Synthesis and antioxidant activities of 3,5-dialkoxy-4-hydroxycinnamamides

Bioorg Med Chem Lett. 2008 Mar 1;18(5):1663-7. doi: 10.1016/j.bmcl.2008.01.061. Epub 2008 Jan 19.

Abstract

A series of 3,5-dialkoxy-4-hydroxycinnamamides 6 and 7 was synthesized, and their antioxidant activity was assessed using the thiobarbituric acid reactive substance (TBARS) assay. Interestingly, cinnamamides with longer alkoxy groups on the C-3 and C-5 positions display enhanced inhibition, and most of the compounds in the series tested exhibit excellent lipid peroxidation inhibitory activities. Some cinamamides bearing hexyloxy or 2,6-di-tert-butyl-4-methyl phenol groups have submicromolar inhibitory activities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / chemical synthesis*
  • Antioxidants / chemistry
  • Antioxidants / pharmacology*
  • Cinnamates / chemical synthesis*
  • Cinnamates / chemistry
  • Cinnamates / pharmacology*
  • Molecular Structure
  • Structure-Activity Relationship

Substances

  • Antioxidants
  • Cinnamates