New amides and gastroprotective constituents from the fruit of Piper chaba

Planta Med. 2004 Feb;70(2):152-9. doi: 10.1055/s-2004-815493.

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-(2 E,4 E)-octadecadienamide ( 12), N-isobutyl-(2 E,4 E,14 Z)-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.

MeSH terms

  • Amides / administration & dosage
  • Amides / therapeutic use
  • Animals
  • Anti-Ulcer Agents / administration & dosage
  • Anti-Ulcer Agents / therapeutic use*
  • Ethanol
  • Fruit
  • Indomethacin
  • Phytotherapy*
  • Piperaceae*
  • Plant Extracts / administration & dosage
  • Plant Extracts / therapeutic use*
  • Rats
  • Stomach Ulcer / chemically induced
  • Stomach Ulcer / prevention & control*

Substances

  • Amides
  • Anti-Ulcer Agents
  • Plant Extracts
  • Ethanol
  • Indomethacin