Phenylethylamide derivatives of the C‐terminal tetrapeptide of gastrin

Wiley - Tập 28 Số 5 - Trang 529-535 - 1986
Jean Martínez1, Marc Rodriguez1, Jean‐Pierre Bali2, Jeanine Laur1
1Centre de Pharmacologie‐Endocrinologie
2E.R. CNRS 228, Faculté de Pharmacie, Montpellier, France

Tóm tắt

Peptide analogues of the C‐terminal tetrapeptide of gastrin in which the phenyl‐alanine had been replaced were synthesized and their biological activity on acid secretion evaluated. Compounds Boc‐Trp‐Leu‐Asp phenylethylamide 6, Boc‐β‐Ala‐Trp‐Leu‐Asp phenylethylamide 9, Boc‐Trp‐Leu‐Asp p‐fluorophenylethylamide 19, Boc‐Trp‐ø(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2,2‐diphenylethylamide 15, and Boc‐D Trp‐Leu‐Asp 2,2‐diphenylethylamide 21, in which the phenylalanine had been replaced by phenylethylamine, p‐fluorophenylethylamine or 2,2‐diphenylethylamine were synthesized.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.

Từ khóa


Tài liệu tham khảo

10.1038/204935a0

Lin T.M., 1976, Gastroenterology, 70, 733, 10.1016/S0016-5085(76)80264-8

Bertaccini G., 1973, Proc. 5th Int. Congress of Pharmacol. San Francisco, 1972, 336

Martinez J., J. Med. Chem.

Spanarkel M., 1983, J. Biol. Chem., 258, 6746, 10.1016/S0021-9258(18)32283-X

10.1016/0024-3205(85)90392-3

10.1016/0006-8993(85)90764-4

10.1016/0014-2999(86)90260-8

Howard J.M., 1984, Am. J. Physiol., 247, G261

Ibid, 1984, Gastroenterology, 86, 1118

10.1016/0167-0115(84)90077-6

10.1021/jm00378a012

10.1021/jm00150a020

Mazur R.H. (1976)US Patent4 012 367 filed February 5 1976.

10.1055/s-1976-24189

10.1021/jo00905a016

10.1002/cber.19731061122

Ghosh M.N., 1955, J. Physiol., 128, 35

10.1111/j.1399-3011.1986.tb01032.x

10.1016/0014-2999(82)90551-9

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Thông tin xuất bản

Wiley

Tập 28 Số 5

529-535

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