Coumarins hinged directly on benzimidazoles and their ribofuranosides to inhibit hepatitis C virus

Shwu Chen Tsay; Jih Ru Hwu; Raghunath Singha; Wen Chieh Huang; Yung Hsiung Chang; Ming Hua Hsu; Fa Kuen Shieh; Chun Cheng Lin; Kuo Chu Hwang; Jia Cherng Horng; Erik De Clercq; Inge Vliegen; Johan Neyts

doi:10.1016/j.ejmech.2013.02.008

Coumarins hinged directly on benzimidazoles and their ribofuranosides to inhibit hepatitis C virus

Shwu Chen Tsay, Jih Ru Hwu, Raghunath Singha, Wen Chieh Huang, Yung Hsiung Chang, Ming Hua Hsu, Fa Kuen Shieh, Chun Cheng Lin, Kuo Chu Hwang, Jia Cherng Horng, Erik De Clercq, Inge Vliegen, Johan Neyts

化學系

研究成果: Article

36 引文斯高帕斯（Scopus）

摘要

A new compound library that contained 20 hinged benzimidazole-coumarin hybrids and their β-d-ribofuranosides was established. The anti-hepatitis C virus (HCV) activity of all novel coumarin derivatives, which were obtained by use of organic synthetic methods, was tested. Two of these hybrids exhibited appealing EC₅₀ values of as low as 3.0 and 5.5 μM. The best selectivity index was 14. The incorporation of a d-ribofuranose into the hinged hybrids provided the corresponding nucleosides with the β configuration, one of which inhibited HCV replication with an EC₅₀ value of 20 μM. Additionally, the structure-activity relationship is elucidated on the basis of the functional groups that were attached to the nuclei of benzimidazole, coumarin, and ribofuranose of the hybrids.

原文	English
頁（從 - 到）	290-298
頁數	9
期刊	European Journal of Medicinal Chemistry
卷	63
DOIs	https://doi.org/10.1016/j.ejmech.2013.02.008
出版狀態	Published - 2013 三月 18

All Science Journal Classification (ASJC) codes

Pharmacology
Drug Discovery
Organic Chemistry

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10.1016/j.ejmech.2013.02.008

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Tsay, S. C., Hwu, J. R., Singha, R., Huang, W. C., Chang, Y. H., Hsu, M. H., Shieh, F. K., Lin, C. C., Hwang, K. C., Horng, J. C., De Clercq, E., Vliegen, I., & Neyts, J. (2013). Coumarins hinged directly on benzimidazoles and their ribofuranosides to inhibit hepatitis C virus. European Journal of Medicinal Chemistry, 63, 290-298. https://doi.org/10.1016/j.ejmech.2013.02.008

Tsay, Shwu Chen ; Hwu, Jih Ru ; Singha, Raghunath ; Huang, Wen Chieh ; Chang, Yung Hsiung ; Hsu, Ming Hua ; Shieh, Fa Kuen ; Lin, Chun Cheng ; Hwang, Kuo Chu ; Horng, Jia Cherng ; De Clercq, Erik ; Vliegen, Inge ; Neyts, Johan. / Coumarins hinged directly on benzimidazoles and their ribofuranosides to inhibit hepatitis C virus. 於: European Journal of Medicinal Chemistry. 2013 ; 卷 63. 頁 290-298.

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abstract = "A new compound library that contained 20 hinged benzimidazole-coumarin hybrids and their β-d-ribofuranosides was established. The anti-hepatitis C virus (HCV) activity of all novel coumarin derivatives, which were obtained by use of organic synthetic methods, was tested. Two of these hybrids exhibited appealing EC50 values of as low as 3.0 and 5.5 μM. The best selectivity index was 14. The incorporation of a d-ribofuranose into the hinged hybrids provided the corresponding nucleosides with the β configuration, one of which inhibited HCV replication with an EC50 value of 20 μM. Additionally, the structure-activity relationship is elucidated on the basis of the functional groups that were attached to the nuclei of benzimidazole, coumarin, and ribofuranose of the hybrids.",

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Coumarins hinged directly on benzimidazoles and their ribofuranosides to inhibit hepatitis C virus. / Tsay, Shwu Chen; Hwu, Jih Ru; Singha, Raghunath; Huang, Wen Chieh; Chang, Yung Hsiung; Hsu, Ming Hua; Shieh, Fa Kuen; Lin, Chun Cheng; Hwang, Kuo Chu; Horng, Jia Cherng; De Clercq, Erik; Vliegen, Inge; Neyts, Johan.

於: European Journal of Medicinal Chemistry, 卷 63, 18.03.2013, p. 290-298.

研究成果: Article

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AU - Hwang, Kuo Chu

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AU - De Clercq, Erik

AU - Vliegen, Inge

AU - Neyts, Johan

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