Synthesis, antiinflammatory evaluation and docking analysis of some novel 1,3,4-oxadiazole derivatives

Abstract

In the present study, novel series of 5-{[4-(acetylamino) phenoxy] methyl}-1,3,4-oxadiazole-2-yl-sulfanyl-N-substituted-2-acetamide/2-propanamide/3-propanamide derivatives (8a to 8c, 9a to 9c and 10a to 10c) have been synthesized. The newly synthesized compounds have been tested for their anti-inflammatory and anti-ulcerogenic activities in vivo. Among the present series the compound 8c is found to be most active against inflammation with inhibition of 65.34% and has been observed to be safe ulcerogenically. It is observed that introduction of an asymmetric centre near the sulfur atom decreases the activity. Molecular docking simulations have been carried out for the compounds. Structures from all the series fit into the active site of cyclooxygenase-2 enzyme with least binding energies and exhibit favorable binding interactions required for the selective inhibition of cyclooxygenase- 2.