Silver–<i>N</i>‐Heterocyclic Carbene Complexes: Synthesis, Characterization, and Antimicrobial Properties

Kaloğlu, Nazan; Kaloğlu, Murat; Özdemır, İsmaıl; Günal, Selamı

doi:10.1002/jccs.201700024

Cited by 21 publications

(7 citation statements)

References 53 publications

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“…Similar results were obtained with a benzimidazole‐based neutral silver NHC complex with benzodioxanyl and benzyl/4‐methylbenzyl substituents as reported by Sari et al [ 72 ] Similarly, Karataş et al [ 73 ] reported similar bis‐NHC coordinated silver(I) complexes which displayed good antibacterial activity (MIC in the range 50–200 MIC μg/ml against E. coli ). These values are comparable to other related results in the literature; in some cases, the complexes have shown better results, [ 72–74 ] indicating that these new Ag–NHC complexes are quite potent.…”

Section: Resultssupporting

confidence: 90%

Cyanopropyl functionalized benzimidazolium salts and their silver N‐heterocyclic carbene complexes: Synthesis, antimicrobial activity, and theoretical analysis

Türker

Üstün

Günal

et al. 2022

Archiv der Pharmazie

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The reaction of N-substituted benzimidazole with 4-bromobutyronitrile gives the corresponding benzimidazolium salts as N-heterocyclic carbene (NHC) precursors. Silver(I) carbene complexes are synthesized by the reaction of the corresponding benzimidazolium salts with Ag 2 O in dichloromethane. These new NHC precursors and Ag-NHC complexes were characterized by spectroscopy techniques and also screened for their antibacterial activities against the standard bacterial strains Escherichia coli, Pseudomonas aeruginosa, Acinetobacter baumannii, Klebsiella pneumoniae, Staphylococcus aureus, methicillin-resistant Staphylococcus aureus, and Enterococcus faecalis, and the standard fungal strains Candida albicans and Candida glabrata, and promising results were achieved. The compounds were also analyzed by density functional theory (DFT)/time-dependent DFT and docking methods.

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Section: Resultssupporting

confidence: 90%

Cyanopropyl functionalized benzimidazolium salts and their silver N‐heterocyclic carbene complexes: Synthesis, antimicrobial activity, and theoretical analysis

Türker

Üstün

Günal

et al. 2022

Archiv der Pharmazie

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“…These data are in agreement with those of the benzimidazolium salts previously reported in the literature. [ 55,66–71 ]…”

Section: Resultsmentioning

confidence: 99%

Applications of quinoxaline‐bridged bis(benzimidazolium) salts as ligand sources for the palladium‐catalyzed Suzuki and Heck cross‐coupling reactions in an aqueous medium

Düşünceli

Şahan

Kaloğlu

et al. 2022

J Chinese Chemical Soc

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In the present work, quinoxaline-bridged bis(benzimidazolium) salts were prepared by the reaction of 2,3-bis(bromomethyl) quinoxaline and 1-substituted benzimidazole. The structures of the bis(benzimidazolium) salts were characterized by NMR, FT-IR, and elemental analysis techniques. Also, the photophysical properties of salts were investigated by UV-Vis absorption and fluorescence emission spectroscopy. Next, these quinoxaline bridged bis(benzimidazolium) salts were used as bidentate benzimidazol-2-ylidene ligand precursors in the palladium-catalyzed Suzuki-Miyaura and Mizoroki-Heck cross-couplings. These salts exhibited moderate-to-high activity in the palladium-catalyzed cross-coupling reactions.

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“…There are studies in the literature on the antimicrobial properties of benzimidazoliumderived Ag(I)-NHCs. Several bacteria and fungi isolates were used by Kaloğlu et al [13]. to evaluate the antimicrobial activities of the Ag-(I) NHC compounds they synthesized.…”

Section: Discussionmentioning

confidence: 99%

Antimicrobial, anti-biofilm and cytotoxic properties of methallyl functionalized benzimidazolium-derived Ag(I)-Nheterocyclic carbene complexes

Çelik¹,

Tutar²,

Şahin³

et al. 2022

Trop. J. Pharm Res

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Purpose: To investigate the antimicrobial, antibiofilm, and cytotoxicity properties of methallyl substituted benzimidazolium-based, silver-bound N-heterocyclic carbene (Ag(I)-NHC) complexes, with respect to their potential to act as antimicrobial agents.Methods: The antimicrobial, antibiofilm, and cytotoxicity properties of the four complexes, the synthesis and characterization of which were carried out previously, were investigated. The antimicrobial properties were tested using the broth microdilution method, while their antibiofilm potential were determined by microtiter plate assay. The L-929 cell line was used for cytotoxic studies.Results: Strong antibiofilm and antimicrobial effects were produced by Ag(I)-NHC complexes. Compounds 2 and 3 showed potent activities against E. coli strain, with effects similar to that of positive control antibiotic, while compounds 1 and 4 exhibited antimicrobial activity at a concentration of 31.2 μg/mL. The compounds were effective against biofilms formed at concentrations in the range of 32 – 84 %, and degraded mature biofilms at a concentration range of 14 - 66 %. Compounds 1 and 2 did not significantly affect cell survival (p > 0.05), while compounds 3 and 4 significantly reduced cell survival, when compared with untreated cells in the control group (p < 0.001).Conclusion: This study may be one of the few studies on benzimidazolium-derived NHCs. The compounds which produced antimicrobial, antibiofilm, and cytotoxic properties in this study may be valuable and novel antimicrobial agents. Therefore, there is need for further in vivo and in vitro studies on these compounds.

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Silver–N‐Heterocyclic Carbene Complexes: Synthesis, Characterization, and Antimicrobial Properties

Cited by 21 publications

References 53 publications

Cyanopropyl functionalized benzimidazolium salts and their silver N‐heterocyclic carbene complexes: Synthesis, antimicrobial activity, and theoretical analysis

Cyanopropyl functionalized benzimidazolium salts and their silver N‐heterocyclic carbene complexes: Synthesis, antimicrobial activity, and theoretical analysis

Applications of quinoxaline‐bridged bis(benzimidazolium) salts as ligand sources for the palladium‐catalyzed Suzuki and Heck cross‐coupling reactions in an aqueous medium

Antimicrobial, anti-biofilm and cytotoxic properties of methallyl functionalized benzimidazolium-derived Ag(I)-Nheterocyclic carbene complexes

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