Synthesis and antioxidant activity evaluation of a syringic hydrazones family

Eur J Med Chem. 2010 Jul;45(7):3019-26. doi: 10.1016/j.ejmech.2010.03.031. Epub 2010 Mar 25.

Abstract

A novel series of hydrazones derived from syringaldehyde and their antioxidant properties have been explored. Several employed methods such as scavenging effect on 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical and 2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonic acid) (ABTS(+)) radical cation expressed as Trolox equivalent antioxidant capacity (TEAC), inhibition of superoxide anion (O(2)(-)) generation and of human cell-mediated low-density lipoprotein oxidation (monitored by the formation of TBARS) exhibited their potent antioxidant properties. The carbonyl scavenger efficacy was also evaluated by measuring the ability to decrease the protein carbonyl content in cells challenged with oxidized LDL. In this report, we discuss about the synthesis of hydrazones and their dual biological role, antioxidant and carbonyl scavenger for further application in atherosclerosis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzothiazoles
  • Biphenyl Compounds / chemistry
  • Endothelial Cells / drug effects
  • Endothelial Cells / metabolism
  • Free Radical Scavengers / chemical synthesis*
  • Free Radical Scavengers / chemistry
  • Free Radical Scavengers / pharmacology*
  • Humans
  • Hydrazones / chemical synthesis*
  • Hydrazones / chemistry
  • Hydrazones / pharmacology*
  • Lipoproteins, LDL / metabolism
  • Oxidation-Reduction / drug effects
  • Picrates / chemistry
  • Sulfonic Acids / chemistry
  • Superoxides / chemistry
  • Thiazoles / chemistry

Substances

  • Benzothiazoles
  • Biphenyl Compounds
  • Free Radical Scavengers
  • Hydrazones
  • Lipoproteins, LDL
  • Picrates
  • Sulfonic Acids
  • Thiazoles
  • oxidized low density lipoprotein
  • Superoxides
  • 2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid
  • 1,1-diphenyl-2-picrylhydrazyl