Antioxidant properties of 2-O-beta-D-glucopyranosyl-L-ascorbic acid

Biosci Biotechnol Biochem. 2008 Jun;72(6):1558-63. doi: 10.1271/bbb.80063. Epub 2008 Jun 7.

Abstract

The antioxidant activity of a provitamin C agent, 2-O-beta-D-glucopyranosyl-L-ascorbic acid (AA-2betaG), was compared to that of 2-O-alpha-D-glucopyranosyl-L-ascorbic acid (AA-2G) and ascorbic acid (AA) using four in vitro methods, 1,1-diphenyl-picrylhydrazyl (DPPH) radical-scavenging assay, 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) radical cation (ABTS(*+))-scavenging assay, oxygen radical absorbance capacity (ORAC) assay, and 2,2'-azobis(2-amidinopropane) dihydrochloride (AAPH)-induced erythrocyte hemolysis inhibition assay. AA-2betaG slowly and continuously scavenged DPPH radicals and ABTS(*+) in roughly the same reaction profiles as AA-2G, whereas AA quenched these radicals immediately. In the ORAC assay and the hemolysis inhibition assay, AA-2betaG showed similar overall activities to AA-2G and to AA, although the reactivity of AA-2betaG against the peroxyl radical generated in both assays was lower than that of AA-2G and AA. These data indicate that AA-2betaG had roughly the same radical-scavenging properties as AA-2G, and a comprehensive in vitro antioxidant activity of AA-2betaG appeared to be comparable not only to that of AA-2G but also to that of AA.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amidines / pharmacology
  • Animals
  • Antioxidants / pharmacology*
  • Ascorbic Acid / analogs & derivatives*
  • Ascorbic Acid / chemistry
  • Ascorbic Acid / pharmacology
  • Benzothiazoles / chemistry
  • Erythrocytes / drug effects
  • Hemolysis / drug effects
  • Hydrogen-Ion Concentration
  • Molecular Structure
  • Sheep
  • Sulfonic Acids / chemistry

Substances

  • 2-O-(beta-D-glucopyranosyl)ascorbic acid
  • Amidines
  • Antioxidants
  • Benzothiazoles
  • Sulfonic Acids
  • 2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid
  • 2,2'-azobis(2-amidinopropane)
  • Ascorbic Acid