Synthesis of triazole-Tethered pyrrolidine libraries: novel ECE inhibitors

Bioorg Med Chem Lett. 2002 Jul 8;12(13):1727-30. doi: 10.1016/s0960-894x(02)00254-8.

Abstract

The solid-phase synthesis of substituted 1,2,4-triazoles tethered to a 4-mercaptopyrrolidine core 1 is described. This novel class of non-peptidic, Zn(2+) metallo-protease inhibitors was found to have inhibitory activity for the endothelin converting enzyme (ECE-1). The SAR of the substitution pattern in 1 is discussed.

MeSH terms

  • Aspartic Acid Endopeptidases / antagonists & inhibitors*
  • Endothelin-Converting Enzymes
  • Humans
  • Inhibitory Concentration 50
  • Metalloendopeptidases / antagonists & inhibitors
  • Protease Inhibitors / chemical synthesis*
  • Protease Inhibitors / chemistry*
  • Protease Inhibitors / pharmacology
  • Pyrrolidines / chemical synthesis*
  • Pyrrolidines / chemistry*
  • Pyrrolidines / pharmacology
  • Structure-Activity Relationship
  • Triazoles / chemical synthesis*
  • Triazoles / chemistry*
  • Triazoles / pharmacology

Substances

  • Protease Inhibitors
  • Pyrrolidines
  • Triazoles
  • Aspartic Acid Endopeptidases
  • Metalloendopeptidases
  • ECE1 protein, human
  • Endothelin-Converting Enzymes