Oxidation of furans. 3. Estrogenic properties of lactones and anhydrides derived from the oxidation of 17.alpha.-[3-furyl]estradiol derivatives

Abstract

The oxidation of 17alpha-[3-furyl]estradiol derivatives and the estrogenic properties of the resulting isomeric 17,21-and 17,23-dihydroxy-19,24-dinor-17alpha-chola-1,3,5(10)20(22)-tetraenoic acid(20leads to 23) gamma-lactones as well as those of the related 17-hydroxy-19-nor-17alpha-pregna-1,3,5(10)-triene-20,21-dicarboxylic acid anhydrides and gamma-lactones are described. Of these, only lactones 3c,e,h and 5b retained the same degree and profile of estrogenic activity as the starting 17alpha-[3-furyl]estradiols.