Synthesis, Biological Evaluation, and Molecular Simulation of Chalcones and Aurones as Selective MAO-B Inhibitors

Chem Biol Drug Des. 2015 Jun;85(6):685-95. doi: 10.1111/cbdd.12458. Epub 2014 Nov 15.

Abstract

A series of chalcones and aurones were synthesized and evaluated in vitro as monoamine oxidase inhibitors (MAOi). Our results show that aurones, which had not been previously reported as MAOi, are MAO-B inhibitors. Thus, both families inhibited selectively the B isoform of MAO in the micromolar range, offering novel scaffolds for the design of new and potent MAO inhibitors. The main structural requirements for their activity were characterized with the aid of 3D-QSAR and docking studies.

Keywords: QSAR; aurones; chalcones; molecular modeling; monoamine oxidase inhibitors.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzofurans / chemical synthesis
  • Benzofurans / chemistry*
  • Benzofurans / pharmacology*
  • Chalcones / chemical synthesis
  • Chalcones / chemistry*
  • Chalcones / pharmacology*
  • Humans
  • Molecular Docking Simulation
  • Monoamine Oxidase / chemistry
  • Monoamine Oxidase / metabolism*
  • Monoamine Oxidase Inhibitors / chemical synthesis
  • Monoamine Oxidase Inhibitors / chemistry*
  • Monoamine Oxidase Inhibitors / pharmacology*
  • Quantitative Structure-Activity Relationship

Substances

  • Benzofurans
  • Chalcones
  • Monoamine Oxidase Inhibitors
  • aurone
  • Monoamine Oxidase