DESIGN, SYNTHESIS AND 3D-QSAR STUDIES OF NEW BIS (INDOLYL) METHANES AS ANTIOXIDANT AGENTS

Abstract

The reaction of indoles with aromatic aldehydes in the presence of 5 mol% p-toluenesulfonic acid as a catalyst in acetonitrile media afforded high yields of bis(indolyl)methane via conventional and ultrasonication methodologies. It was observed that the ultrasonication method produced a higher yield of products in shorter reaction times. All synthesized compounds were evaluated for their antioxidant activities. Among them, compounds 3a, 3f, 3g, 3j, 3k, 3p, 3q and 3t showed moderate to good antioxidant activity. 3D-QSAR analysis was performed to the obtained compounds and investigated using comparative molecular field analysis (CoMFA) method, helping to better understand the structural requirements of lead compounds with high antioxidant activity and biological compatibility.