Lysine sulfonamides as novel HIV-protease inhibitors: Nepsilon-disubstituted ureas

Bioorg Med Chem Lett. 2004 Aug 2;14(15):3971-4. doi: 10.1016/j.bmcl.2004.05.049.

Abstract

A series of lysine sulfonamide analogues bearing a Nepsilon-benzylic ureas was synthesized using both solution-phase and solid-phase approaches. A novel synthetic route of Nalpha-(alkyl)-Nalpha-(sulfonamides)lysinol using alpha-amino-caprolactam was developed. Evaluation of these novel protease inhibitors revealed compounds with high potency against wild-type HIV virus.

MeSH terms

  • HIV / drug effects*
  • HIV Protease Inhibitors / chemical synthesis*
  • HIV Protease Inhibitors / pharmacology
  • Kinetics
  • Lysine*
  • Molecular Structure
  • Structure-Activity Relationship
  • Sulfonamides / chemical synthesis*
  • Sulfonamides / pharmacology*

Substances

  • HIV Protease Inhibitors
  • Sulfonamides
  • Lysine