Bioactivity-Guided Isolation of Ethyl-<em>p</em>-methoxycinnamate, an Anti-inflammatory Constituent, from <em>Kaempferia galanga</em> L. Extracts

Abstract

This study evaluated the anti-inflammatory effect of <em>Kaempferia galanga </em>(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 (<em>p</em> < 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%, <em>p</em> < 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%, <em>p</em> < 0.001). GC-MS analysis of the active sub-fraction identified ethyl-<em>p</em>-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 <em>in vitro</em> 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.

Keywords

• ethyl-&lt;em&gt;p&lt;/em&gt;-methoxycinnamate
• carrageenan-induced edema
• cyclooxygenase
• &lt;em&gt;Kaempferia galanga&lt;/em&gt;
• &lt;em&gt; &lt;/em&gt;anti-inflammatory activity