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Synthesis of new C5-(1-substituted-1,2,3-triazol-4 or 5-yl)-2′-deoxyuridines and their antiviral evaluation by Aurélien Montagu; Vincent Roy; Jan Balzarini; Robert Snoeck; Graciela Andrei; Luigi A. Agrofoglio is a Chemistry article available to read on EtoBox.

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The synthesis and antiviral evaluation of a series of C5-(1,4-and 1,5-disubstituted-1,2,3-triazolo)-nucleoside derivatives is described. The key steps of this synthesis are regioselective Huisgen's 1,3-dipolar cycloaddition, using either copper-catalyzed azide-alkyne cycloaddition (CuAAC) or ruthenium-catalyzed azide-alkyne cycloaddition (RuAAC) under microwave activation. Some compounds among the 5ael series possess activity against herpes simplex viruses 1 and 2, varicella-zoster virus, human cytomegalovirus and vaccinia virus. Their cytostatic activities were determined against murine leukemia cells, human T-lymphocyte cells and cervix carcinoma cells. Compounds were also evaluated on a wide panel of RNA viruses, including Vesicular stomatitis virus, influenza viruses type A (H1N1 and H3N2) and B in MDCK cell cultures, parainfluenza-3 virus, reovirus-1, Sindbis virus and Punta Toro virus in Vero cell cultures and Vesicular stomatitis, Coxsackie B4 and respiratory syncytial virus, with no specific antiviral effect.

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Author

Aurélien Montagu; Vincent Roy; Jan Balzarini; Robert Snoeck; Graciela Andrei; Luigi A. Agrofoglio

Publisher

Elsevier Science; Elsevier ; Elsevier BV (ISSN 0223-5234)

Published

2011

Language

EN

Field

Chemistry (Physical Sciences)