Dihydroxylphenyl amides as inhibitors of the Hsp90 molecular chaperone

Bioorg Med Chem Lett. 2008 Dec 1;18(23):6273-8. doi: 10.1016/j.bmcl.2008.09.081. Epub 2008 Sep 26.

Abstract

Information from X-ray crystal structures were used to optimize the potency of a HTS hit in a Hsp90 competitive binding assay. A class of novel and potent small molecule Hsp90 inhibitors were thereby identified. Enantio-pure compounds 31 and 33 were potent in PGA-based competitive binding assay and inhibited proliferation of various human cancer cell lines in vitro, with IC(50) values averaging 20 nM.

MeSH terms

  • Amides / chemical synthesis*
  • Amides / chemistry
  • Amides / pharmacology*
  • Amino Acids / chemistry
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Combinatorial Chemistry Techniques
  • Crystallography, X-Ray
  • Drug Design
  • Drug Screening Assays, Antitumor
  • HSP90 Heat-Shock Proteins / antagonists & inhibitors*
  • Humans
  • Molecular Chaperones / metabolism
  • Molecular Conformation
  • Molecular Structure
  • Structure-Activity Relationship

Substances

  • Amides
  • Amino Acids
  • Antineoplastic Agents
  • HSP90 Heat-Shock Proteins
  • Molecular Chaperones