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Author(s): Zhu RZ; Wang MH; Xia Y; Qu FQ; Neyts J; Peng L
Title: Arylethynyltriazole acyclonucleosides inhibit hepatitis C virus replication
Source: BIOORGANIC & MEDICINAL CHEMISTRY LETTERS 18 (11): 3321-3327
Date: 2008 JUN 1
Document Type: Journal : Article
DOI:
Language: English
Comment:
Address: Wuhan Univ, Coll Chem & Mol Sci, Wuhan 430072, Peoples R China.
CNRS, UPR 3118, Dept Chim, F-13288 Marseille 09, France. Catholic Univ Louvain, Rega Inst Med Res, B-3000 Louvain, Belgium. Reprint: Peng, L, Wuhan Univ, Coll Chem & Mol Sci, Wuhan 430072, Peoples R
China. E-mail: ling.peng@univmed.fr
Author Keywords: triazole nucleosides; antiviral activity; anti-HCV; Sonogashira
reaction; microwave-irradiation promoted reaction
KeyWords Plus: TOBACCO-MOSAIC-VIRUS; BITRIAZOLYL COMPOUNDS; CYTOSTATIC ACTIVITY;
ANTIVIRAL ACTIVITY; HUISGEN REACTION; IN-VITRO; NUCLEOSIDES; 1-<(2-
HYDROXYETHOXY)METHYL>-6-(PHENYLTHIO)THYMINE; RIBAVIRIN; RIBONUCLEOSIDES
Abstract: Novel acyclic triazole nucleosides with various ethynyl moieties appended on the triazole nucleobase were synthesized efficiently using a convenient one-step Sonogashira reaction in aqueous solution and under microwave irradiation. One of the compounds, 1f, inhibited HCV subgenomic replication with a 50% effective concentration (EC50) of 22 mu g/ml and did not inhibit proliferation of the host cell at a concentration of 50 mu g/ml. A preliminary SAR study suggests that the appended phenyl ring as well as the rigid triple bond linker contributes importantly to the anti-HCV activity. (C) 2008 Elsevier Ltd. All rights reserved.
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