Abdullah Alaklab, R. Surendra Kumar, A. Ahamed
Feb 1, 2017
Citations
0
Influential Citations
3
Citations
Quality indicators
Journal
Monatshefte für Chemie - Chemical Monthly
Abstract
One-pot three-component reactions of 1-[[2-(furan-2-ylmethylene)hydrazinyl](phenyl)methyl]-1H-imidazole and other imidazole derivatives were synthesized by Mannich base method in the presence of Cu(II) catalysis. Cu(Phen)Cl2 catalysis was performed well compared with other Cu(II) catalysis. Synthesized compounds were confirmed by IR, 1H NMR, 13C NMR, mass spectra, and elemental analysis. Synthesized compounds were evaluated by antimicrobial and larvicidal activities. 4-[[2-(Furan-2-ylmethylene)hydrazinyl](1H-imidazol-1-yl)methyl]-N,N-dimethylaniline was highly active (MIC: 0.5 µg/cm3) against Staphylococcus aureus compared with standard ciprofloxacin in antibacterial screening. 1-[(4-Chlorophenyl)[2-(furan-2-ylmethylene)hydrazinyl]methyl]-1H-imidazole was highly active (MIC: 0.25 µg/cm3) against Candida albicans compared with standard clotrimazole (MIC: 0.5 µg/cm3) in antifungal screening. Larvicidal activity was assessed to the urban mosquito, Culex quinquefasciatus, using a standard bioassay protocol. 1-[1-[2-(Furan-2-ylmethylene)hydrazinyl]-4,8-dimethylnona-3,7-dienyl]-1H-imidazole showed high toxicity levels of larvicidal activity based their half maximal lethal dose (LD50) values. Therefore, some compounds are lead molecules for the growth of new classes of antimicrobial and larvicidal agents.Graphical abstract