Collect. Czech. Chem. Commun. 2011, 76, 1327-1333
https://doi.org/10.1135/cccc2011089
Published online 2011-10-30 22:46:33

Synthesis and antiviral evaluation of the 2′-C-methyl branched derivative of a nucleoside analog inhibitor of RNA viral infections, T-1106

Claire Pierraa, Clément Counora, Richard Storera,b and Gilles Gosselina,c,*

a Idenix Pharmaceuticals, Medicinal Chemistry Laboratories IDENIX Sarl, Cap Gamma, 1682 Rue de la Valsière, BP 50001, 34189 Montpellier Cedex 4, France
b Current Address: Summit Corporation plc, 91 Milton Park, Abingdon, Oxfordshire OX14 4RY, England
c UMR 5247 CNRS-UM1-UM2 (IBMM), Université Montpellier 2, CC 1704, 34095 Montpellier Cedex 5, France

Abstract

An example of a 2′-C-methyl branched nucleoside analogue bearing 3,4-dihydro-3-oxopyrazine-2-carboxamide as the base, namely 4-(2-C-methyl-β-D-ribofuranosyl)-3-oxo-3,4-dihydropyrazine-2-carboxamide, is reported. This compound was synthesized following a Vorbrüggen’s glycosylation procedure in a few steps. When evaluated in cell culture experiments against a broad range of viruses, this compound did not exhibit any significant antiviral effect or cytotoxicity.

Keywords: T-1106; 2′-C-Methyl branched derivative; Antiviral evaluation; Hepatitis C virus; Nucleosides; Antiviral agents; Biological activity.

References: 30 live references.