Antimicrobial activity, inhibition of biofilm formation, and molecular docking study of novel Ag-NHC complexes

Şahin, Neslihan; Üstün, Elvan; Tutar, Uğur; Çelik, Cem; Gürbüz, Nevin; Özdemır, İsmaıl

doi:10.1016/j.jorganchem.2021.122082

Cited by 17 publications

(18 citation statements)

References 67 publications

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“…Recent developments in theoretical and computational chemistry give important insights about the structural properties of the molecules and their interactions with biological macromolecules (Serdaroğlu et al, 2021;Şahin et al, 2021). The theoretical results agree with the experimental results and this kind of analysis saves budget, labor, and time.…”

Section: Introductionsupporting

confidence: 55%

Density Functional Theory and Molecular Docking Analysis of Newly Synthesized and Characterized Benzimidazolium Salts

Üstün

Şahin

2022

Ordu Üniversitesi Bilim Ve Teknoloji Dergisi

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N-heterosiklik karbenler ailesinin önemli bir üyesi olan benzimidazoller, farmasötik aktivitelerinin yanı sıra katalitik özellikleri ile de dikkat çekmektedir. Bu moleküllerin sentezlenmesi ve türevlendirilmesi nispeten kolay olduğundan, bu bileşikler istenen özelliklere sahip yeni türlerin ve bu türlerin metal komplekslerinin sentezinde sıklıkla kullanılırlar. Bu tür farmasötik moleküllerin doku ve kan bileşenleri ile etkileşimleri önemlidir. Biyoaktif türlerin kandaki en önemli proteinlerden biri olan serum albümini ile etkileşimi sıkça çalışılan bir konudur ve bu araştırmalarda Sığır Serum Albümin sıklıkla kullanılmaktadır. In-siliko yöntemler birçok avantaj sağlar ve deneysel prosedürlerden önce önemli bilgiler verir. Bu çalışmada iki yeni benzimidazolyum tuzu sentezlenmiş ve karakterize edilmiştir. Moleküllerin yapısal analizi DFT tabanlı hesaplama yöntemleri ile analiz edildikten sonra, Global Reaktivite Tanımlayıcıları ile moleküllerin reaktiviteleri de incelenmiştir. Ayrıca moleküllerin Sığır Serum Albümin ile etkileşimleri moleküler doking yöntemleri ile analiz edildi.

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Section: Introductionsupporting

confidence: 55%

Density Functional Theory and Molecular Docking Analysis of Newly Synthesized and Characterized Benzimidazolium Salts

Üstün

Şahin

2022

Ordu Üniversitesi Bilim Ve Teknoloji Dergisi

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“…Bernardi et al [20] reported that they found the most effective results in inhibiting biofilms in silver and copperlinked NHC complexes. Şahin et al [21] reported that the Ag(I) NHC compounds they synthesized found different concentrations of antibiofilm activity on two grampositive and two gram-negative bacteria and one yeast strain. Tutar et al [22] They reported that they found strong antibiofilm activity in their study with Ag(I) NHC complexes.…”

Section: Resultsmentioning

confidence: 99%

Antibiofilm and Antimicrobial Properties of 1-allyl-3-(2-diisopropylaminoethyl) Benzimidazolium Chloride and its Silver(I)-NHC Complex

Tutar

Çelik

2022

Cumhuriyet Science Journal

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Today, the number of antimicrobials used in treatment has decreased, especially due to drug resistance. We need new antimicrobials. Biofilms are an important cause of antimicrobial resistance. In this study, the antimicrobial and antibiofilm properties of the salt and silver complex of benzimidazolium-based NHC compound, which were previously synthesized and characterized, were evaluated. The antimicrobial properties were tested using the broth microdilution method, while their antibiofilm potential was determined by microtiter plate assay. Salt of the NHC compound (1a) showed antimicrobial activity on microorganisms at concentrations between 31.25-125 µg/mL. The silver complex (2a) of the NHC compound showed higher antimicrobial and antibiofilm activity than the salt compound. This activity was highest on Candida albicans yeast (MIC 3.9 µg/mL). Compound 2a reduced the biofilm structure of C. albicans yeast by 86.1% compared to the control. In addition, compound 2a showed 76.4-80.6% antibiofilm activity on gram-negative bacteria. NHC compounds are seen as a promising resource for the development of new generation antimicrobials. The NHC compound evaluated in this study was found to have significant antimicrobial and antibiofilm activity. These compounds could be an important resource for the discovery of future biofilm-acting antimicrobials.

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“…The microtiter plate method was used in accordance with the method of Şahin et al [11]. An overnight culture of microorganisms at 10 8 CFU/mL turbidity containing 1 % (w/v) glucose, was diluted with 100 µL of Tryptic Soy Broth and dispensed into wells of a microplate.…”

Section: Biofilm Inhibition Concentration (Bic) Assaymentioning

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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Antimicrobial activity, inhibition of biofilm formation, and molecular docking study of novel Ag-NHC complexes

Cited by 17 publications

References 67 publications

Density Functional Theory and Molecular Docking Analysis of Newly Synthesized and Characterized Benzimidazolium Salts

Density Functional Theory and Molecular Docking Analysis of Newly Synthesized and Characterized Benzimidazolium Salts

Antibiofilm and Antimicrobial Properties of 1-allyl-3-(2-diisopropylaminoethyl) Benzimidazolium Chloride and its Silver(I)-NHC Complex

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

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