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Bioactivity-guided isolation of ethyl-p-methoxycinnamate, an anti-inflammatory constituent, from Kaempferia galanga L. extracts.

Abstract
This study evaluated the anti-inflammatory effect of Kaempferia galanga (KG) using an activity-guided approach. KG rhizomes were serially extracted with petroleum ether, chloroform, methanol and water. These extracts (2 g/kg each) were tested for their ability to inhibit carrageenan-induced rat paw edema. The chloroform extract was found to exert the highest inhibition (42.9%) compared to control (p < 0.001), hence it was further fractionated by washing serially with hexane, hexane-chloroform (1:1) and chloroform. The chloroform fraction (1 g/kg) showed the highest inhibitory effect (51.9%, (p < 0.001), on carrageenan-induced edema. This chloroform fraction was further fractionated with hexane-chloroform (1:3) and chloroform, and of the two fractions, the hexane-chloroform sub-fraction was the most effective in inhibiting edema (53.7%, p < 0.001). GC-MS analysis of the active sub-fraction identified ethyl-p-methoxycinnamate (EPMC) as the major component, which was re-crystallized. EPMC dose-dependently inhibited carrageenan-induced edema with an MIC of 100 mg/kg. Moreover, in an in vitro study, EPMC non-selectively inhibited the activities of cyclooxygenases 1 and 2, with IC₅₀ values of 1.12 µM and 0.83 µM respectively. These results validate the anti-inflammatory activity of KG which may be exerted by the inhibition of cyclooxygenases 1 and 2. EPMC isolated from this plant may be the active anti-inflammatory agent.
AuthorsMuhammad Ihtisham Umar, Mohd Zaini Asmawi, Amirin Sadikun, Item J Atangwho, Mun Fei Yam, Rabia Altaf, Ashfaq Ahmed
JournalMolecules (Basel, Switzerland) (Molecules) Vol. 17 Issue 7 Pg. 8720-34 (Jul 23 2012) ISSN: 1420-3049 [Electronic] Switzerland
PMID22825623 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
Chemical References
  • Anti-Inflammatory Agents
  • Cinnamates
  • Plant Extracts
  • octylmethoxycinnamate
  • Carrageenan
Topics
  • Animals
  • Anti-Inflammatory Agents (administration & dosage, chemistry, isolation & purification)
  • Carrageenan (toxicity)
  • Cinnamates (administration & dosage, chemistry, isolation & purification)
  • Edema (chemically induced, drug therapy)
  • Plant Extracts (administration & dosage, chemistry)
  • Rats
  • Rhizome (chemistry)
  • Zingiberaceae (chemistry)

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