Synthesis and evaluation of the antioxidant and anti-inflammatory activity of novel coumarin-3-aminoamides and their alpha-lipoic acid adducts

Eur J Med Chem. 2009 Jul;44(7):3020-6. doi: 10.1016/j.ejmech.2008.12.027. Epub 2009 Jan 19.

Abstract

In the present work a series of novel coumarin-3-carboxamides and their hybrids with the alpha-lipoic acid were designed, synthesized and tested as potent antioxidant and anti-inflammatory agents. The new compounds were evaluated for their antioxidant activity, their activity to inhibit in vitro lipoxygenase and their in vivo anti-inflammatory activity. In general, the derivatives were generally found to present antioxidant and anti-inflammatory activities. Discussion is made based on the results for the structure-activity relationships in order to define the structural features required for activity.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemical synthesis*
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / pharmacology*
  • Anti-Inflammatory Agents / therapeutic use
  • Antioxidants / chemical synthesis*
  • Antioxidants / chemistry
  • Antioxidants / pharmacology*
  • Antioxidants / therapeutic use
  • Coumarins / chemistry*
  • Edema / chemically induced
  • Edema / drug therapy
  • Female
  • Glycine max / enzymology
  • Lipoxygenase / metabolism
  • Lipoxygenase Inhibitors / chemical synthesis
  • Lipoxygenase Inhibitors / chemistry
  • Lipoxygenase Inhibitors / pharmacology
  • Lipoxygenase Inhibitors / therapeutic use
  • Male
  • Rats
  • Thioctic Acid / chemistry*

Substances

  • Anti-Inflammatory Agents
  • Antioxidants
  • Coumarins
  • Lipoxygenase Inhibitors
  • Thioctic Acid
  • coumarin
  • Lipoxygenase