Antinociceptive properties of 1,8-Cineole and beta-pinene, from the essential oil of Eucalyptus camaldulensis leaves, in rodents

Planta Med. 2007 Oct;73(12):1247-54. doi: 10.1055/s-2007-990224. Epub 2007 Sep 24.

Abstract

1,8-cineole (cineole) and beta-pinene, two monoterpenes isolated from the essential oil obtained from Eucalyptus camaldulensis Dehn leaves were tested for antinociceptive properties. Tail-flick and hot-plate methods, reflecting the spinal and supraspinal levels, respectively, were used in mice and/or rats using morphine and naloxone for comparison. Cineole exhibited an antinociceptive activity comparable to that of morphine, in both algesic stimuli. A significant synergism between cineole and morphine was observed, but naloxone failed to antagonize the effect of cineole. Beta-pinene exerted supraspinal antinociceptive actions in rats only and it reversed the antinociceptive effect of morphine in a degree equivalent to naloxone, probably acting as a partial agonist through the mu opioid receptors. From structure-activity relationships of the pairs morphine+cineole and naloxone+beta-pinene, it was shown that similarities exist in the stereochemistry and in the respective atomic charges of these molecules. Further studies are in progress in order to elucidate the mechanism of action of the two terpenoids.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Analgesics / analysis*
  • Animals
  • Bicyclic Monoterpenes
  • Bridged Bicyclo Compounds / therapeutic use*
  • Cyclohexanols / therapeutic use*
  • Eucalyptol
  • Eucalyptus / chemistry*
  • Male
  • Mice
  • Monoterpenes / therapeutic use*
  • Oils, Volatile / chemistry*
  • Pain / drug therapy*
  • Phytotherapy
  • Plant Leaves / chemistry
  • Rats
  • Rats, Wistar
  • Structure-Activity Relationship

Substances

  • Analgesics
  • Bicyclic Monoterpenes
  • Bridged Bicyclo Compounds
  • Cyclohexanols
  • Monoterpenes
  • Oils, Volatile
  • beta-pinene
  • Eucalyptol