Synthesis and in Vitro and in Vivo Biological Evaluation of Tissue-Specific Bisthiazole Histone Deacetylase (HDAC) Inhibitors

J Med Chem. 2020 Jan 23;63(2):804-815. doi: 10.1021/acs.jmedchem.9b01792. Epub 2020 Jan 7.

Abstract

A series of bisthiazole-based hydroxamic acids as novel potent HDAC inhibitors was developed during our previous work. In the present work, a new series of highly potent bisthiazole-based compounds were designed and synthesized. Among the prepared compounds, compound H13, which contains an α-(S)-methyl-substituted benzyl group, displays potent inhibitory activity toward human HDACs and several cancer cells lines. Compound H13 has a favorable PK profile and high tissue distribution specificity in the colon, as well as good efficacy in the AOM-DSS mouse model for colitis-associated colonic tumorigenesis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cell Line, Tumor
  • Colitis / complications
  • Colonic Neoplasms / etiology
  • Colonic Neoplasms / prevention & control
  • Drug Design
  • Drug Screening Assays, Antitumor
  • Histone Deacetylase Inhibitors / chemical synthesis*
  • Histone Deacetylase Inhibitors / pharmacokinetics
  • Histone Deacetylase Inhibitors / pharmacology*
  • Humans
  • Mice
  • Molecular Docking Simulation
  • Structure-Activity Relationship
  • Thiazoles / chemical synthesis*
  • Thiazoles / pharmacokinetics
  • Thiazoles / pharmacology*
  • Tissue Distribution
  • Xenograft Model Antitumor Assays

Substances

  • Histone Deacetylase Inhibitors
  • Thiazoles