Arylethynyltriazole acyclonucleosides inhibit hepatitis C virus replication

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 μg/ml and did not inhibit proliferation of the host cell at a concentration of 50 μg/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.

Novel ethynyltriazole acyclonucleosides were synthesized efficiently via a one-step Sonogashira reaction in aqueous solution and under microwave irradiation. Some of them elicit potent antiviral activity against hepatitis C virus, and constitute therefore an interesting structural lead in the search for novel antiviral candidates.Figure optionsDownload as PowerPoint slide