubitemid 43231449)
17. R. Sitruk-Ware Pharmacological profile of progestins Maturitas 47 2004 277 283 (Pubitemid 38523308)
18. R. Sitruk-Ware Pharmacology of different progestogens: the special case of drospirenone Climacteric 8 Suppl. 3 2005 4 12 (Pubitemid 41608058)
19. J. Paris, R. Thevenot, P. Bonnet, and M. Granero The pharmacological profile of TX 066 (17 alpha-acetoxy-6-methyl-19-nor-4,6-pregna-diene-3,20-dione) , a new oral progestative Arzneimittelforschung 33 1983 710 715
20. I. Duc, J. Botella, R. Delansorne, and J. Paris Interaction of [3H]nomegestrol acetate with cytosolic progesterone receptors from the rat uterus Steroids 56 1991 325 328
21. J. Botella, J. Paris, and B. Lahlou The cellular mechanism of the antiandrogenic action of nomegestrol acetate, a new 19-nor progestagen, on the rat prostate Acta Endocrinol (Copenh) 115 1987 544 550 (Pubitemid 17101084)
22. I. Duc, J. Botella, P. Bonnet, F. Fraboul, R. Delansorne, and J. Paris Antiandrogenic properties of nomegestrol acetate Arzneimittelforschung 45 1995 70 74
23. W.H. Catherino, and V.C. Jordan Nomegestrol acetate, a clinically useful 19-norprogesterone derivative which lacks estrogenic activity J Steroid Biochem Mol Biol 55 1995 239 246
24. J. Botella, I. Duc, R. Delansorne, J. Paris, and B. Lahlou Regulation of rat uterine steroid receptors by nomegestrol acetate, a new 19-nor-progesterone derivative J Pharmacol Exp Ther 248 1989 758 761 (Pubitemid 19090251)
25. J. Paris, J. Botella, P. Fournau, P. Bonnet, and R. Thevenot Extinction of mineralocorticoid effects in 19-norprogesterone derivatives: structure-activity relationships J Pharmacol Exp Ther 243 1987 288 291 (Pubitemid 17162730)
26. E. Ezan, H. Benech, R. Bucourt, T. Ardouin, C. Tchernatinsky, and J.L. Thomas Enzyme immunoassay for nomegestrol acetate in human plasma J Steroid Biochem Mol Biol 46 1993 507 514 (Pubitemid 23312322)
27. F.C. Chretien, and R. Dubois Effect of nomegestrol acetate on spinability, ferning and mesh dimension of midcycle cervical mucus Contraception 43 1991 55 65
28. I.C. Barbosa, H. Maia Jr., E. Coutinho, R. Lopes, A.C. Lopes, and C. Noronha Effects of a single Silastic contraceptive implant containing nomegestrol acetate (Uniplant) on endometrial morphology and ovarian function for 1 year Contraception 74 2006 492 497 (Pubitemid 46037538)
29. E.M. Coutinho One year contraception with a single subdermal implant containing nomegestrol acetate (Uniplant) Contraception 47 1993 97 105
30. L. Devoto, P. Kohen, K. Barnhart, F. Alba, R. Pommer, and I. Retamales Hormonal profile, endometrial histology and ovarian ultrasound assessment during 1 year of nomegestrol acetate implant (Uniplant) Hum Reprod 12 1997 708 713 (Pubitemid 27223035)
31. I.F. Godsland, U. Winkler, O. Lidegaard, and D. Crook Occlusive vascular diseases in oral contraceptive users. Epidemiology, pathology and mechanisms Drugs 60 2000 721 869
32. J.P. Vandenbroucke, T. Koster, E. Briet, P.H. Reitsma, R.M. Bertina, and F.R. Rosendaal Increased risk of venous thrombosis in oral-contraceptive users who are carriers of factor V Leiden mutation Lancet 344 1994 1453 1457 (Pubitemid 24351698)
