Design, synthesis, antibacterial evaluation, molecular docking and computational study of 4-alkoxy/aryloxyphenyl...

A series of new 4-alkoxy/aryloxyphenyl cyclopropyl methane oxime derivatives 2(a-k) were synthesized and fully characterized by FT-IR, 1H-NMR, 13C-NMR and Mass spectrometry techniques. All the synthesized compounds 2(a-k) were assayed for in vitro antibacterial activity against a selected bacterial strain and the compound (2 h) and (2k) exerted excellent activity against Staphylococcus aureus, Escherichia coli and Salmonella typhi strains. The potency of inhibitors and possible interaction mechanism of synthetic oxime (2k) with 1GQN enzyme on Salmonella typhi was explored by molecular docking method. Amongst the all synthesized compounds, the quantum chemical calculations were done for Cyclopropyl(4-(pyridin-3-ylmethoxy)phenyl)methanone oxime (2k). The first hyperpolarizability calculation performed in different solvent such as CHCl₃, CH₂Cl₂ and DMSO and compared to the reference compound urea. In addition, natural bond orbital analysis (NBO), local reactivity descriptors, thermodynamic properties, Mulliken charges, molecular electrostatic potential (MEP), frontier molecular orbitals (FMO) analysis were explored using theoretical calculations.