Antioxidant properties of demethyldiisoeugenol

Biochim Biophys Acta. 1995 Sep 14;1258(2):145-52. doi: 10.1016/0005-2760(95)00111-o.

Abstract

The antioxidant properties of demethyldiisoeugenol were investigated in this study using various models. Demethyldiisoeugenol inhibited Fe(2+)-induced lipid peroxidation in rat brain homogenate in a concentration-dependent manner with an IC50 1.8 +/- 0.1 microM. Demethyldiisoeugenol was more effective than alpha-tocopherol and BHT in reducing the stable free radical diphenyl-2-picrylhydrazyl (DPPH). It also scavenged superoxide anion generated by xanthine/xanthine oxidase and peroxyl radical (ROO.) derived from 2,2'-azobis(2-amidinopropane)dihydrochloride (AAPH) in aqueous system with a stoichiometric factor of 1.3 +/- 0.2. Furthermore, it prevented conjugated-diene formation and apolipoprotein B (apo B) oxidation of LDL. However, demethyldiisoeugenol did not scavenge 2,2'-azobis(2,4-dimethylvaleronitrile) (AMVN)-derived peroxyl radical in hexane. It also did not chelate Fe2+, did not inhibit xanthine oxidase activity or possessed hydroxyl radical (.OH) scavenging activity. Experimental results indicate that demethyldiisoeugenol is a potentially effective antioxidant and can protect rat brain homogenate and LDL against oxidation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antioxidants / chemistry*
  • Apolipoproteins B / chemistry
  • Brain / metabolism
  • Catechols / chemistry*
  • Cell-Free System
  • Copper / chemistry
  • Deoxyribose / chemistry
  • Eugenol / analogs & derivatives*
  • Eugenol / chemistry
  • Fatty Acids, Unsaturated / chemistry
  • Free Radicals
  • In Vitro Techniques
  • Indenes / chemistry*
  • Iron Chelating Agents / chemistry
  • Lipid Peroxides / metabolism
  • Lipoproteins, LDL / metabolism
  • Male
  • Oxidation-Reduction
  • Rats

Substances

  • Antioxidants
  • Apolipoproteins B
  • Catechols
  • Fatty Acids, Unsaturated
  • Free Radicals
  • Indenes
  • Iron Chelating Agents
  • Lipid Peroxides
  • Lipoproteins, LDL
  • demethyldiisoeugenol
  • Eugenol
  • diisoeugenol
  • Deoxyribose
  • Copper
  • parinaric acid