17β-Aminoestrogen explained

17β-Aminoestrogens are a group of synthetic, steroidal estrogens derived from estradiol which have an amine substitution in place of the hydroxyl group at the C17β position.^{[1] [2]} They are estrogenic similarly, but, unlike estradiol, show sustained anticoagulant activity that appears to be mediated by non-genomic mechanisms. As such, it is thought that they may have a reduced risk of venous thromboembolism. The 17β-aminoestrogens include the base or parent estrogen aminoestradiol (AE₂)^[3] and the extended-chain derivatives butolame, hexolame, pentolame, prodiame, and prolame. They are a homologous series of steroids.^[4]

Notes and References

1. Lemini C, Rubio-Póo C, Silva G, García-Mondragón J, Zavala E, Mendoza-Patiño N, Castro D, Cruz-Almanza R, Mandoki JJ . Anticoagulant and estrogenic effects of two new 17 beta-aminoestrogens, butolame [17 beta-(4-hydroxy-1-butylamino)-1,3,5(10)-estratrien-3-ol] and pentolame [17 beta-(5-hydroxy-1-pentylamino)-1,3,5(10)-estratrien-3-ol] . Steroids . 58 . 10 . 457–61 . 1993 . 8256254 . 10.1016/0039-128x(93)90002-5. 54381037 .
2. González G, Alvarado-Vasquez N, Fernández-G JM, Cruz-Robles D, Del Valle L, Pinzón E, Torres I, Rodriguez E, Zapata E, Gómez-Vidales V, Montaño LF, de la Peña A . The antithrombotic effect of the aminoestrogen prolame (N-(3-hydroxy-1,3,5(10)-estratrien-17B-YL)-3-hydroxypropylamine) is linked to an increase in nitric oxide production by platelets and endothelial cells . Atherosclerosis . 208 . 1 . 62–8 . 2010 . 19615684 . 10.1016/j.atherosclerosis.2009.06.017 .
3. Lemini C, Rubio-Póo C, Franco Y, Jaimez R, Avila ME, Medina M, Lemus AE . In vivo profile of the anticoagulant effect of 17ß-amino-1,3,5(10)estratrien-3-ol . Eur. J. Pharmacol. . 700 . 1–3 . 210–6 . 2013 . 23305838 . 10.1016/j.ejphar.2012.12.030 .
4. Rubio-Póo C, Lemini C, Silva G, García-Mondragón J, Zavala E, Castro D, Mendoza-Patiño N, Mandoki JJ . Comparison of the time course of anticoagulant and estrogenic effects of prolame, butolame, pentolame and hexolame, a homologous series of 17 beta-amino estrogens . Proc. West. Pharmacol. Soc. . 36 . 143–7 . 1993 . 8378368 .