Design and optimization of novel hydroxamate-based histone deacetylase inhibitors of Bis-substituted aromatic amides bearing potent activities against tumor growth and metastasis

J Med Chem. 2014 Nov 26;57(22):9357-69. doi: 10.1021/jm5012148. Epub 2014 Nov 12.

Abstract

Histone deacetylases (HDACs) are one of the most promising drug targets for cancer therapy, and since more than 90% of all cancer-related deaths are associated with tumor metastasis, developing strategies to inhibit tumor metastasis while retaining anti-tumor growth activity are of great interest. Herein we demonstrated the design and identification of a series of novel hydroxamate-based HDAC inhibitors bearing potent activities against tumor growth and metastasis. Optimization of the initial hit resulted in the discovery of new HDAC inhibitors through studying the structure-activity relationship. Among them, compound 11b, one of the most potent leads, exhibited nanomolar IC50 values toward inhibition of class I and IIb HDACs as well as sub-micromolar activity against proliferation and migration of breast cancer cells in vitro. More importantly, it also significantly suppressed tumor growth in a breast tumor xenograft mouse model and dose-dependently blocked in vivo tumor metastasis in a mouse pulmonary metastasis model.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylation
  • Amides / chemistry*
  • Animals
  • Breast Neoplasms / drug therapy
  • Cell Line, Tumor
  • Cell Movement
  • Cell Proliferation
  • Drug Design*
  • Female
  • Histone Deacetylase Inhibitors / chemistry*
  • Humans
  • Hydroxamic Acids / chemistry
  • Inhibitory Concentration 50
  • Mice
  • Neoplasm Invasiveness
  • Neoplasm Metastasis
  • Neoplasms / drug therapy*
  • Xenograft Model Antitumor Assays

Substances

  • Amides
  • Histone Deacetylase Inhibitors
  • Hydroxamic Acids