Synthesis of New 2-Pyridinone and 2-Iminochromene Derivatives Bearing Biologically Active Pyrrole Moiety as Expected Antibacterial and Antifungal Agents

Abstract

In an attempt to discover new antimicrobial drugs, new 2-pyridinone and 2-iminochromene derivatives bearing biologically active pyrrole nucleus were designed and synthesized. The pyridin-2-one derivatives were synthesized via ring closure of 2-cyano-N'-((1-methyl-1H-pyrrol-2-yl)methylene)acetohydrazide by acetylacetone or 2-arylidenemalononitriles. The 2-iminochromene derivatives were obtained in high yields through the cyclocondensation reaction of 2-cyano-N'-((1-methyl-1H-pyrrol-2-yl)methylene)acetohydrazide with o-hydroxy aldehyde derivatives (salicyaldehyde derivatives, 2-hydroxy-1-naphthaldehyde and 7-hydroxy-chromone-6-carboxaldehyde derivative). The antibacterial and antifungal properties of all synthesized compounds were evaluated. All tested compounds displayed weak activities toward the G + ve bacteria (S. aureus) and G –ve bacteria (E. coli and P. vulgaris). The polycyclic benzo[f]chromene derivative 7 showed weak activity toward both G + ve and G –ve bacteria.