Novel flavonoids with antiproliferative activities against breast cancer cells

J Med Chem. 2011 Jul 14;54(13):4339-49. doi: 10.1021/jm101440r. Epub 2011 Jun 8.

Abstract

A series of flavone analogues were synthesized and evaluated for their antiproliferation activity against breast cancer cells. The IC(50) of compound 10 and 24 were determined to be at 5 μM. These compounds were used as baits to screen breast cancer cDNA expression phage display proteome library. DNA sequencing of the binding phages suggests that eEF1A1 is a target protein for 10 and 24. Further optimization of these compounds led to the discovery of 39 with higher cytotoxic potency (IC(50) = 1 μM) and binding to eEF1A2. Biological and biochemical data suggest that eEF1A2 might be a therapeutic target and that 39 is an excellent lead compound for further development.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Bacteriophage T7 / metabolism
  • Breast Neoplasms
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor
  • Female
  • Flavones / chemical synthesis*
  • Flavones / chemistry
  • Flavones / pharmacology
  • Humans
  • Imidazoles / chemical synthesis*
  • Imidazoles / chemistry
  • Imidazoles / pharmacology
  • Neoplasms, Hormone-Dependent
  • Peptide Elongation Factor 1 / metabolism
  • Peptide Library
  • Protein Binding
  • Proteome / metabolism
  • Receptors, Estrogen / metabolism
  • Stereoisomerism
  • Structure-Activity Relationship
  • Surface Plasmon Resonance

Substances

  • Antineoplastic Agents
  • EEF1A1 protein, human
  • Flavones
  • Imidazoles
  • Peptide Elongation Factor 1
  • Peptide Library
  • Proteome
  • Receptors, Estrogen