3-Acylamino-azetidin-2-one as a novel class of cysteine proteases inhibitors

Bioorg Med Chem Lett. 2003 Jan 6;13(1):139-41. doi: 10.1016/s0960-894x(02)00831-4.

Abstract

A new class of inhibitors for cysteine proteases cathepsin B, L, K and S is described. These inhibitors are based on the beta-lactam ring designed to interact with the nucleophilic thiol of the cysteine in the active site of cysteine proteases. Some 3-acylamino-azetidin-2-one derivatives showed very potent inhibition activities for cathepsins L, K and S at the nanomolar or subnanomolar IC(50) values.

MeSH terms

  • Azetidines / chemical synthesis*
  • Azetidines / pharmacology
  • Cathepsin B / antagonists & inhibitors
  • Cathepsin K
  • Cathepsin L
  • Cathepsins / antagonists & inhibitors
  • Cysteine Endopeptidases
  • Cysteine Proteinase Inhibitors / chemical synthesis*
  • Cysteine Proteinase Inhibitors / pharmacology
  • Drug Design
  • Humans
  • Inhibitory Concentration 50
  • Lactams / chemistry
  • Leukocyte Elastase / antagonists & inhibitors
  • Structure-Activity Relationship

Substances

  • Azetidines
  • Cysteine Proteinase Inhibitors
  • Lactams
  • Cathepsins
  • Leukocyte Elastase
  • Cysteine Endopeptidases
  • Cathepsin B
  • CTSL protein, human
  • Cathepsin L
  • cathepsin S
  • CTSK protein, human
  • Cathepsin K