Synthesis, characterization, molecular docking studies and biological activity of coumarin linked 2-pyridone heterocycles

Abstract

In the present paper, the synthesis, characterization, antimicrobial activity and <em>in silico</em> molecular docking study of 6-((arylidene)amino)-4-(4-chlorophenyl)-2-oxo-1-((1-(2-oxo-2<em>H</em>-chromen-3-yl)ethylidene)amino)-1,2-dihydropyridine-3,5-dicarbonitriles <strong>4a-o</strong> have been reported. Compounds <strong>4d</strong>, <strong>4g</strong>, <strong>4j</strong>, <strong>4k</strong>, <strong>4m</strong> and <strong>4o</strong> show significant activity. Structure determination of the synthesized compounds has been done by the standard spectroscopic techniques. It is observed that biological activity is influenced by electronic environment of the molecules. Electron withdrawing group at <em>para</em> position plays a major role for enhancing the biological activity for antibacterial activity and the electron donating group at <em>para</em> position for antifungal activity. Compounds <strong>4a-o</strong> have been further evaluated for cytotoxicity on HeLa cells. From the cytotoxicity results, compounds have been found to possess low cytotoxicity with potent antimicrobial activity.