Exploring the site‒specific influence of hydroxyl group in ring‒B of murrayanine‒chalcone on edema reducing potential

Owing to the fact that chalcones have tremendous potential of exhibiting antiinflammatory activity and the development of a chalcone analog of murrayanine may have the perspectives of better anti-inflammatory activity than the parent moiety itself, in the present research, hydroxylated derivatives of murrayanine-chalcone were rationally designed and synthesized from murrayanine (1) and hydroxylated acetophenones (2A-C) using the previously reported protocol and to explore the anti-inflammatory potential using carrageenan-induced paw edema method.In addition to it, the establishment of the possible structure-activity-relationship (SAR) was done which will be beneficial for the medicinal chemists in further designing target modulators.The compound 3c having para substituted hydroxyl group exhibited noteworthy edema reducing potential.The compounds 3a and 3b presented a lower anti-inflammatory activity than that of the best active and the standard drug indomethacin.The SAR expressed that the para substitution (3c) expressed highest biological activity followed by meta (3b) and ortho (3a) substitution.The exploration of acute toxicity revealed the safety profile of the compounds and all the compounds were tested at 100mg/Kg body weight.The edema reducing activity may be due to the interaction of the substituents (of murrayanine-chalcone) with the inflammatory targets like cyclooxygenase-1/2 (COX-1/2) and lipoxygenase (LOX).The current study provided some imperative evidence for the better optimization of the chemical structure to attain marked biological activity.