Synthesis and biological evaluation of piperamide analogues as HDAC inhibitors

Bioorg Med Chem Lett. 2011 Aug 15;21(16):4844-6. doi: 10.1016/j.bmcl.2011.06.046. Epub 2011 Jun 17.

Abstract

Two natural piperamides (piperlonguminine and refrofractamide A) and their derivatives were synthesized and evaluated for inhibitory activity against histone deacetylases, as well as the HCT-116 human colon cancer cell line. The preliminary structure activity relationship was discussed. Compounds featuring a hydroxamic acid moiety exhibited moderate HDAC activity and in vitro cytotoxicity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemical synthesis
  • Amides / chemistry
  • Amides / pharmacology*
  • Benzodioxoles / chemical synthesis
  • Benzodioxoles / chemistry
  • Benzodioxoles / pharmacology*
  • Dioxolanes / chemical synthesis
  • Dioxolanes / chemistry
  • Dioxolanes / pharmacology*
  • Dose-Response Relationship, Drug
  • Histone Deacetylase Inhibitors / chemical synthesis
  • Histone Deacetylase Inhibitors / chemistry
  • Histone Deacetylase Inhibitors / pharmacology*
  • Histone Deacetylases / metabolism*
  • Humans
  • Molecular Structure
  • Recombinant Proteins / antagonists & inhibitors
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Amides
  • Benzodioxoles
  • Dioxolanes
  • Histone Deacetylase Inhibitors
  • Recombinant Proteins
  • refrofractamide A
  • Histone Deacetylases
  • piperlongumine