1,4-Benzodiazepine-2,5-diones as small molecule antagonists of the HDM2-p53 interaction: discovery and SAR

Bioorg Med Chem Lett. 2005 Feb 1;15(3):765-70. doi: 10.1016/j.bmcl.2004.11.009.

Abstract

A library of 1,4-benzodiazepine-2,5-diones was screened for binding to the p53-binding domain of HDM2 using Thermofluor, a miniaturized thermal denaturation assay. The hits obtained were shown to bind to HDM2 in the p53-binding pocket using a fluorescence polarization (FP) peptide displacement assay. The potency of the series was optimized, leading to sub-micromolar antagonists of the p53-HDM2 interaction.

MeSH terms

  • Benzodiazepines / chemical synthesis*
  • Benzodiazepines / pharmacology*
  • Binding Sites
  • Combinatorial Chemistry Techniques
  • Fluorescence Polarization
  • Humans
  • Inhibitory Concentration 50
  • Nuclear Proteins / antagonists & inhibitors
  • Nuclear Proteins / metabolism*
  • Protein Binding / drug effects
  • Proto-Oncogene Proteins / antagonists & inhibitors
  • Proto-Oncogene Proteins / metabolism*
  • Proto-Oncogene Proteins c-mdm2
  • Structure-Activity Relationship
  • Tumor Suppressor Protein p53 / antagonists & inhibitors
  • Tumor Suppressor Protein p53 / metabolism*

Substances

  • Nuclear Proteins
  • Proto-Oncogene Proteins
  • Tumor Suppressor Protein p53
  • Benzodiazepines
  • MDM2 protein, human
  • Proto-Oncogene Proteins c-mdm2