more potent than the parent in the Clauberg test, was less potent as an estrone antagonist; thus the ratio was grossly reduced. Incorporation of a double bond at the 9-10 position of 1 7~-chloroethynyl-13p-ethyl-1 7-hydroxygon-4-en-3-one resulted in decreases of both activities; however, since the decrease in progestational effect was greater, the ratio was considerably increased. 1 7~-Chloroethynyl-13fl-ethyl-l7-hydroxygon-4,9-dien-3-one was less potent in the Clauberg test, but more potent in the anti-estrogenic assay than the lower homologue. Thus the ratio of potencies was decreased.13~-Ethyl-17-hydroxy-l7~~-methylgon-4-en-3-one was more anti-estrogenic and less progestational than its lower homologue. 1 7~-E thy1 -1 7-hydroxy-13p -me thylgon-4 -en-3 -one (norethandrolone) was less potent in both assays than its 18-homologue (norbolethone) , which because of a greater anti-estrogenic potency had a higher ratio. Incorporation of a double bond in the B-ring of norbolethone to form 13p, 1 7a-diethyl-17-hydroxygon-4,9dien-3-one did not alter progestational potency, whereas the anti-estrogenic potency and the ratio were decreased, These data fail to indicate any direct correlation of progestational and anti-estrogenic effects. Although both these biological activities are often present in a single molecule, they do not appear to be necessary correlates.Summary. The progestational (Clauberg) and anti-estrogenic (mouse vaginal smear) potencies of various A4-3-oxosteroids are compared. The ratio anti-estrogenic potency,' progestational potency varies from 0.1 to 85, indicating that there is no necessary correlation between these parameters of steroid action.
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