SYNTHESIS, MOLECULAR DOCKING STUDIES AND ANTIMICROBIAL ACTIVITY OF SUBSTITUTED CINNAMIDES

Author(s): Saritha K*and Rajitha G, K. Sudheer and A. Umamaheswari

Abstract: A series of substituted cinnamides were synthesized by the condensation of 4-benzylidene-2-phenyl-1,3-oxazol-5(4H)-one with cyclohexylamine in presence of ethyl alcohol at room temperature. The chemical structures of synthesized compounds were confirmed by means of IR, 1H NMR, mass spectral and elemental analysis. All the compounds were screened for antimicrobial activity against bacterial strains Staphylococcus aureus (gram positive), Escherichia coli (gram negative) and fungal strains Penicillium chrysogenum, Penicillium notatum and Aspergillus niger by cup plate method and also in silico and molecular docking studies using XP GLIDE. Out of these compounds N-cyclohexyl-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-(phenylformamido)prop-2-enamide(5) exhibited good antimicrobial activity against all the strains tested, which was comparable to standard drugs Ciprofloxacin and Fluconazole. Compound 5 also showed better docking score (-8.397) than standard drug ciprofloxacin (-4.74) predicted by XP GLIDE module of Schrodinger suite against FAB protein. All the derivatives obeys Lipinski rule of five and have good bioactive scores.

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