Synthesis and biological evaluation of fused oxepinocoumarins as free radicals scavengers

J Enzyme Inhib Med Chem. 2011 Dec;26(6):805-12. doi: 10.3109/14756366.2011.555944. Epub 2011 Mar 7.

Abstract

Some fused dihydrooxepino[f]-, [g]-, and [h]coumarins were obtained from the ring-closing metathesis of the corresponding o-allyl-allyloxycoumarins under the treatment with the first generation Grubbs' catalyst. These compounds were tested in vitro for their antioxidant activity, and they present significant scavenging activity. They were also showed to inhibit in vitro soybean lipoxygenase.

MeSH terms

  • Biphenyl Compounds / chemistry
  • Coumarins / chemical synthesis
  • Coumarins / chemistry
  • Coumarins / pharmacology*
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology*
  • Free Radical Scavengers / chemical synthesis
  • Free Radical Scavengers / chemistry
  • Free Radical Scavengers / pharmacology*
  • Glycine max / enzymology
  • Hydroxyl Radical / chemistry
  • Linoleic Acid / antagonists & inhibitors
  • Linoleic Acid / pharmacology
  • Lipid Peroxidation / drug effects
  • Lipoxygenase / metabolism*
  • Molecular Structure
  • Picrates / chemistry
  • Structure-Activity Relationship

Substances

  • Biphenyl Compounds
  • Coumarins
  • Enzyme Inhibitors
  • Free Radical Scavengers
  • Picrates
  • Hydroxyl Radical
  • Linoleic Acid
  • 1,1-diphenyl-2-picrylhydrazyl
  • Lipoxygenase