N'-((3-(substituted phenyl)-1-phenyl-1H-Pyrazol-4-yl)methylene)-(substituted) benzhydrazide: Synthesis, characterization and pharmacological evaluation

Abstract

A series of new N'-((3-(substitutedphenyl)-1-phenyl-1H-pyrazol-4-yl)methylene)-(substituted benzo hydrazones (7a-j) were synthesized by the reaction of substituted benzohydrazones with 1-phenyl-3-(substitutedphenyl)-pyrazole-4-carbaldehydes. Structures of these compounds were established by IR, 1 H, 13 C NMR and HRMS spectral data. Anticancer screening tests were performed against A549 adenocarcinomic human alveolar basal epithelial and MCF-7 human breast adenocarcinoma cell lines. In vitro antimicrobial activity was studied against two bacterial and two fungal strains. Compound 7b emerged as potent anticancer agent against A549 cell line with IC 50 13.48 µM and against MCF-7 cell line with IC 50 25.23 µM. Compound 7c exhibited anticancer activity with IC 50 13.49 µM against A549 cell line and against MCF-7 cell line with IC 50 27.48 µM respectively. Compounds 7a-j were found to be moderately active against tested microbial organisms. Molecular docking studies were performed on B-RAFV600E and EGFR kinases which showed similar binding mode to standards employed.