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Non-symmetrically p-nitrobenzyl- and p-cyanobenzyl-substituted N-heterocyclic carbene-silver(I) complexes: synthesis,characterization and antibacterial studies
Authors:T V Subramanya Prasad  C R Shahini  Shivaputra A Patil  Xiaojun Huang
Institution:1. Centre for Nano and Material Sciences, Jain University, Bangalore, India;2. Pharmaceutical Sciences Department, College of Pharmacy, Rosalind Franklin University of Medicine and Science, North Chicago, IL, USA;3. Department of Chemistry and Biochemistry, University of Texas at Arlington, Arlington, TX, USA
Abstract:Various nitro/nitrile-functionalized benzimidazol-2-ylidene carbene complexes of silver(I) (7ad and 11ad) were synthesized by combination of 1-allyl/1-isopropyl/1-sec-butyl/1-isopentyl-3-(nitro/cyano-benzyl)-3H-benzimidazol-1-ium hexafluorophosphate (6ad and 10ad) with silver(I) oxide in acetonitrile. The compounds were characterized by 1H, 13C NMR, FT-IR, mass spectrometry, and elemental analysis. Additionally, the in vitro antibacterial activity of the N-heterocyclic carbene (NHC) precursors (6ad and 10ad) and their corresponding NHC-silver(I) complexes (7ad and 11ad) were investigated against Gram-positive bacteria Staphylococcus aureus and Gram-negative bacteria Escherichia coli using the qualitative Kirby-Bauer disk diffusion method. All the NHC-silver(I) complexes exhibited medium-to-high antibacterial activity with areas of clearance ranging from 12 mm to 21 mm, while the NHC precursors were inactive against both strains of bacteria.
Keywords:NHCs  silver complexes  synthesis  antibacterial  Staphylococcus aureus  Escherichia coli
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