Benzimidazole-based silver(I)-N-heterocyclic carbene complexes as anti-bacterials: synthesis, crystal structures and nucleic acids interaction studies

A series of new benzimidazolium salts as N‐heterocyclic carbene (NHC) precursors has been synthesized. Reactions of these salts with Ag2O with varying metal‐to‐salt ratio facilitate the formation of a series of new binuclear and mononuclear Ag(I)–NHC complexes. All compounds were characterized using...

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Veröffentlicht in:Applied organometallic chemistry 2015-03, Vol.29 (3), p.126-137
Hauptverfasser: Asekunowo, Patrick O., Haque, Rosenani A., Razali, Mohd. R., Budagumpi, Srinivasa
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Sprache:eng
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Zusammenfassung:A series of new benzimidazolium salts as N‐heterocyclic carbene (NHC) precursors has been synthesized. Reactions of these salts with Ag2O with varying metal‐to‐salt ratio facilitate the formation of a series of new binuclear and mononuclear Ag(I)–NHC complexes. All compounds were characterized using physicochemical and spectroscopic techniques. Single‐crystal X‐ray diffraction study reveals a binuclear structure for one of the complexes and a mononuclear one for two others. These complexes exist as cationic Ag(I)–NHC complexes with the chelation of carbene carbons to the silver centre in an almost linear manner. The compounds were screened for their anti‐bacterial activities against Staphylococcus aureus (ATCC 12600) as a Gram‐positive bacterium and Escherichia coli (ATCC 25922) as a Gram‐negative bacterium. The results show that both bacteria appear markedly inhibited. Furthermore, the results suggest the possibility of steric variation as a modulation of the anti‐bacterial activities. The nuclease activities of the compounds were assessed using gel electrophoresis and the results indicate that these complexes can cleave or degrade DNA and RNA via a non‐oxidative mechanism. Copyright © 2014 John Wiley & Sons, Ltd. A new series of mononuclear and dinuclear Ag(I)–N‐heterocyclic carbene complexes of benzimidazolium salts were synthesized. These compounds were examined for their anti‐bacterial activities. The benzimidazolium salts did not act as anti‐bacterial agents at the working concentrations, but showed good bacteriostatic activity when combined with silver.
ISSN:0268-2605
1099-0739
DOI:10.1002/aoc.3256