New Amides and Gastroprotective Constituents from the Fruit of Piper chaba

Abstract

The 80 % aqueous acetone extract from the fruit of Piper chaba was found to show protective effects on ethanol- and indomethacin-induced gastric lesions in rats. From the aqueous acetone extract, four new amides named piperchabamides A (1), B (2), C (3), and D (4) were isolated, and their structures were determined on the basis of chemical and physicochemical evidence. In addition, the gastroprotective effects of the principal constituents, piperine (5), piperanine (6), pipernonaline (7), dehydropipernonaline (8), piperlonguminine (9), retrofractamide B (10), guineensine (11), N-isobutyl-(2E,4E)-octadecadienamide (12), N-isobutyl-(2E,4E,14Z)-eicosatrienamide (13), and methyl piperate (14), were examined. As a result, compounds 5 - 10 and 12 - 14 significantly inhibited ethanol-induced gastric lesions at a dose of 25 mg/kg, p. o., while 5, 7, 8, 10, 12, and 13 also significantly inhibited indomethacin-induced gastric lesions at the same dose.

Key words

Piper chaba - Piperaceae - piperchabamide - amide - gastroprotection - piperine

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