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Synthesis, characterization and tyrosinase inhibitory properties of benzimidazole derivatives

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Abstract

1-Alkylbenzimidazole and 1,3-dialkyl benzimidazolium salts were synthesized and characterized by the data of IR, 1H NMR, 13C NMR spectra and elemental analyses. These compounds were investigated as tyrosinase inhibitors. Tyrosinase has been purified from banana by affinity chromatography on a Sepharose 4B gel conjugated with L-tyrosine-p-aminobenzoic acid. All the synthesized compounds inhibited the tyrosinase activity. Among the compounds studied, 1,4-di(1H-benzo[d]imidazol-1-yl)butane was found to be the most active tyrosinase inhibitor (IC50 0.31 mM).

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Authors and Affiliations

  1. Faculty of Arts and Sciences, Department of Chemistry, Inonu University, Malatya, 44280, Turkey

    Mert Olgun Karatas & Bulent Alici

  2. Faculty of Science, Department of Chemistry, Ege University, Izmir, 35100, Turkey

    Engin Çetinkaya

  3. Department of Chemistry, Faculty of Art and Sciences, Balikesir University, Balikesir, 10145, Turkey

    Çiǧdem Bilen, Nahit Gençer & Oktay Arslan

Authors
  1. Mert Olgun Karatas
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  2. Bulent Alici
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  3. Engin Çetinkaya
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  4. Çiǧdem Bilen
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  5. Nahit Gençer
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  6. Oktay Arslan
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Correspondence to Nahit Gençer.

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Karatas, M.O., Alici, B., Çetinkaya, E. et al. Synthesis, characterization and tyrosinase inhibitory properties of benzimidazole derivatives. Russ J Bioorg Chem 40, 461–466 (2014). https://doi.org/10.1134/S1068162014040049

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  • DOI: https://doi.org/10.1134/S1068162014040049

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