The discovery of anthranilic acid-based MMP inhibitors. Part 1: SAR of the 3-position

Bioorg Med Chem Lett. 2001 Jan 22;11(2):235-8. doi: 10.1016/s0960-894x(00)00642-9.

Abstract

A novel series of anthranilic acid-based inhibitors of MMP-1, MMP-9, and MMP-13 was prepared and evaluated both in vitro and in vivo. The most potent compound, 6e, has in vivo activity in a rat sponge-wrapped cartilage model.

MeSH terms

  • Animals
  • Combinatorial Chemistry Techniques
  • Humans
  • Hydroxamic Acids / chemical synthesis
  • Hydroxamic Acids / chemistry
  • Hydroxamic Acids / pharmacology
  • Inhibitory Concentration 50
  • Matrix Metalloproteinase 13
  • Matrix Metalloproteinase Inhibitors*
  • Protease Inhibitors / chemical synthesis*
  • Protease Inhibitors / chemistry
  • Protease Inhibitors / pharmacology
  • Structure-Activity Relationship
  • Sulfonamides / chemical synthesis
  • Sulfonamides / chemistry
  • Sulfonamides / pharmacology
  • ortho-Aminobenzoates / chemical synthesis
  • ortho-Aminobenzoates / chemistry
  • ortho-Aminobenzoates / pharmacology*

Substances

  • Hydroxamic Acids
  • Matrix Metalloproteinase Inhibitors
  • Protease Inhibitors
  • Sulfonamides
  • ortho-Aminobenzoates
  • anthranilic acid
  • MMP13 protein, human
  • Matrix Metalloproteinase 13
  • Mmp13 protein, rat