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http://dx.doi.org/10.5012/bkcs.2013.34.8.2297

Synthesis and Biological Evaluation of Novel Benzimidazole Derivatives Bearing a Heterocyclic Ring at 4/5 Position  

Wubulikasimu, Reyila (School of Chemistry and Chemical Engineering, Shanghai Jiaotong University)
Yang, Yanbing (School of Chemistry and Chemical Engineering, Shanghai Jiaotong University)
Xue, Fei (School of Chemistry and Chemical Engineering, Shanghai Jiaotong University)
Luo, Xianjin (School of Chemistry and Chemical Engineering, Shanghai Jiaotong University)
Shao, Dongping (School of Chemistry and Chemical Engineering, Shanghai Jiaotong University)
Li, Yuhuan (Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College)
Gao, Rongmei (Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College)
Ye, Weidong (Zhejiang Medicine Co. Ltd., Xinchang Pharmaceutical Factory)
Publication Information
Bulletin of the Korean Chemical Society / v.34, no.8, 2013 , pp. 2297-2304 More about this Journal
Abstract
A series of novel benzimidazole derivatives bearing a heterocyclic ring as oxadiazole (21-32), thiadiazole (33-34), triazole (35-36) were synthesized and evaluated for their activities against Coxsackie virus B3 and B6 in Vero cells. Compounds 21-26, 31-36 with moieties of 2'-pyridyl, 3'-pyridyl and 4'-pyridyl at the 2-position and oxadiazoles, thiadiazole, or triazole substituent at the 4- or 5-position generally displayed activities against CVB3 and CVB6. Especially compound 24 ($IC_{50}=1.08{\mu}g/mL$, SI = 61.7 against CVB3) was the promising candidate as lead compound for anti-enteroviral drug. It was observed in the incorporation of heterocyclic rings in benzimidazole at the 5-position could enhance their biological activities.
Keywords
Benzimidazole; Small-molecule inhibitors; Enterovirus; Picornavirus; Coxsackie;
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