Synthesis, Antimicrobial, and Computational Evaluation of Novel Isobutylchalcones as Antimicrobial Agents

Scheme 1

Synthesis of chalcones (A1–A25). Reagents and conditions: (a) ethanol, KOH, and room temperature; (1) 1-(4-isobutylphenyl)ethanone; (2a-y) aromatic or heteroaromatic aldehyde. R = ring B; A1: 4′′-chlorophenyl; A2: 4′′-methylphenyl; A3: 2′′,4′′-dichlorophenyl; A4: 2′′-chlorophenyl; A5: 4′′-fluorophenyl; A6: 2′′,4′′-difluorophenyl; A7: 4′′-dimethylaminophenyl; A8: 3′′-bromophenyl; A9: 4′′-hydroxyphenyl; A10: 3′′-hydroxyphenyl; A11: 4′′-nitrophenyl; A12: 4′′-methoxyphenyl; A13: 3′′,4′′-dimethoxyphenyl; A14: 3′′,4′′,5′′-trimethoxyphenyl; A15: 2′′-pyridinyl; A16: 3′′-pyridinyl; A17: 4′′-pyridinyl; A18: 2′′-pyrrolyl; A19: 2′′-thienyl; A20: 5′′-bromofuran-2′′-yl; A21: 3′′,4′′-methylenedioxyphenyl; A22: 9′′-anthracenyl; A23: 1′′-phenyl-3′′-methylpyrazole-4′′-yl; A24: 3′′-methoxy-4′′-hydroxyphenyl; A25: 2′′-chloro-5′′-nitrophenyl.