Radhika Bhat, N. Begum
Aug 1, 2021
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Journal
Russian Journal of Organic Chemistry
Abstract
The present work describes the synthesis of 4-amino-6-(2-benzylidenehydrazinyl)-pyrimidine-5-carbonitrile derivatives, 4-amino-6-[(2-phenylethyl)amino]pyrimidine-5-carbonitrile, and 4-amino-6-(piperidin-1-yl)pyrimidine-5-carbonitrile. The compounds were characterized by FT-IR and 1H and 13C NMR spectroscopy and mass spectrometry. All the compounds were evaluated for in vitro antimicrobial activity against different bacterial and fungal strains. The minimum inhibitory concentrations (MICs) of all the compounds were validated. 4-Amino-6-[2-(3,4-dimethoxybenzylidene)hydrazinyl]pyrimidine-5-carbonitrile and 4-amino-6-(piperidin-1-yl)pyrimidine-5-carbonitrile, which have the lowest MIC values were selected for cell leakage analysis and bacterial growth curve study. It was found that both the compounds have potential to induce bacterial cell membrane rupture and disintegration. Field emission scanning electron microscopic analysis confirmed the effect of the selected compounds on the morphology of both Gram-positive (S. aureus) and Gram-negative (E. coli) bacteria. The mechanism of interaction between the drug and the target protein of S. aureus and E. coli was studied by molecular docking.