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Synthesis and Structure-Activity Relationships of Imidazole-Coumarin Conjugates against Hepatitis C Virus.

ABSTRACT: A series of new conjugated compounds with a -SCH?- linkage were synthesized by chemical methods from imidazole and coumarin derivatives. The experimental results indicate that of the twenty newly synthesized imidazole-coumarin conjugates, three of them exhibited appealing EC50 values (5.1-8.4 ?M) and selective indices >20 against hepatitis C virus. Their potency and selectivity were increased substantially by modification of their structure with two factors: imidazole nucleus with a hydrogen atom at the N(1) position and coumarin nucleus with a substituent, such as Cl, F, Br, Me, and OMe. These guidelines provide valuable information for further development of conjugated compounds as anti-viral agents.

SUBMITTER: Tsay SC

PROVIDER: S-EPMC6273635 | biostudies-literature | 2016 Feb

REPOSITORIES: biostudies-literature

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Synthesis and Structure-Activity Relationships of Imidazole-Coumarin Conjugates against Hepatitis C Virus.

Tsay Shwu-Chen SC Lin Shu-Yu SY Huang Wen-Chieh WC Hsu Ming-Hua MH Hwang Kuo Chu KC Lin Chun-Cheng CC Horng Jia-Cherng JC Chen I-Chia IC Hwu Jih Ru JR Shieh Fa-Kuen FK Leyssen Pieter P Neyts Johan J

Molecules (Basel, Switzerland) 20160218 2

A series of new conjugated compounds with a -SCH₂- linkage were synthesized by chemical methods from imidazole and coumarin derivatives. The experimental results indicate that of the twenty newly synthesized imidazole-coumarin conjugates, three of them exhibited appealing EC50 values (5.1-8.4 μM) and selective indices >20 against hepatitis C virus. Their potency and selectivity were increased substantially by modification of their structure with two factors: imidazole nucleus with a hydrogen ato ...[more]

PMID: 26901180

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