Original scientific paper

https://doi.org/10.1515(acph-2016-0014

Synthesis of some benzimidazole derivatives endowed with 1,2,3-triazole as potential inhibitors of hepatitis C virus

BAHAA G. M. YOUSSIF ; Pharmaceutical Organic Chemistry Department, Faculty of Pharmacy, Assiut University, Assiut, 71526, Egypt; Pharmaceutical Chemistry Department, College of Pharmacy, Al Jouf University, AlJouf, Sakaka-2014, Kingdom of Saudi Arabia
YASEEN A. M. MOHAMED ; Pharmaceutical Organic Chemistry Department, Faculty of Pharmacy, Al-Azhar University,Assiut Branch, Egypt
MOHAMMED T. A. SALIM ; Microbiology and Immunology Department, Faculty of Pharmacy, Al-Azhar University, Assiut Branch, Egypt
FUYUHIKO INAGAKI ; Division of Pharmaceutical Science, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan
CHISATO MUKAI ; Division of Pharmaceutical Science, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan
HAJJAJ H. M. ABDU-ALLAH orcid.org/0000-0002-4474-9086 ; Pharmaceutical Organic Chemistry Department, Faculty of Pharmacy, Assiut University, Assiut, 71526, Egypt

Abstract

New derivatives of 2-thiobenzimidazole incorporating triazole moiety were synthesized, characterized and tested in vitro for antiviral activity against hepatitis C virus (HCV) and hepatitis B virus (HBV). Their cytotoxicity was determined by the reduction in number of viable cells. All of the synthesized compounds are inactive against HBV and some showed activity against HCV. In particular, two compounds showed significant activity, 2-{4-[(1-benzoylbenzimidazol-2-ylthio)methyl]-1H-1,2,3-triazol-1-yl}-N-(p-nitrophenyl)-acetamide (13) and 2-(4-{[1-(p-chlorobenzoyl)-benzimidazol-2-ylthio)methyl]-1H-1,2,3-triazol-1-yl}-N-(p-nitrophenyl)-acetamide (17). The results give an insight into the importance of the substituent at position 2 of benzimidazole for the inhibition of HCV.

Keywords

benzimidazole; triazole; anilide; antiviral; HCV; HBV

Hrčak ID:

147488

URI

https://hrcak.srce.hr/147488

Publication date:

30.6.2016.

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