ABSTRACT
The syntheses of five compounds isomeric with the potent luteolytic agent cloprostenol are described. These are the trans-delta 5, cis and trans-delta 4, cis-delta 6 (methyl ester) and cis-delta 13 analogues. The cis-delta 4 isomer is as potent as cloprostenol as a luteolytic agent in hamsters but the others are markedly less so.
Subject(s)
Cloprostenol/chemical synthesis , Prostaglandins F, Synthetic/chemical synthesis , Animals , Chemical Phenomena , Chemistry , Cloprostenol/pharmacology , Female , Guinea Pigs , Isomerism , Uterine Contraction/drug effectsABSTRACT
Prostaglandin analogues in which the alkyl chain attached to C-15 in the natural compounds is replaced by an aryl group have been synthesised. Some of these compounds are potent luteolytic agents and comparisons are drawn between this series and 16-aryloxyprostaglandins.
Subject(s)
Prostaglandins, Synthetic/chemical synthesis , Animals , Cricetinae , Female , In Vitro Techniques , Luteolytic Agents/chemical synthesis , Methods , Pregnancy , Prostaglandins, Synthetic/pharmacology , Structure-Activity Relationship , Uterine Contraction/drug effectsABSTRACT
Prostaglandin analogues in which the alkyl chain attached to C-15 in the natural compounds is replaced by an alkyoxyalkyl group have been synthesised. Compounds of the 17-oxa series are particularly potent luteolytic agents and are selective in the sense that they are less effective than PGE-2alpha in causing isotonic contractions of isolated uterus muscle.
