Design and synthesis of 2-oxo-imidazolidine-4-carboxylic acid hydroxyamides as potent matrix metalloproteinase-13 inhibitors

Bioorg Med Chem Lett. 2001 May 7;11(9):1211-3. doi: 10.1016/s0960-894x(01)00187-1.

Abstract

A novel series of imidazolidinone-based matrix metalloproteinase (MMP) inhibitors was discovered by structural modification of pyrrolidinone la. Potent inhibition of MMP-13 was exhibited by the analogues having 4-(4-fluorophenoxy)phenyl (4a, IC50 = 3 nM) and 4-(naphth-2-yloxy)phenyl (4h, IC50 = 4 nM) as P1' groups.

MeSH terms

  • Amides / chemical synthesis*
  • Amides / pharmacology*
  • Carboxylic Acids / chemical synthesis*
  • Carboxylic Acids / pharmacology*
  • Drug Design
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / pharmacology
  • Imidazoles / chemical synthesis*
  • Imidazoles / pharmacology*
  • Matrix Metalloproteinase 13
  • Matrix Metalloproteinase Inhibitors*
  • Stereoisomerism

Substances

  • Amides
  • Carboxylic Acids
  • Enzyme Inhibitors
  • Imidazoles
  • Matrix Metalloproteinase Inhibitors
  • Matrix Metalloproteinase 13