Synthesis, Characterization and Biological Evaluation of 3'-Benzoyl-5'-(Furan-2-yl)-4'-Phenylspiro[Indoline-3,2'-Pyrrolidin]-2-One Derivatives and its Molecular Docking Studies

Abstract

A series of new spirooxindole derivatives were synthesized via 1,3-dipolar cycloaddition. All the synthesized compounds were evaluated for antimicrobial activity. In antibacterial studies compound 4d demonstrated the most potent inhibitory activity (MIC = 12.5 lg/mL for K.pneumonia, B.cereus and S.typhi), which was compared with the positive control streptomycin. In antifungal studies compound 4e demonstrated the most potent inhibitory activity (MIC = 3.125 lg/mL for C.albicans and A.niger), which was related with the standard drug ketaconazole. In addition, molecular modeling studies were also performed to disclose the binding modes of the most active inhibitors to the amino acid residues that compose the active site of the glucosamine-6-phosphate synthase and crystal structure of human lanosterol 14-alpha dimethylase in complex with ketaconazole enzyme.