Synthesis of 1'-C-cyano pyrimidine nucleosides and characterization as HCV polymerase inhibitors

Nucleosides Nucleotides Nucleic Acids. 2015;34(11):763-85. doi: 10.1080/15257770.2015.1075550. Epub 2015 Sep 23.

Abstract

Ribose modified 1'-C-cyano pyrimidine nucleosides were synthesized. A silver triflate mediated Vorbrüggen reaction was used to generate the nucleoside scaffold and follow-up chemistry provided specific ribose modified analogs. Nucleosides and phosphoramidate prodrugs were tested for their anti-HCV activity.

Keywords: 1′-cyano pyrimidine nucleosides; HCV; Nucleosides.

MeSH terms

  • Chemistry Techniques, Synthetic
  • DNA-Directed RNA Polymerases / antagonists & inhibitors*
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology*
  • Hepacivirus / enzymology*
  • Pyrimidine Nucleosides / chemical synthesis*
  • Pyrimidine Nucleosides / chemistry
  • Pyrimidine Nucleosides / pharmacology*

Substances

  • Enzyme Inhibitors
  • Pyrimidine Nucleosides
  • DNA-Directed RNA Polymerases