Aryl ketones as novel replacements for the C-terminal amide bond of succinyl hydroxamate MMP inhibitors

Bioorg Med Chem Lett. 1998 Nov 17;8(22):3251-6. doi: 10.1016/s0960-894x(98)00597-6.

Abstract

A series of succinyl hydroxamate MMP inhibitors were prepared incorporating an aryl amino ketone moiety in place of the more typical C-terminal amino acid amides. Compounds of the C-terminal ketone series displayed potent inhibition of MMPs. Several compounds of the series were shown to be orally bioavailable.

MeSH terms

  • Gelatinases / antagonists & inhibitors*
  • Hydroxamic Acids / pharmacology*
  • Ketones / pharmacology*
  • Matrix Metalloproteinase 1
  • Matrix Metalloproteinase 2
  • Matrix Metalloproteinase 7
  • Matrix Metalloproteinase Inhibitors*
  • Metalloendopeptidases / antagonists & inhibitors*
  • Protease Inhibitors / pharmacology*
  • Structure-Activity Relationship

Substances

  • Hydroxamic Acids
  • Ketones
  • Matrix Metalloproteinase Inhibitors
  • Protease Inhibitors
  • Gelatinases
  • Metalloendopeptidases
  • Matrix Metalloproteinase 7
  • Matrix Metalloproteinase 2
  • Matrix Metalloproteinase 1