Prostaglandin isosteres. 1. (8-Aza-,  8,10-diaza-, and 8-aza-11-thia)-9-oxoprostanoic acids and their derivatives.
A series of novel (8-aza-, 8,10-diaza-, and 8-aza-11-thia)-9-oxoprostanoic acids has been synthesized and evaluated for their ability to mimic the E series prostaglandins in stimulating cAMP formation in the mouse ovary and in binding to the rat kidney plasma prostaglandin receptor. 7-[2-(3-Hydroxyoctyl)-1,1,4-trioxo-3-thiazolidinyl]heptanoic acid markedly stimulates cAMP formation at reasonable pharmacological concentrations and avidly binds to the rat kidney prostaglandin receptor.
D000818:Animals; D001372:Aza Compounds / Q000138:chemical synthesis / Q000378:metabolism / Q000494:pharmacology; D000242:Cyclic AMP / Q000096:biosynthesis; D005227:Fatty Acids / Q000138:chemical synthesis*; D005260:Female; D066298:In Vitro Techniques; D007668:Kidney / Q000378:metabolism; D008297:Male; D051379:Mice; D010053:Ovary / Q000187:drug effects / Q000378:metabolism; D011458:Prostaglandins E / Q000494:pharmacology; D011466:Prostanoic Acids / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology; D051381:Rats; D011982:Receptors, Prostaglandin / Q000378:metabolism; D013329:Structure-Activity Relationship
D001372:Aza Compounds; D005227:Fatty Acids; D011458:Prostaglandins E; D011466:Prostanoic Acids; D011982:Receptors, Prostaglandin; D000242:Cyclic AMP