The novel nucleoside analog R1479 (4'-azidocytidine) is a potent inhibitor of NS5B-dependent RNA synthesis and hepatitis C virus replication in cell culture

J Biol Chem. 2006 Feb 17;281(7):3793-9. doi: 10.1074/jbc.M510195200. Epub 2005 Nov 29.

Abstract

Hepatitis C virus (HCV) polymerase activity is essential for HCV replication. Targeted screening of nucleoside analogs identified R1479 (4'-azidocytidine) as a specific inhibitor of HCV replication in the HCV subgenomic replicon system (IC(50) = 1.28 microM) with similar potency compared with 2'-C-methylcytidine (IC(50) = 1.13 microM). R1479 showed no effect on cell viability or proliferation of HCV replicon or Huh-7 cells at concentrations up to 2 mM. HCV replicon RNA could be fully cleared from replicon cells after prolonged incubation with R1479. The corresponding 5'-triphosphate derivative (R1479-TP) is a potent inhibitor of native HCV replicase isolated from replicon cells and of recombinant HCV polymerase (NS5B)-mediated RNA synthesis activity. R1479-TP inhibited RNA synthesis as a CTP-competitive inhibitor with a K(i) of 40 nM. On an HCV RNA-derived template substrate (complementary internal ribosome entry site), R1479-TP showed similar potency of NS5B inhibition compared with 3'-dCTP. R1479-TP was incorporated into nascent RNA by HCV polymerase and reduced further elongation with similar efficiency compared with 3'-dCTP under the reaction conditions. The S282T point mutation in the coding sequence of NS5B confers resistance to inhibition by 2'-C-MeATP and other 2'-methyl-nucleotides. In contrast, the S282T mutation did not confer cross-resistance to R1479.

MeSH terms

  • Antiviral Agents / pharmacology*
  • Cell Line
  • Cytidine / analogs & derivatives*
  • Cytidine / pharmacology
  • Hepacivirus / drug effects*
  • Hepacivirus / physiology
  • Humans
  • RNA, Viral / biosynthesis*
  • RNA-Dependent RNA Polymerase / antagonists & inhibitors*
  • Viral Nonstructural Proteins / antagonists & inhibitors*
  • Virus Replication / drug effects*

Substances

  • Antiviral Agents
  • RNA, Viral
  • Viral Nonstructural Proteins
  • Cytidine
  • NS-5 protein, hepatitis C virus
  • RNA-Dependent RNA Polymerase
  • 4'-azidocytidine