Efficient Synthesis of 2-[(3,4-Dichlorophenyl)methyl]-1H-benzimidazole Derivatives, and their α-Glucosidase Inhibitory and Antioxidant Activities

Author(s): Emre Menteşe, Fatih Yılmaz*, Nimet Baltaş.

Journal Name: Letters in Organic Chemistry

Volume 17 , Issue 10 , 2020

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Abstract:

In this work, some new 2-[(3,4-dichlorophenyl)methyl]-1H-benzimidazole derivatives containing different five-membered heterocycles like 1,3,4-oxadiazole, 1,3,4-triazole, and 1,3,4- thiadiazole moieties were designed and efficiently synthesized starting from 2-[(3,4-dichlorophenyl) methyl]-1H-benzimidazole. The products were screened for their in vitro antioxidant and α-glucosidase inhibitory activities. Among the synthesized compounds, some of them showed efficient α-glucosidase inhibition with IC50 values ranging between 16.05 ± 0.94 and 77.02 ± 1.12 μg/mL when they were compared with the standard α-glucosidase inhibitor acarbose having IC50 value 12.04 ± 0.68 μg/mL. The antioxidant activity of all products was screened by using various in vitro antioxidant assays, including CUPric Reducing Antioxidant Capacity (CUPRAC) and Ferric Reducing Antioxidant Power (FRAP) assays. Also, the radical scavenging activities of the products were assayed by using the ABTS method.

Keywords: α-Glucosidase, antioxidant activity, benzimidazole, enzyme inhibition, thiadiazole, triazole.

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Article Details

VOLUME: 17
ISSUE: 10
Year: 2020
Page: [805 - 813]
Pages: 9
DOI: 10.2174/1570178617666200330130024
Price: $95

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