Non-peptidic HIV protease inhibitors: C2-symmetry-based design of bis-sulfonamide dihydropyrones

Bioorg Med Chem Lett. 1998 May 19;8(10):1237-42. doi: 10.1016/s0960-894x(98)00197-8.

Abstract

Potent, non-peptidic, dihydropyrone sulfonamide HIV protease inhibitors have been previously described. Crystallographic analysis of dihydropyrone sulfonamide inhibitor/HIV protease complexes suggested incorporation of a second, C2 symmetry-related sulfonamide group. Selected bis-sulfonamide dihydropyrone analogues display high HIV protease inhibitory activity.

MeSH terms

  • Dimerization
  • Drug Design
  • HIV Protease / metabolism
  • HIV Protease Inhibitors / chemical synthesis*
  • HIV Protease Inhibitors / chemistry
  • HIV Protease Inhibitors / pharmacology
  • HIV-1 / enzymology
  • Indicators and Reagents
  • Models, Molecular
  • Molecular Conformation
  • Molecular Structure
  • Pyrones / chemical synthesis*
  • Pyrones / chemistry
  • Pyrones / pharmacology
  • Structure-Activity Relationship
  • Sulfonamides / chemical synthesis*
  • Sulfonamides / chemistry
  • Sulfonamides / pharmacology

Substances

  • HIV Protease Inhibitors
  • Indicators and Reagents
  • Pyrones
  • Sulfonamides
  • HIV Protease