Design and synthesis of 2-substituted benzoxazoles as novel PTP1B inhibitors

Bioorg Med Chem Lett. 2013 May 1;23(9):2579-84. doi: 10.1016/j.bmcl.2013.02.109. Epub 2013 Mar 7.

Abstract

A series of benzoxazole compounds containing oxamic acid were synthesized and screened for the PTP1B inhibition. Compound 31d showed best biochemical potency (Ki) of 6.7 μM. Structure-activity relationship were explained with the help of molecular modeling approach.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Benzoxazoles / chemical synthesis
  • Benzoxazoles / chemistry*
  • Benzoxazoles / metabolism
  • Binding Sites
  • Drug Design*
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / metabolism
  • Mice
  • Molecular Docking Simulation
  • Oxamic Acid / chemistry
  • Protein Binding
  • Protein Structure, Tertiary
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1 / antagonists & inhibitors*
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1 / metabolism
  • Structure-Activity Relationship

Substances

  • Benzoxazoles
  • Enzyme Inhibitors
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1
  • Oxamic Acid