Ent-16 alpha-methylamino-3-methoxy-1,3,5(10)-estratrien-17 beta-ol hydrochloride, a selective anti-arrhytmic enantiosteroid.
The title compound and its antipode with natural steroid configuration were synthesized and tested. Both compounds showed equal potency as anti-arrhythmic compounds. An additional effect found for the steroid with natural configuration was its plasma cholesterol lowering activity in the rat. This suggests that enantiosteroids may have a more selective action than the steroids with natural configuration.
D000818:Animals; D000889:Anti-Arrhythmia Agents / Q000138:chemical synthesis*; D001145:Arrhythmias, Cardiac / Q000188:drug therapy; D016275:Atrial Function; D001681:Biological Assay; D002784:Cholesterol / Q000097:blood; D004848:Epithelium / Q000187:drug effects; D004964:Estriol / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D005260:Female; D006168:Guinea Pigs; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D009200:Myocardial Contraction / Q000187:drug effects; D009904:Optical Rotation; D051381:Rats; D011919:Rats, Inbred Strains; D013329:Structure-Activity Relationship; D014621:Vagina / Q000187:drug effects
D000889:Anti-Arrhythmia Agents; D007202:Indicators and Reagents; C040179:16-methylamino-3-methoxy-1,3,5-estratrien-17-ol; D002784:Cholesterol; D004964:Estriol