RESUMO
Simplified prostaglandin analogs were prepared and tested for inhibition of gastric acid secretion. An alkyl moiety of 1-8 carbon atoms was substituted for the C-13 to C-20 chain of the PG's. Analog variations included shortened and lengthened acid side chains, beta-oxidation blockage, beta-ketol, Falpha-hydroxyl, and cyclohexanone substitution. Maximal inhibitory activity was obtained with the shorter alkyl moieties.
Assuntos
Ciclopentanos/análogos & derivados , Suco Gástrico/metabolismo , Prostaglandinas/síntese química , Animais , Cromatografia Gasosa , Ciclopentanos/síntese química , Ciclopentanos/farmacologia , Depressão Química , Mucosa Gástrica/metabolismo , Masculino , Prostaglandinas/farmacologia , Piloro/fisiologia , Ratos , EstereoisomerismoRESUMO
The synthesis of dl-11-doxy-15- or 16-alkylprostaglandins by the conjugate addition of appropriately substituted lithium alanate or lithium cuprate reagents to several cyclopentenones is described as is the preparation of the requisite intermediate (E)-1-iodo-1-alkenyl compounds 4, 22, 23, and 31. The bronchodilator activity of these prostaglandin congeners is presented.