Syntheses of (14 beta,17 alpha)-14-hydroxy- and (14 beta,17 alpha)-2, 14-dihydroxyestradiols and their activities.
Structure 1 is proposed for the Inagami-Tamura endogenous digitalis-like factor (EDLF), and (14 beta,17 alpha)-14-hydroxy- and (14 beta,17 alpha)-2,14-dihydroxyestradiols (2 and 3) were synthesized as models for studies on 1. The latter compound was remarkably potent in inducing a contractile response in isolated rat aorta and guinea pig left atrium.
Sakakibara
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Pharmaceutical Research Laboratories, Kirin Brewery Co., Ltd., Gunma, Japan.
Uchida
A O
AO
D000818:Animals; D001011:Aorta / Q000187:drug effects; D002298:Cardenolides; D002316:Cardiotonic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D004077:Digoxin; D004958:Estradiol / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D006168:Guinea Pigs; D006325:Heart Atria / Q000187:drug effects; D066298:In Vitro Techniques; D009682:Magnetic Resonance Spectroscopy; D009200:Myocardial Contraction / Q000187:drug effects; D051381:Rats; D012503:Saponins / Q000138:chemical synthesis* / Q000494:pharmacology*; D000254:Sodium-Potassium-Exchanging ATPase / Q000037:antagonists & inhibitors
C099066:2,14-dihydroxyestradiol; D002298:Cardenolides; D002316:Cardiotonic Agents; D012503:Saponins; C034504:digoxin-like factors; C030892:14-hydroxyestradiol; D004958:Estradiol; D004077:Digoxin; D000254:Sodium-Potassium-Exchanging ATPase