Free radical scavenging activity of 4-(3,4-dihydroxybenzoyloxymethyl)phenyl-O-β-D-glucopyranoside from Origanum vulgare and its protection against oxidative damage

J Agric Food Chem. 2012 Aug 8;60(31):7690-6. doi: 10.1021/jf302329m. Epub 2012 Jul 26.


4-(3,4-Dihydroxybenzoyloxymethyl)phenyl-O-β-d-glucopyranoside (DBPG), a polyphenolic glycoside, isolated from Origanum vulgare has shown 1,1-diphenyl-2-picrylhydrazyl (DPPH(•))-scavenging capacity in previous work. This study demonstrated that DBPG exhibits antioxidant activity by a series of DPPH(•), 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt (ABTS(•+)), and superoxide anion radical (O(2)(•-)) radical-scavenging assays. The inhibition of lipid peroxidation (LP) by DBPG exceeded that by l-ascorbic acid (AA) in a liposome model system. Adding DBPG to mouse liver and brain tissue inhibited the formation of thiobarbituric acid reactive substances (TBARS) to a greater extent than did trolox. In the oxygen stress test, BNLCL2 and HaCaT cells pretreated with DBPG showed increased activities of glutathione peroxidase (GPx), perhaps as a result of reduction of the production of reactive oxygen species (ROS). These findings proved that DBPG had antioxidant activities and a cytoprotective effect in hepatocytes and keratinocytes, suggesting that DBPG may be a useful food and cosmetic additive.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cell Line
  • Free Radical Scavengers / analysis
  • Free Radical Scavengers / pharmacology*
  • Humans
  • Methylglucosides / analysis
  • Methylglucosides / pharmacology*
  • Mice
  • Origanum / chemistry*
  • Oxidative Stress / drug effects*
  • Plant Extracts / analysis
  • Plant Extracts / pharmacology*


  • 4-(3,4-dihydroxybenzoyloxymethyl)phenyl-O-beta-D-glucopyranoside
  • Free Radical Scavengers
  • Methylglucosides
  • Plant Extracts