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.