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Synthesis, antimicrobial activity and molecular docking study of benzyl functionalized benzimidazole silver(I) complexes

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Abstract

In this study, a series of N-functionalized benzimidazole silver(I) complexes were prepared and characterized by FT-IR, 1H, 13C{1H} NMR spectroscopy, and elemental analysis. Synthesized N-benzylbenzimidazole silver(I) complexes were evaluated for their antimicrobial activities against bacteria Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, and the fungal strains Candida albicans and Candida glabrata. The results indicated that N-alkylbenzimidazole silver(I) complexes exhibited good antimicrobial activity compared to N-alkylbenzimidazole derivatives. Especially, complex 2e presented perfect antimicrobial activity than the other complexes. The characterized molecules were optimized by DFT-based calculation methods and the optimized molecules were analyzed in detail by molecular docking methods against bacterial DNA-gyrase and CYP51. The amino acid residues detected for both target molecules are consistent with expectations, and the calculated binding affinities and inhibition constants are promising for further studies.

Graphical abstract

A series of N-alkylbenzimidazole silver(I) complexes were synthesized and fully characterized by means of 1H NMR, 13C NMR, and FT-IR spectroscopies. Synthesized N-alkylbenzimidazole silver(I) complexes were investigated for their antimicrobial activities against bacteria Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, and the fungal strains Candida albicans and Candida glabrata. All complexes showed better activity according to Ampicilin against Pseudomonas aeruginosa. The molecules which were firstly optimized by DFT-based calculation methods were also analyzed by molecular docking methods against DNA gyrase of E. Coli and CYP51. 338 × 190 mm (96 × 96 DPI)

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Acknowledgements

This work was financially supported by the İnönü University Research Fund (FBG-2021-2562).

Funding

The funding has been received from İnönü University Research Fund with Grant no. FBG-2021-2562.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science and Art, İnönü University, 44280, Malatya, Turkey

    Erkan Arı, Hüseyin Karcı, İlknur Özdemir, Nevin Gürbüz & İsmail Özdemir

  2. Department of Science Education, Faculty of Education, Cumhuriyet University, 58040, Sivas, Turkey

    Neslihan Şahin

  3. Department of Chemistry, Faculty of Art and Science, Ordu University, 52200, Ordu, Turkey

    Elvan Üstün

  4. Department of Molecular Biology and Genetics, Faculty of Science and Art, İnönü University, Malatya, Turkey

    Muhammed Dündar

  5. Drug Application and Research Center, İnönü University, 44280, Malatya, Turkey

    Muhammed Dündar, Hüseyin Karcı, İlknur Özdemir, Nevin Gürbüz & İsmail Özdemir

  6. Department of Genetics, Faculty of Medicine, İnönü University, Malatya, Turkey

    Ahmet Koç

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Arı, E., Şahin, N., Üstün, E. et al. Synthesis, antimicrobial activity and molecular docking study of benzyl functionalized benzimidazole silver(I) complexes. J Biol Inorg Chem 28, 725–736 (2023). https://doi.org/10.1007/s00775-023-02024-y

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