Hydrogen peroxide scavenging, antioxidant and anti-radical activity of some phenolic acids
Some water-soluble phenolic acids were investigated as antioxidants, scavengers of hydrogen peroxide (H 2O 2) and scavengers of 1,1-diphenyl-2-picrylhydrazyl radical (DPPH •). The strongest antioxidant, scavenging of H 2O 2 and DPPH • radical activity was exhibited by 3,4,5-trihydroxybenzoic (gallic...
Saved in:
Published in | Food and chemical toxicology Vol. 41; no. 6; pp. 753 - 758 |
---|---|
Main Authors | , |
Format | Journal Article |
Language | English |
Published |
Oxford
Elsevier Ltd
01.06.2003
New York, NY Elsevier Science |
Subjects | |
Online Access | Get full text |
Cover
Loading…
Summary: | Some water-soluble phenolic acids were investigated as antioxidants, scavengers of hydrogen peroxide (H
2O
2) and scavengers of 1,1-diphenyl-2-picrylhydrazyl radical (DPPH
•). The strongest antioxidant, scavenging of H
2O
2 and DPPH
• radical activity was exhibited by 3,4,5-trihydroxybenzoic (gallic) acid and 1,2,3-trihydroxybenzene (pyrogallol) with three hydroxyl groups bonded to the aromatic ring in an
ortho position in relation to each other. Phenolic acids with two hydroxyl groups bonded to aromatic ring in the
ortho position, such as 3,4-dihydroxycinnamic (caffeic), 3,4-dihydroxybenzoic (protocatechuic) and 2,3-dihydroxybenzoic (
o-pyrocatechuic) acids, showed strong antioxidant and anti-radical activity; however, it was lower than that of 3,4,5-trihydroxybenzoic acid or 1,2,3-trihydroxybenzene. 3,5-Dihydroxybenzoic (α-resorcylic) and 2,4-dihydroxybenzoic (β-resorcylic) acids with two hydroxyls bonded in the
meta position in relation to each other showed moderate antioxidant and low DPPH
• and hydrogen peroxide scavenging activity. Compounds with one hydroxyl group such as 3-hydroxybenzoic, 4-hydroxyphenylacetic and 2-hydroxybenzoic (salicylic) acids, exhibited the lowest anti-radical and antioxidant activity. The results obtained show that the antioxidant and anti-radical activity of phenolic acids correlated positively with the number of hydroxyl groups bonded to the aromatic ring. The model of an
ortho substitution of hydroxyl groups to the aromatic ring seems to be adequate for antioxidant and H
2O
2 or DPPH
• scavenging activity of phenolic acids. |
---|---|
Bibliography: | ObjectType-Article-2 SourceType-Scholarly Journals-1 ObjectType-Feature-1 content type line 23 ObjectType-Article-1 ObjectType-Feature-2 |
ISSN: | 0278-6915 1873-6351 |
DOI: | 10.1016/S0278-6915(02)00329-0 |