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Abstract

SYNTHESIS, 3D QSAR AND DOCKING STUDIES OF NOVEL INDOLYL ISOXAZOLINE DERIVATIVES AS ANTIINFLAMMATORY AGENT

Rajashree Chavan* and Anand Khadke

Abstract

A series of 3-(2-(4-substitutedphenyl)-1H-indol-3-yl)-1-(4- substitutedphenyl)prop-2-en-1-one 3(a-x) were synthesized from substituted indole aldehydes. Using hydroxylamine hydrochloride the chalcones 3(a-x) were cyclised to afford a novel series of 2-(4- substitutedphenyl)-3-(3-(4-substitutedphenyl)-4,5-dihydroisoxazol-5- yl)-1H-indole 4(a-x). The structure of all these compounds were established on the basis of spectral (IR, 1H NMR) studies. The compounds 4(a-x) were evaluated for the anti-inflammatory activity using carrageenan induced rat paw edema method. 3D QSAR studies were performed to understand structural requirement for exploring future potential of synthesized derivatives. QSAR models were generated using k-Nearest Neighbor Molecular Field Analysis (kNNMFA). The virtual combinatorial library was prepared using the generated model. Docking studies were performed on the series and compared with selective COX-2 inhibitor SC558.

Keywords: Indole, isoxazoline, anti-inflammatory activity, 3D QSAR, kNN-MFA.


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