Anti-inflammatory effects of ethanolic extract and alkamides-derived from Heliopsis longipes roots

J Ethnopharmacol. 2009 Jul 30;124(3):649-52. doi: 10.1016/j.jep.2009.04.060. Epub 2009 May 9.

Abstract

Ethnopharmacological relevance: Heliopsis longipes (A. Gray) Blake (Asteraceae) is a broadly used species in the Mexican, Central and South American Traditional Medicine for its anaesthetic, analgesic, anti-inflammatory and anti-ulcerative properties. The ethanolic extract contains alkamides, mainly affinin (spilanthol). This family of compounds exerts an in vitro inhibitory action on the cyclooxygenase and lipoxygenase enzymes.

Aim of the study: The present study approaches the anti-inflammatory effect of the extract and its main bioactive component affinin and derived isobutyl-decanamide.

Materials and methods: The anti-inflammatory effect was evaluated through the mouse ear oedema test by means of two irritating agents, arachidonic acid (AA) and phorbol myristate acetate (PMA).

Results: Heliopsis longipes, affinin and isobutyl-decanamide displayed a marked anti-inflammatory effect on the AA model with ED(50)=0.8, 1.2 and 0.9 mg/ear, respectively. Nimesulide (1 mg/ear) was used as a reference drug. In PMA model, the extract and two alkamides also showed a dose-dependent anti-inflammatory effect with ED(50)=2.0, 1.3 and 1.1 mg/ear, respectively. Indomethacin (3 mg/ear) was used as reference drug.

Conclusions: These results could represent an important contribution to explain the anti-inflammatory ethnobotanical effects reported for Heliopsis longipes and other species containing affinin (spilanthol). For the first time the topical anti-inflammatory effects of Heliopsis longipes, affinin and isobutyl-decanamide were studied.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkanes / pharmacology
  • Amides / chemistry
  • Amides / pharmacology*
  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
  • Arachidonic Acid
  • Asteraceae / chemistry*
  • Ear, External / pathology
  • Edema / chemically induced
  • Edema / pathology
  • Edema / prevention & control
  • Ethanol
  • Indicators and Reagents
  • Inflammation / chemically induced
  • Inflammation / prevention & control
  • Mice
  • Plant Extracts / pharmacology
  • Plant Roots / chemistry
  • Polyunsaturated Alkamides / pharmacology
  • Solvents
  • Tetradecanoylphorbol Acetate / pharmacology

Substances

  • Alkanes
  • Amides
  • Anti-Inflammatory Agents, Non-Steroidal
  • Indicators and Reagents
  • N-isobutyl-2E-decenamide
  • N-isobutyl-decanamide
  • Plant Extracts
  • Polyunsaturated Alkamides
  • Solvents
  • Arachidonic Acid
  • Ethanol
  • Tetradecanoylphorbol Acetate