[Synthesis of 4-substituted 17 beta-hydroxy-7 alpha-methyl-4-estren-3-one and their 17-acetates as antifertility compounds].
Guided by antiprogestational screening results, 4-substituted(4-OH, 4-Cl, 4-Br, and 4-OMe) 17 beta-hydroxy-7 alpha-methyl-4-estren-3-one and their 17-acetate were synthesized via 4 beta, 5 beta-epoxy-17 beta-hydroxy-7 alpha-methylestran-3-one from 17 beta-hydroxy-7 alpha-methyl-4-estren-3-one. Some of these compounds possess strong affinity to human decidual progesterone receptor, inhibit in vitro the growth of decidual cells, and prevent the implantation in rats at the dose of 1 mumol/kg.
Ma
J B
JB
Department of Medicinal Chemistry, Beijing Medical University.
Li
Z S
ZS
D000818:Animals; D003281:Contraceptives, Postcoital; D003282:Contraceptives, Postcoital, Hormonal; D010064:Embryo Implantation / Q000187:drug effects; D004970:Estrone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D005260:Female; D006801:Humans; D008297:Male; D009277:Nandrolone / Q000031:analogs & derivatives*; D051381:Rats
D003281:Contraceptives, Postcoital; D003282:Contraceptives, Postcoital, Hormonal; D004970:Estrone; C064709:trestolone; D009277:Nandrolone