The discovery of anthranilic acid-based MMP inhibitors. Part 2: SAR of the 5-position and P1(1) groups

Bioorg Med Chem Lett. 2001 Aug 20;11(16):2189-92. doi: 10.1016/s0960-894x(01)00419-x.

Abstract

A novel series of anthranilic acid-based inhibitors of MMP-1, MMP-9, MMP-13, and TACE was prepared and evaluated. Selective inhibitors of MMP-9, MMP-13, and TACE were identified, including the potent, orally active MMP-13 inhibitor 4p.

MeSH terms

  • ADAM Proteins
  • ADAM17 Protein
  • Collagenases / metabolism
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology*
  • Matrix Metalloproteinase 13
  • Matrix Metalloproteinase 9 / metabolism
  • Matrix Metalloproteinase Inhibitors*
  • Matrix Metalloproteinases / metabolism
  • Metalloendopeptidases / antagonists & inhibitors
  • Metalloendopeptidases / metabolism
  • Structure-Activity Relationship
  • ortho-Aminobenzoates / chemical synthesis
  • ortho-Aminobenzoates / chemistry
  • ortho-Aminobenzoates / pharmacology*

Substances

  • Enzyme Inhibitors
  • Matrix Metalloproteinase Inhibitors
  • ortho-Aminobenzoates
  • ADAM Proteins
  • Collagenases
  • Matrix Metalloproteinase 13
  • Matrix Metalloproteinases
  • Metalloendopeptidases
  • Matrix Metalloproteinase 9
  • ADAM17 Protein