Synthesis and structure-activity relationships of imidazole-coumarin conjugates against hepatitis C virus

Shwu Chen Tsay, Shu Yu Lin, Wen Chieh Huang, Ming Hua Hsu, Kuo Chu Hwang, Chun Cheng Lin, Jia Cherng Horng, I. Chia Chen, Jih Ru Hwu, Fa Kuen Shieh, Pieter Leyssen, Johan Neyts

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

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 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.

Original languageEnglish
Article number228
JournalMolecules
Volume21
Issue number2
DOIs
Publication statusPublished - 2016 Feb

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Synthesis and structure-activity relationships of imidazole-coumarin conjugates against hepatitis C virus'. Together they form a unique fingerprint.

  • Cite this

    Tsay, S. C., Lin, S. Y., Huang, W. C., Hsu, M. H., Hwang, K. C., Lin, C. C., Horng, J. C., Chen, I. C., Hwu, J. R., Shieh, F. K., Leyssen, P., & Neyts, J. (2016). Synthesis and structure-activity relationships of imidazole-coumarin conjugates against hepatitis C virus. Molecules, 21(2), [228]. https://doi.org/10.3390/molecules21020228