Antioxidant Activity of 3-[N-(Acylhydrazono)ethyl]-4-hydroxy-coumarins

Molecules. 2016 Jan 23;21(2):138. doi: 10.3390/molecules21020138.

Abstract

A series of 3-acylhydrazono-4-hydroxycoumarins were synthesized via condensation of 3-acetyl-4-hydroxycoumarin with appropriate hydrazides. The structures of the newly-synthesized compounds were characterized by spectral and elememental analysis or HRMS measurements. Their antioxidant properties were evaluated by using scavenging effects on 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical as well as inhibition of lipid peroxidation. Moreover, their ability to inhibit in vitro soybean lipoxygenase has been investigated. They were found to be capable of rapid inactivation of alkylperoxy radicals.

Keywords: 3-acetyl-4-hydroxycoumarin; DPPH; acyl hydrazones; antioxidants; lipid peroxidation; soybean lipoxygenase; trolox.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 4-Hydroxycoumarins / chemical synthesis*
  • 4-Hydroxycoumarins / chemistry
  • 4-Hydroxycoumarins / pharmacology*
  • Antioxidants / chemical synthesis*
  • Antioxidants / chemistry
  • Antioxidants / pharmacology*
  • Biphenyl Compounds / metabolism
  • Free Radical Scavengers / chemistry
  • Glycine max / enzymology
  • Lipid Peroxidation / drug effects
  • Lipoxygenase Inhibitors / chemical synthesis
  • Lipoxygenase Inhibitors / chemistry
  • Lipoxygenase Inhibitors / pharmacology
  • Molecular Structure
  • Picrates / metabolism
  • Plant Proteins / antagonists & inhibitors
  • Structure-Activity Relationship

Substances

  • 4-Hydroxycoumarins
  • Antioxidants
  • Biphenyl Compounds
  • Free Radical Scavengers
  • Lipoxygenase Inhibitors
  • Picrates
  • Plant Proteins
  • 1,1-diphenyl-2-picrylhydrazyl