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

Üstün, Elvan; Şahin, Neslihan

doi:10.54370/ordubtd.1117826

Cited by 2 publications

(2 citation statements)

References 26 publications

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“…The benzimidazolium salts (1a-d) were synthesized according to the previous studies. [44,45] 1-Allyl-5,-6-dimethylbenzimidazole (1) was reacted with aryl halide in DMF at 80 C, and 1a-d salts were obtained (Scheme 1).…”

Section: Synthesis and Characterization Of N-heterocyclic Carbene Pre...mentioning

confidence: 99%

Antimicrobial and antibiofilm activities and bovine serum albumin binding properties of benzimidazolium derivative NHC salts and their Ag(I)‐NHC complexes

Çelik

Üstün

Şahin

et al. 2022

Applied Organom Chemis

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Benzimidazole type N‐heterocyclic carbene molecules and their metal complexes have well‐known biological activity. Elemental silver and silver complexes also have antibacterial and antifungal activity. In this study, silver complexes with 1‐allyl 5,6‐dimethylbenzimidazolium derivative ligands were analyzed for their antimicrobial and antibiofilm activities. Additionally, bovine serum albumin (BSA) binding properties of the molecules were analyzed by spectrophotometric methods, and the details of interactions of the molecules with BSA were investigated by molecular docking methods. While N‐heterocyclic carbene salts showed moderate antifungal and antibiofilm activity, silver complexes of these salts have strong antimicrobial activity with <1.9–15.6 μg/ml minimal inhibitory concentration (MIC) values. On the other hand, carbene salts have better affinity against BSA than the complexes. Additionally, the interaction of the optimized complexes with SarA and BSA were analyzed by molecular docking methods. According to in vitro and in silico evaluation, the studied Ag complexes may be utilized for advanced studies.

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Section: Synthesis and Characterization Of N-heterocyclic Carbene Pre...mentioning

confidence: 99%

Antimicrobial and antibiofilm activities and bovine serum albumin binding properties of benzimidazolium derivative NHC salts and their Ag(I)‐NHC complexes

Çelik

Üstün

Şahin

et al. 2022

Applied Organom Chemis

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“…Reactivity descriptors are quantitative measures that give insights into how a chemical system behaves in chemical reactions through the relative energies of the frontier orbitals. These descriptors help to understand the reactivity of molecules, which is crucial in drug discovery [31,32]. Molecular docking is also a computational technique used to study the interactions between a ligand and a macromolecule such as an enzyme or protein.…”

Section: Introductionmentioning

confidence: 99%

Benzimidazol-2-ylidene Silver Complexes: Synthesis, Characterization, Antimicrobial and Antibiofilm Activities, Molecular Docking and Theoretical Investigations

Tutar,

Çelik,

Üstün

et al. 2023

Inorganics

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Five silver(I) complexes, namely chloro[1-methallyl-3-benzyl)benzimidazol-2-ylidene] silver (6), chloro[1-methallyl-3-(2,3,5,6-tetramethylbenzyl)benzimidazol-2-ylidene]silver (7), chloro[1-methallyl-3-(3,4,5-trimethoxylbenzyl)benzimidazol-2-ylidene]silver (8), chloro[1-methallyl- 3-(naphthylmethyl)benzimidazol-2-ylidene]silver (9), and chloro [1-methallyl-3-(anthracen-9-yl- methyl)benzimidazol-2-ylidene]silver (10), were prepared starting from their corresponding benzimidazolium salts and silver oxide in 71–81% yields. A single-crystal X-ray structure of 7 was determined. These five Ag-NHC complexes were evaluated for their antimicrobial and biofilm formation inhibition properties. Complex 10 exhibited high antimicrobial activities comparable to those obtained with standard drugs such as Fluconazole in contact with Staphylococcus aureus, Enterococcus faecalis, Escherichia coli, Acinetobacter baumannii, and Candida albicans. The latter complex has been shown to be very efficient in antibiofilm activity, with 92.9% biofilm inhibition at 1.9 μg/mL on Escherichia coli. Additionally, the molecules were optimized with DFT-based computational methods for obtaining insight into the structure/reactivity relations through the relative energies of the frontier orbitals. The optimized molecules were also analyzed by molecular docking method against DNA gyrase of Escherichia coli and CYP51 from Candida albicans.

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

Cited by 2 publications

References 26 publications

Antimicrobial and antibiofilm activities and bovine serum albumin binding properties of benzimidazolium derivative NHC salts and their Ag(I)‐NHC complexes

Antimicrobial and antibiofilm activities and bovine serum albumin binding properties of benzimidazolium derivative NHC salts and their Ag(I)‐NHC complexes

Benzimidazol-2-ylidene Silver Complexes: Synthesis, Characterization, Antimicrobial and Antibiofilm Activities, Molecular Docking and Theoretical Investigations

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