Benzothiopyran-4-one based reversible inhibitors of the human cytomegalovirus (HCMV) protease

Bioorg Med Chem Lett. 1998 Dec 15;8(24):3677-82. doi: 10.1016/s0960-894x(98)00666-0.


A novel class of CMV protease inhibitors based on a benzothiopyran-S,S-dioxide nucleus has been discovered. Enzyme kinetic data supports a reversible mode of inhibition for a representative member of this class, 2-(3-pyridyl-N-oxide)benzothiopyran-4-one-S,S-dioxide, 1. Experiments in the presence and absence of the disulfide reducing agent DTT suggest that the inhibition by 1 is not due to oxidative inactivation of the enzyme. Also presented are results of some SAR studies of the benzothiopyranone ring system.

MeSH terms

  • Amino Acid Sequence
  • Cytomegalovirus / enzymology
  • Molecular Sequence Data
  • Oxidation-Reduction
  • Pyrones / chemistry
  • Pyrones / pharmacology*
  • Serine Endopeptidases / drug effects*
  • Serine Proteinase Inhibitors / chemistry
  • Serine Proteinase Inhibitors / pharmacology*
  • Structure-Activity Relationship


  • Pyrones
  • Serine Proteinase Inhibitors
  • Serine Endopeptidases
  • assemblin