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Synthesis, acetylcholinesterase, butyrylcholinesterase and tyrosinase inhibition, and antioxidant studies of 2-[2-(substituted-benzyl)-4(7)-phenyl-1H-benzimidazol-1-yl] acetohydrazides and methyl 2-[2-(substituted-benzyl)-4(7)-phenyl-1H-benzimidazol-1-yl] acetates
(Bulgarian Academy of Sciences, 2017) Gümüş, Mustafa Kemal; Doğan, İnci Selin; Barut, Burak; Özel, Arzu; Kahveci, Bahittin
In this research study we intend to synthesize six new 2-[2-(substituted-benzyl)-4(7)-phenyl-1H-benzimidazol-1-yl] acetohydrazides (8a-f) and six new methyl 2-[2-(substituted-benzyl)-4(7)-phenyl-1H-benzimidazol-1-yl] acetates (7a-f) with potency inhibiting acetylcholinesterase, butyrylcholinesterase and tyrosinase enzymes and antioxidant activities. The chemical structures of synthesized compounds were identified by IR, H-1-NMR, C-13-NMR, and elemental analysis. All these compounds were evaluated for their acetylcholinesterase, butyrylcholinesterase and tyrosinase enzymes inhibitory potentials and antioxidant activities. Biological activity results revealed that compounds 8f and 7c showed the highest tyrosinase inhibition with 52.46 +/- 2.67% and 52.32 +/- 0.70%, respectively. Compound 8f had the highest radical scavenging activities with 24.83 +/- 1.28% among the compounds whilst compound 8c showed the lowest activities with 9.62 +/- 0.85%. Compound 8f gave the highest PRAP and FRAP absorbance values with 0.180 +/- 0.013 and 0.358 +/- 0.009 at 100 mu M, respectively.