Synthesis, structure, molecular docking, and structure-activity relationship analysis of enamines: 3-Aryl-4-alkylaminofuran-2(5H)-ones as potential antibacterials

Thirty-one 3-aryl-4-alkylaminofuran-2(5H)-one derivatives were prepared and tested for their antimicrobial activities. 3-(4-Bromophenyl)-4-(2-(4-nitrophenyl)hydrazinyl)furan-2(5H)-one (4a11) showed the most potent antibacterial activity with MIC50 of 0.42 μg/mL against Staphylococcus aureus ATCC 25923 and was the most potent inhibitor against tyrosyl-tRNA synthetase from S. aureus with IC50 of 0.12 ± 0.04 μM.