Synthesis, characterization and tyrosinase inhibitory properties of benzimidazole derivatives

KARATAŞ M. O., ALICI B., Cetinkaya E., Bilen C., Gencer N., Arslan O.

RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, vol.40, no.4, pp.461-466, 2014 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 40 Issue: 4
  • Publication Date: 2014
  • Doi Number: 10.1134/s1068162014040049
  • Journal Name: RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.461-466
  • Keywords: benzimidazole, enzymatic browning, tyrosinase inhibitors, EGGPLANT POLYPHENOL OXIDASE, MUSHROOM TYROSINASE, ANTIBROWNING AGENTS, MOLECULAR DESIGN, PURIFICATION, ACID, CATECHOLASE, COMPLEXES, CATALYST
  • Yıldız Technical University Affiliated: No

Abstract

1-Alkylbenzimidazole and 1,3-dialkyl benzimidazolium salts were synthesized and characterized by the data of IR, H-1 NMR, C-13 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).