Identification of aryl dihydrouracil derivatives as palm initiation site inhibitors of HCV NS5B polymerase

Bioorg Med Chem Lett. 2012 Jun 1;22(11):3747-50. doi: 10.1016/j.bmcl.2012.04.017. Epub 2012 Apr 10.

Abstract

Aryl dihydrouracil derivatives were identified from high throughput screening as potent inhibitors of HCV NS5B polymerase. The aryl dihydrouracil derivatives were shown to be non-competitive with respect to template RNA and elongation nucleotide substrates. They demonstrated genotype 1 specific activity towards HCV NS5B polymerases. Structure activity relationships and genotype specific activities of aryl dihydrouracil derivatives suggested that they bind to the palm initiation nucleotide pocket, a hypothesis which was confirmed by studies with polymerases containing mutations in various inhibitor binding sites. Therefore, aryl dihydrouracil derivatives represent a novel class of palm initiation site inhibitors of HCV NS5B polymerase.

MeSH terms

  • Amino Acid Substitution
  • Genotype
  • Hepacivirus / drug effects
  • Hepacivirus / enzymology
  • Kinetics
  • Protease Inhibitors / chemical synthesis
  • Protease Inhibitors / chemistry*
  • Protease Inhibitors / pharmacology
  • Structure-Activity Relationship
  • Transcription Initiation Site
  • Uracil / analogs & derivatives*
  • Uracil / chemical synthesis
  • Uracil / chemistry
  • Uracil / pharmacology
  • Viral Nonstructural Proteins / antagonists & inhibitors*
  • Viral Nonstructural Proteins / genetics
  • Viral Nonstructural Proteins / metabolism

Substances

  • Protease Inhibitors
  • Viral Nonstructural Proteins
  • dihydrouracil
  • Uracil
  • NS-5 protein, hepatitis C virus