Synthesis and evaluation of analgesic and anti-inflammatory activities of most active free radical scavenging derivatives of embelin - A Structure-activity relationship

Abstract

Antioxidant and related properties of the plant Embelia ribes and embelin are well known. In the present study embelin was condensed with various aromatic substituted primary amines to yield ten new and one reported derivatives along with monomethyl embelin. All these compounds along with embelin were evaluated for in vitro antioxidant activity using 2,2′-azino-bis(3-ethylbenzo- thiazoline-6-sulfonic acid) diammonium salt (ABTS) and 2,2′-diphenyl-1- picryl hydrazyl (DPPH) methods. Two para-substituted embelin derivatives showed potent antioxidant activity. These compounds along with embelin were studied for analgesic and anti-inflammatory activities at 10 and 20 mg/kg doses by standard methods. Potent analgesic activity higher than the standard pentazocine was observed. Embelin and both of its derivatives almost completely abolished the acetic acid induced writhing. p-Sulfonylamine phenylamino derivative showed better anti-inflammatory activity than embelin. © 2011 Pharmaceutical Society of Japan.