Evaluation of bisbenzamidines as inhibitors for matriptase-2

Bioorg Med Chem Lett. 2016 Aug 1;26(15):3741-5. doi: 10.1016/j.bmcl.2016.05.071. Epub 2016 May 26.

Abstract

The serine protease matriptase-2 has attracted much attention as a potential target for the treatment of iron overload diseases. In this study, a series of 27 symmetric, achiral bisbenzamidines was evaluated for inhibitory activity against human matriptase-2, against the closely related enzyme human matriptase, as well as against human thrombin, bovine factor Xa and human trypsin. The conformationally restricted piperazine derivative 19 and the oxamide-derived bisbenzamidine 1 were identified as the most potent inhibitors of this series for matriptase-2 and matriptase, respectively.

Keywords: Bisbenzamidines; Matriptase-2; Serine proteases.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Animals
  • Benzamidines / chemical synthesis
  • Benzamidines / chemistry
  • Benzamidines / pharmacology*
  • Cattle
  • Dose-Response Relationship, Drug
  • Factor Xa / metabolism
  • Humans
  • Membrane Proteins / antagonists & inhibitors*
  • Membrane Proteins / metabolism
  • Molecular Structure
  • Serine Endopeptidases / metabolism
  • Serine Proteinase Inhibitors / chemical synthesis
  • Serine Proteinase Inhibitors / chemistry
  • Serine Proteinase Inhibitors / pharmacology*
  • Structure-Activity Relationship
  • Thrombin / antagonists & inhibitors
  • Thrombin / metabolism
  • Trypsin / metabolism

Substances

  • Benzamidines
  • Membrane Proteins
  • Serine Proteinase Inhibitors
  • Serine Endopeptidases
  • matriptase 2
  • Trypsin
  • Thrombin
  • Factor Xa