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Synthesis of Some Novel 2-Substitutedbenzyl-(4)7-phenyl-1H-benzo[d]imidazoles in Mild Conditions as Potent Anti-Tyrosinase and Antioxidant Agents.
Dogan, Inci S; Özel, Arzu; Birinci, Zeynep; Barut, Burak; Sellitepe, Hasan E; Kahveci, Bahittin.
Afiliación
  • Dogan IS; Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Karadeniz Technical University, Trabzon, Turkey. isdogan@ktu.edu.tr.
  • Özel A; Faculty of Pharmacy, Department of Biochemistry, Karadeniz Technical University, Trabzon, Turkey.
  • Birinci Z; Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Karadeniz Technical University, Trabzon, Turkey.
  • Barut B; Faculty of Pharmacy, Department of Biochemistry, Karadeniz Technical University, Trabzon, Turkey.
  • Sellitepe HE; Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Karadeniz Technical University, Trabzon, Turkey.
  • Kahveci B; Faculty of Health Sciences, Department of Nutrition and Dietetics, Karadeniz Technical University, Trabzon, Turkey.
Arch Pharm (Weinheim) ; 349(11): 881-888, 2016 Nov.
Article en En | MEDLINE | ID: mdl-27681014
Novel 2-substitutedbenzyl-4(7)-phenyl-1H-benzo[d]imidazole compounds were synthesized and characterized. Although 2a and 2b were reported previously in the literature, 11 compounds were synthesized (nine of them were newly synthesized) and the tyrosinase inhibitory effects and antioxidant activities of these compounds were studied for the first time. All of the synthesized compounds displayed certain inhibitory effects on tyrosinase, with IC50 values ranging from 37.86 ± 0.24 to 75.81 ± 2.49 µM. Among the compounds, 2j exhibited similar tyrosinase inhibitory effect (IC50 = 37.86 ± 0.24 µM) to the positive control, kojic acid (IC50 = 21.93 ± 0.11 µM). Kinetic studies revealed it to act as non-competitive tyrosinase inhibitor with a Ki value of 50.2 µM. The antioxidant activities of the compounds were investigated by using in vitro antioxidant assays, including 2,2-diphenyl-1-picrylhydrazyl (DPPH) and ferric reducing antioxidant power (FRAP). All of these results indicated that the compounds might have potential application as tyrosinase inhibitors.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Monofenol Monooxigenasa / Inhibidores Enzimáticos / Imidazoles / Antioxidantes Idioma: En Revista: Arch Pharm (Weinheim) Año: 2016 Tipo del documento: Article País de afiliación: Turquía Pais de publicación: Alemania

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Monofenol Monooxigenasa / Inhibidores Enzimáticos / Imidazoles / Antioxidantes Idioma: En Revista: Arch Pharm (Weinheim) Año: 2016 Tipo del documento: Article País de afiliación: Turquía Pais de publicación: Alemania