2. Academic Validation
  3. The design, synthesis, and antiviral activity of 4'-azidocytidine analogues against hepatitis C virus replication: the discovery of 4'-azidoarabinocytidine

The design, synthesis, and antiviral activity of 4'-azidocytidine analogues against hepatitis C virus replication: the discovery of 4'-azidoarabinocytidine

  • J Med Chem. 2009 Jan 8;52(1):219-23. doi: 10.1021/jm800981y.
David B Smith 1,  Genadiy Kalayanov,  Christian Sund,  Anna Winqvist,  Pedro Pinho,  Tatiana Maltseva,  Veronique Morisson,  Vincent Leveque,  Sonal Rajyaguru,  Sophie Le Pogam,  Isabel Najera,  Kurt Benkestock,  Xiao-Xiong Zhou,  Hans Maag,  Nick Cammack,  Joseph A Martin,  Steven Swallow,  Nils Gunnar Johansson,  Klaus Klumpp,  Mark Smith
Affiliations

Affiliation

  • 1 Roche Palo Alto LLC, Palo Alto, California 94304, USA.
PMID: 19055482 DOI: 10.1021/jm800981y
Abstract

4'-Azidocytidine 3 (R1479) has been previously discovered as a potent and selective inhibitor of HCV replication targeting the RNA-dependent RNA polymerase of hepatitis C virus, NS5B. Here we describe the synthesis and biological evaluation of several derivatives of 4'-azidocytidine by varying the substituents at the ribose 2' and 3'-positions. The most potent compound in this series is 4'-azidoarabinocytidine with an IC(50) of 0.17 microM in the genotype 1b subgenomic replicon system. The structure-activity relationships within this series of nucleoside analogues are discussed.

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