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• W2041649319 abstract "From the reaction of 1H-imidazole (1a), 4,5-dichloro-1H-imidazole (1b) and 1H-benzimidazole (1c) with p-cyanobenzyl bromide (2), symmetrically substituted N-heterocyclic carbene (NHC) [(3a–c)] precursors, 1-methylimidazole (5a), 4,5-dichloro-1-methylimidazole (5b) and 1-methylbenzimidazole (5c) with benzyl bromide (6), non-symmetrically substituted N-heterocyclic carbene (NHC) [(7a–c)] precursors were synthesized. These NHCprecursors were then reacted with silver(I) acetate to yield the NHC-silver complexes [1,3-bis(4-cyanobenzyl)imidazole-2-ylidene] silver(I) acetate (4a), [4,5-dichloro-1,3-bis(4-cyanobenzyl)imidazole-2-ylidene] silver(I) acetate (4b), [1,3-bis(4-cyanobenzyl)benzimidazole-2-ylidene] silver(I) acetate (4c), (1-methyl-3-benzylimidazole-2-ylidene) silver(I) acetate (8a), (4,5-dichloro-1-methyl-3-benzylimidazole-2-ylidene) silver(I) acetate (8b) and (1-methyl-3-benzylbenzimidazole-2-ylidene) silver(I) acetate (8c) respectively. The four NHC-precursors 3a–c, 7c and four NHC–silver complexes 4a–c and 8c were characterized by single crystal X-ray diffraction. The preliminary antibacterial activity of all the compounds was studied against Gram-negative bacteria Escherichia coli, and Gram-positive bacteria Staphylococcus aureus using the qualitative Kirby-Bauer disc-diffusion method. All NHC–silver complexes exhibited medium to high antibacterial activity with areas of clearance ranging from 4 to 12 mm at the highest amount used, while the NHC-precursors showed significantly lower activity. In addition, all NHC–silver complexes underwent preliminary cytotoxicity tests on the human renal-cancer cell line Caki-1 and showed medium to high cytotoxicity with IC50 values ranging from 53 ( ± 8) to 3.2 ( ± 0.6) µM. Copyright © 2010 John Wiley & Sons, Ltd." @default.
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• W2041649319 date "2010-08-23" @default.
• W2041649319 modified "2023-10-17" @default.
• W2041649319 title "Synthesis, cytotoxicity and antibacterial studies of symmetrically and non-symmetrically benzyl- or p-cyanobenzyl-substituted N-Heterocyclic carbene-silver complexes" @default.
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• W2041649319 doi "https://doi.org/10.1002/aoc.1702" @default.
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