5-membered cyclic hydroxamic acids as HDAC inhibitors

J Enzyme Inhib Med Chem. 2015 Apr;30(2):216-23. doi: 10.3109/14756366.2014.912214. Epub 2014 Jun 18.

Abstract

The new histone deacylases inhibitors (HDACi) were synthesized in the class of 5-membered cyclic hydroxamic acids (5-CHA), showing medium size CHA as a new Zn-binding group. New reaction sequence was proposed for the synthesis of 5-membered alkylidene-cyclic-hydroxamic acids starting from butyrolactone. Compound 10c showed low µM activity on HeLa cell extracts. From these results, cyclic hydroxamic acids will be further investigated to find more potent compounds.

Keywords: Cyclic hydroxamic acids; N-hydroxypyrrolidones; histone deacylases; inhibitors.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acids, Heterocyclic / chemical synthesis*
  • Acids, Heterocyclic / chemistry
  • Acids, Heterocyclic / pharmacology
  • Dose-Response Relationship, Drug
  • Drug Design*
  • HeLa Cells
  • Histone Deacetylase Inhibitors / chemical synthesis*
  • Histone Deacetylase Inhibitors / chemistry
  • Histone Deacetylase Inhibitors / pharmacology
  • Humans
  • Hydroxamic Acids / chemical synthesis*
  • Hydroxamic Acids / chemistry
  • Hydroxamic Acids / pharmacology
  • Molecular Structure
  • Structure-Activity Relationship

Substances

  • Acids, Heterocyclic
  • Histone Deacetylase Inhibitors
  • Hydroxamic Acids