Synthesis and SAR of highly selective MMP-13 inhibitors

Bioorg Med Chem Lett. 2005 Nov 15;15(22):4961-6. doi: 10.1016/j.bmcl.2005.08.001.

Abstract

The structure-based design and synthesis of a series of novel biphenyl sulfonamide carboxylic acids as potent MMP-13 inhibitors with selectivity over MMP-1, MMP-2, MMP-3, MMP-7, MMP-8, MMP-9, MMP-14, Aggrecanase 1, and TACE are described.

MeSH terms

  • Amination
  • Benzofurans / chemistry
  • Carboxylic Acids / chemical synthesis
  • Carboxylic Acids / chemistry
  • Carboxylic Acids / pharmacology
  • Collagenases / metabolism
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology*
  • Inhibitory Concentration 50
  • Matrix Metalloproteinase 13
  • Matrix Metalloproteinase Inhibitors*
  • Molecular Structure
  • Structure-Activity Relationship
  • Sulfur / chemistry

Substances

  • Benzofurans
  • Carboxylic Acids
  • Enzyme Inhibitors
  • Matrix Metalloproteinase Inhibitors
  • Sulfur
  • Collagenases
  • Matrix Metalloproteinase 13