Synthesis of a novel series of imines containing nitrogen heterocycles as promising antibacterial and antifungal agents

Abstract

Two biologically potential nitrogen heterocycles quinoline and 2-pyridone have been incorporated to synthesize imine series of 6-amino-1-((2,6-dichloroquinolin-3-yl)methyleneamino)-4-(aryl)-2-oxo-1,2-dihydropyridine-3,5-dicarbonitriles (<strong>3a-m</strong>). IR, ¹H and ¹³C NMR, and mass spectrometry have accomplished structural evaluation. All these compounds have been screened for their antibacterial activity against <em>Escherichia coli</em>, <em>Pseudomonas aeruginosa</em>, <em>Staphylococcus aureus </em>and <em>Streptococcus pyogenes </em>as well as antifungal activity against <em>Candida albicans</em>, <em>Aspergillus niger </em>and <em>Aspergillus clavatus</em>. From the screened results, it has been observed that the compounds <strong>3b</strong> and <strong>3c</strong> are found to have excellent activity against bacterial strains whereas compound <strong>3f</strong> has unveiled excellent activity against fungal strains. SAR study has revealed that <em>para</em> and <em>meta</em> positions with electron donating functionality are promising sites for antibacterial and antifungal properties respectively.