SYNTHESIS, CHARACTERIZATION, AND TYROSINASE INHIBITORY PROPERTIES OF BENZIMIDAZOLE DERIVATIVES
© 2014 Mert Olgun Karatasa, Bulent Alicia, Engin Çetinkayab, Çiğ dem Bilenc, Nahit Gençerc, #, and Oktay Arslanc
aInonu University, Faculty of Arts and Sciences, Department of Chemistry 44280, Malatya, Turkey; bEge University, Faculty of Science, Department of Chemistry, 35100, Izmir, Turkey; cDepartment of Chemistry, Faculty of Art and Sciences, Balikesir University, Balikesir, 10145, Turkey
Received January 8, 2014; in final form, March 3, 2014
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).
Keywords: benzimidazole, enzymatic browning, tyrosinase inhibitors.
Биоорг. химия 2014, 40 (4): 497-502