Relative biological activity of certain prostaglandins and their enantiomers.
A series of mirror image (ent) forms of prostaglandins F2 and E2 have been compared for potency in a hamster antifertility test. In the PGF2 series, ent-compounds surveyed had less potency than corresponding natural structures. For the PGE2 series, 11alpha-(15S)-ent-PGE2 methyl ester was 10-fold more potent than PGE2. Altering the C-9 hydroxy configuration in the PGF2 series from the natural alpha to beta decreased potency dramatically for compounds tested.
D000818:Animals; D002462:Cell Membrane / Q000378:metabolism; D006224:Cricetinae; D005260:Female; D006911:Hydroxyprostaglandin Dehydrogenases / Q000378:metabolism; D007536:Isomerism; D011458:Prostaglandins E / Q000494:pharmacology*; D011460:Prostaglandins F / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D011458:Prostaglandins E; D011460:Prostaglandins F; D006911:Hydroxyprostaglandin Dehydrogenases