33. J.C. Dinger, L.A. Heinemann, and D. Kuhl-Habich The safety of a drospirenone-containing oral contraceptive: final results from the European Active Surveillance Study on oral contraceptives based on 142,475 women-years of observation Contraception 75 2007 344 354 (Pubitemid 46551071)
34. V. Odlind, I. Milsom, I. Persson, and A. Victor Can changes in sex hormone binding globulin predict the risk of venous thromboembolism with combined oral contraceptive pills? Acta Obstet Gynecol Scand 81 2002 482 490
35. A. Basdevant, C. Pelissier, J. Conard, H. Degrelle, T.T. Guyene, and J.L. Thomas Effects of nomegestrol acetate (5 mg/d) on hormonal, metabolic and hemostatic parameters in premenopausal women Contraception 44 1991 599 605
36. P. Dorangeon, J.L. Thomas, H. Choisy, M. Lumbroso, and M.C. Hazard Effects of nomegestrol acetate on carbohydrate metabolism Diabete Metab 19 1993 441 445 (Pubitemid 24039446)
37. M. Zerr-Fouineau, M. Chataigneau, C. Blot, and V.B. Schini-Kerth Progestins overcome inhibition of platelet aggregation by endothelial cells by down-regulating endothelial NO synthase via glucocorticoid receptors Faseb J 21 2007 265 273 (Pubitemid 46052565)
38. M. Zerr-Fouineau, M. Jourdain, C. Boesch, M. Hecker, C. Bronner, and V.B. Schini-Kerth Certain progestins prevent the enhancing effect of 17beta-estradiol on NO-mediated inhibition of platelet aggregation by endothelial cells Arterioscler Thromb Vasc Biol 29 2009 586 593
39. T.B. Clarkson, M.S. Anthony, and K.P. Klein Hormone replacement therapy and coronary artery atherosclerosis: the monkey model Br J Obstet Gynaecol 103 Suppl. 13 1996 53 57
40. J.K. Williams, M.R. Adams, and H.S. Klopfenstein Estrogen modulates responses of atherosclerotic coronary arteries Circulation 81 1990 1680 1687 (Pubitemid 20158307)
41. J.K. Williams, E.K. Honore, S.A. Washburn, and T.B. Clarkson Effects of hormone replacement therapy on reactivity of atherosclerotic coronary arteries in cynomolgus monkeys J Am Coll Cardiol 24 1994 1757 1761 (Pubitemid 24369203)
42. J.K. Williams, J.M. Cline, E.K. Honore, R. Delansorne, and J. Paris Coadministration of nomegestrol acetate does not diminish the beneficial effects of estradiol on coronary artery dilator responses in nonhuman primates (Macaca fascicularis) Am J Obstet Gynecol 179 1998 1288 1294 (Pubitemid 28533789)
43. J.M. Paris, K.J. Williams, K.R. Hermsmeyer, and R. Delansorne Nomegestrol acetate and vascular reactivity: nonhuman primate experiments Steroids 65 2000 621 627
44. J.K. Williams, R. Delansorne, and J. Paris Estrogens, progestins, and coronary artery reactivity in atherosclerotic monkeys J Steroid Biochem Mol Biol 65 1998 219 224 (Pubitemid 28335609)
45. 9th Collaborative Group on Hormonal Factors in Breast Cancer Breast cancer and hormonal contraceptives: collaborative reanalysis of individual data on 53 297 women with breast cancer and 100 239 women without breast cancer from 54 epidemiological studies Lancet 347 1996 1713 1727
46. C. Kahlenborn, F. Modugno, D.M. Potter, and W.B. Severs Oral contraceptive use as a risk factor for premenopausal breast cancer: a meta-analysis Mayo Clin Proc 81 2006 1290 1302 (Pubitemid 44484967)
