Synthesis and gastric antisecretory properties of allenic 16-phenoxy-omega-tetranor prostaglandin E analogs
| Autor: | Gabriel Garay, A.Peter Roszkowski, Angel Guzman, Humberto Carpio, J.A. Mendez, Joseph M. Muchowski, Wren Douglas L, John H Fried, Horn Albert R Van, John A Edwards, Gary F. Cooper |
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| Rok vydání: | 1987 |
| Předmět: |
Male
Prostaglandins E Synthetic Prostaglandin E Analogs medicine.medical_specialty Double bond Biochemistry Gastric Acid Structure-Activity Relationship chemistry.chemical_compound Endocrinology Enprostil Internal medicine medicine Animals Secretion Prostaglandin E1 chemistry.chemical_classification Dose-Response Relationship Drug Stomach Long-term potentiation Rats medicine.anatomical_structure chemistry Gastric acid medicine.drug |
| Zdroj: | Prostaglandins. 33:169-180 |
| ISSN: | 0090-6980 |
| DOI: | 10.1016/0090-6980(87)90004-9 |
| Popis: | In order to improve the modest oral activity of PGE 2 as an inhibitor of gastric acid secretion, analogs were prepared and tested orally in histamine-challenged rats. Insertion of a double bond at C-4, resulting in the 4,5-allene analog of PGE 1 , gave a small increase in activity. Introduction of the ω-tetranor-16-phenoxy lower sidechain, a modification know to enhance activity in the PGF series, gave an eight-fold increase in activity. The analog having both modifications (enprostil, 2 ) showed a six hundred-fold increase in oral antisecretory activity over PGE 2 , which may reflect a potentiation effect. Modification of enprostil at C-1 (various esters) and at C-11 (11-methyl, 11-deoxy) generally resulted in compounds of high activity while modifications at other sites generally resulted in significant reductions in activity. |
| Databáze: | OpenAIRE |
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