Synthesis, antifertility activity, and protein binding affinity of 7(8 leads to 11 alpha)abeo steroids.
A series of 7(8 leads to 11 alpha)abeo steroids was synthesized by a modification of the previously described total synthesis of this class of compounds and evaluated for biological activity. In general, there was a marked reduction in the relative binding affinities of these compounds for the rabbit uterus estrogen and progestin receptor proteins. None of the compounds which were subjected to uterotropic, antiuterotropic, postcoital, progestational, antiprogestational, or antiandrogenic assays showed any significant activity.
D000818:Animals; D001667:Binding, Competitive; D045166:Estradiol Congeners / Q000138:chemical synthesis; D004962:Estranes / Q000138:chemical synthesis / Q000378:metabolism / Q000494:pharmacology; D005260:Female; D005298:Fertility / Q000187:drug effects*; D066298:In Vitro Techniques; D008297:Male; D011278:Pregnanes / Q000138:chemical synthesis / Q000378:metabolism / Q000494:pharmacology; D045167:Progesterone Congeners / Q000138:chemical synthesis; D011485:Protein Binding; D011817:Rabbits; D051381:Rats; D011960:Receptors, Estrogen / Q000378:metabolism; D011980:Receptors, Progesterone / Q000378:metabolism; D013256:Steroids / Q000138:chemical synthesis*; D013329:Structure-Activity Relationship; D045165:Testosterone Congeners / Q000138:chemical synthesis; D014599:Uterus / Q000187:drug effects / Q000378:metabolism
D045166:Estradiol Congeners; D004962:Estranes; D011278:Pregnanes; D045167:Progesterone Congeners; D011960:Receptors, Estrogen; D011980:Receptors, Progesterone; D013256:Steroids; D045165:Testosterone Congeners