47. P.A. Marchbanks, J.A. McDonald, H.G. Wilson, S.G. Folger, M.G. Mandel, and J.R. Daling Oral contraceptives and the risk of breast cancer N Engl J Med 346 2002 2025 2032 (Pubitemid 34680593)
48. P.C. Hannaford, L. Iversen, T.V. Macfarlane, A.M. Elliott, V. Angus, and A.J. Lee Mortality among contraceptive pill users: cohort evidence from Royal College of General Practitioners' Oral Contraception Study Br Med J 340 2010 c927
49. S.F. Doisneau-Sixou, C.M. Sergio, J.S. Carroll, R. Hui, E.A. Musgrove, and R.L. Sutherland Estrogen and antiestrogen regulation of cell cycle progression in breast cancer cells Endocr Relat Cancer 10 2003 179 186 (Pubitemid 36758647)
50. R.B. Dickson, and G.M. Stancel Estrogen receptor-mediated processes in normal and cancer cells J Natl Cancer Inst Monogr 2000 135 145
51. M. Kabuto, S. Akiba, R.G. Stevens, K. Neriishi, and C.E. Land A prospective study of estradiol and breast cancer in Japanese women Cancer Epidemiol Biomarkers Prev 9 2000 575 579 (Pubitemid 30396179)
52. C.R. Rosenberg, B.S. Pasternack, R.E. Shore, K.L. Koenig, and P.G. Toniolo Premenopausal estradiol levels and the risk of breast cancer: a new method of controlling for day of the menstrual cycle Am J Epidemiol 140 1994 518 525 (Pubitemid 24285934)
53. K.J. Helzlsouer, A.J. Alberg, T.L. Bush, C. Longcope, G.B. Gordon, and G.W. Comstock A prospective study of endogenous hormones and breast cancer Cancer Detect Prev 18 1994 79 85 (Pubitemid 2077549)
54. H.V. Thomas, T.J. Key, D.S. Allen, J.W. Moore, M. Dowsett, and I.S. Fentiman A prospective study of endogenous serum hormone concentrations and breast cancer risk in premenopausal women on the island of Guernsey Br J Cancer 75 1997 1075 1079 (Pubitemid 27122629)
55. D.K. Wysowski, G.W. Comstock, K.J. Helsing, and H.L. Lau Sex hormone levels in serum in relation to the development of breast cancer Am J Epidemiol 125 1987 791 799 (Pubitemid 17066478)
56. R. Kaaks, F. Berrino, T. Key, S. Rinaldi, L. Dossus, and C. Biessy Serum sex steroids in premenopausal women and breast cancer risk within the European Prospective Investigation into Cancer and Nutrition (EPIC) J Natl Cancer Inst 97 2005 755 765 (Pubitemid 40879595)
57. J. Shields-Botella, I. Duc, E. Duranti, F. Puccio, P. Bonnet, and R. Delansorne An overview of nomegestrol acetate selective receptor binding and lack of estrogenic action on hormone-dependent cancer cells J Steroid Biochem Mol Biol 87 2003 111 122 (Pubitemid 37532518)
58. F. Larrea, R. Garcia-Becerra, A.E. Lemus, G.A. Garcia, G. Perez-Palacios, and K.J. Jackson A-ring reduced metabolites of 19-nor synthetic progestins as subtype selective agonists for ER alpha Endocrinology 142 2001 3791 3799 (Pubitemid 32807699)
59. A.E. Lemus, R. Santillan, P. Damian-Matsumura, G.A. Garcia, I. Grillasca, and G. Perez-Palacios In vitro metabolism of gestodene in target organs: formation of A-ring reduced derivatives with oestrogenic activity Eur J Pharmacol 417 2001 249 256 (Pubitemid 32385773)
60. W.G. Schoonen, G.H. Deckers, M.E. de Gooijer, R. de Ries, and H.J. Kloosterboer Hormonal properties of norethisterone, 7alpha-methyl-norethisterone and their derivatives J Steroid Biochem Mol Biol 74 2000 213 222 (Pubitemid 32121657)
