Synthesis and Biological Evaluation of Novel Indolyl Isoxazoline Derivatives as Analgesic and Antiinflammatory Agents

Abstract

A series of 3-(2-(4-substituted phenyl)-1H-indol-3-yl)-1-(4-substituted phenyl)prop-2-en-1-one 3(a-l) were synthesized from substituted indole aldehydes. Using hydroxylamine hydrochloride the chalcones 3(a-l) were cyclized to afford a novel series of 2-(4-substituted phenyl)-3-(3-(4-substituted phenyl)-4,5-dihydroisoxazol-5-yl)-1H-indole 4(a-l). The structure of all these compounds were established on the basis of spectral (IR, ¹H NMR) studies. The compounds 4(a-l) were evaluated for the antiinflammatory and analgesic activity by using different pharmacological models. The most active compounds were subjected to acute ulcerogenesis activity and were found to be less ulcerogenic than the reference drug indomethacin.