Phenylethylamide derivatives of the C-terminal tetrapeptide of gastrin
| Autor: | Jean-Pierre Bali, Jean Martinez, Marc Rodriguez, Jeanine Laur |
|---|---|
| Rok vydání: | 2009 |
| Předmět: |
chemistry.chemical_classification
Gastric Juice Magnetic Resonance Spectroscopy Optical Rotation Tetrapeptide Chemistry Phenylalanine Biological activity Peptide Tripeptide Biochemistry Rats Tetragastrin Gastric Acid Structure-Activity Relationship Gastrins Animals Indicators and Reagents Secretion ED50 Gastrin |
| Zdroj: | International Journal of Peptide and Protein Research. 28:529-535 |
| ISSN: | 0367-8377 |
| DOI: | 10.1111/j.1399-3011.1986.tb03288.x |
| Popis: | Peptide analogues of the C-terminal tetrapeptide of gastrin in which the phenylalanine had been replaced were synthesized and their biological activity on acid secretion evaluated. Compounds Boc-Trp-Leu-Asp phenylethylamide 6, Boc-beta-Ala-Trp-Leu-Asp phenylethylamide 9, Boc-Trp-Leu-Asp p-fluorophenylethylamide 19, Boc-Trp-psi(CH2NH)-Leu-Asp phenylethylamide 23, Boc-Trp-Leu-Asp 2,2-diphenylethylamide 15, and Boc-D Trp-Leu-Asp 2,2-diphenylethylamide 21, in which the phenylalanine had been replaced by phenylethylamine, p-fluorophenylethylamine or 2,2-diphenylethylamine were synthesized. None of these derivatives showed activity on acid secretion in the anaesthetized rat at doses as high as 5 mg/kg. However, they were potent inhibitors of gastrin-induced acid secretion, with ED50 varying from 0.1 to 0.6 mg/kg. |
| Databáze: | OpenAIRE |
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