61. G.S. Chetrite, J.L. Thomas, J. Shields-Botella, J. Cortes-Prieto, J.C. Philippe, and J.R. Pasqualini Control of sulfatase activity by nomegestrol acetate in normal and cancerous human breast tissues Anticancer Res 25 2005 2827 2830 (Pubitemid 41044668)
62. J. Shields-Botella, G. Chetrite, S. Meschi, and J.R. Pasqualini Effect of nomegestrol acetate on estrogen biosynthesis and transformation in MCF-7 and T47-D breast cancer cells J Steroid Biochem Mol Biol 93 2005 1 13 (Pubitemid 40312728)
63. W.H. Catherino, M.H. Jeng, and V.C. Jordan Norgestrel and gestodene stimulate breast cancer cell growth through an oestrogen receptor mediated mechanism Br J Cancer 67 1993 945 952 (Pubitemid 23147484)
64. J. Botella, E. Duranti, I. Duc, A.M. Cognet, R. Delansorne, and J. Paris Inhibition by nomegestrol acetate and other synthetic progestins on proliferation and progesterone receptor content of T47-D human breast cancer cells J Steroid Biochem Mol Biol 50 1994 41 47 (Pubitemid 24230493)
65. S. Yang, Z. Fang, B. Gurates, M. Tamura, J. Miller, and K. Ferrer Stromal PRs mediate induction of 17beta-hydroxysteroid dehydrogenase type 2 expression in human endometrial epithelium: a paracrine mechanism for inactivation of E2 Mol Endocrinol 15 2001 2093 2105 (Pubitemid 33141129)
66. E. Gurpide, and C. Marks Influence of endometrial 17 beta-hydroxysteroid dehydrogenase activity on the binding of estradiol to receptors J Clin Endocrinol Metab 52 1981 252 255 (Pubitemid 11183620)
67. D.I. Fraser, M.L. Padwick, M.I. Whitehead, J. White, T.A. Ryder, and J. Pryse-Davies The effects of the addition of nomegestrol acetate to post-menopausal oestrogen therapy Maturitas 11 1989 21 34 (Pubitemid 19076762)
68. J.M. Foidart, A. Beliard, B. Hedon, E. Ochsenbein, A.M. Bernard, and C. Bergeron Impact of percutaneous oestradiol gels in postmenopausal hormone replacement therapy on clinical symptoms and endometrium Br J Obstet Gynaecol 104 1997 305 310 (Pubitemid 27112661)
69. Duijkers I, Klipping, C, Grob, P, Korver, T. Effects of a monophasic combined oral contraceptive containing nomegestrol acetate and 17β-oestradiol on ovarian function in comparison to a monophasic combined oral contraceptive containing drospirenone and ethinylestradiol. Eur J Contracept Reprod Health Care 2010;15:314-25.
70. U. gren, M. Anttila, K. Mäenpää-Liukko, M.L. Rantala, H. Rautiainen, and W. Sommer Effects of an oral contraceptive containing nomegestrol acetate and 17beta-estradiol on carbohydrate metabolism 2010 European Society of Contraception and Reproductive Health The Hague, The Netherlands
71. G. Chetrite, J. Paris, J. Botella, and J.R. Pasqualini Effect of nomegestrol acetate on estrone-sulfatase and 17beta-hydroxysteroid dehydrogenase activities in human breast cancer cells J Steroid Biochem Mol Biol 58 1996 525 531 (Pubitemid 126657498)
72. G.S. Chetrite, J. Paris, J. Shields-Botella, J.C. Philippe, and J.R. Pasqualini Effect of nomegestrol acetate on human estrogen sulfotransferase activity in the hormone-dependent MCF-7 and T-47D breast cancer cell lines Anticancer Res 23 2003 4651 4655 (Pubitemid 38173880)