Isoxazole carboxylic acids as protein tyrosine phosphatase 1B (PTP1B) inhibitors

Bioorg Med Chem Lett. 2004 Nov 15;14(22):5543-6. doi: 10.1016/j.bmcl.2004.08.063.

Abstract

Guided by X-ray crystallography, we have extended the structure-activity relationship (SAR) study on an isoxazole carboxylic acid-based PTP1B inhibitor (1) and more potent and equally selective (>20-fold selectivity over the highly homologous T-cell PTPase, TCPTP) PTP1B inhibitors were identified. Inhibitor 7 demonstrated good cellular activity against PTP1B in COS 7 cells.

MeSH terms

  • Animals
  • COS Cells
  • Carboxylic Acids / chemical synthesis
  • Carboxylic Acids / chemistry
  • Carboxylic Acids / pharmacology*
  • Chlorocebus aethiops
  • Crystallography, X-Ray
  • Isoxazoles / chemical synthesis
  • Isoxazoles / chemistry
  • Isoxazoles / pharmacology*
  • Models, Molecular
  • Molecular Structure
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1
  • Protein Tyrosine Phosphatases / antagonists & inhibitors*
  • Structure-Activity Relationship

Substances

  • Carboxylic Acids
  • Isoxazoles
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1
  • Protein Tyrosine Phosphatases