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Electrochemical Behaviour and Antioxidant Activity of Some Natural Polyphenols
Author(s) -
Born Markus,
Carrupt PierreAlain,
Zini Roland,
Brée Françoise,
Tillement JeanPaul,
Hostettmann Kurt,
Testa Bernard
Publication year - 1996
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19960790422
Subject(s) - chemistry , mangiferin , lipid peroxidation , antioxidant , quercetin , chlorogenic acid , polyphenol , redox , catechol , cyclic voltammetry , biochemistry , organic chemistry , electrochemistry , chromatography , electrode
Abstract A number of natural polyphenols (chlorogenic acid ( 9 ), cordigol ( 11 ), cordigone ( 12 ), danthrone ( 1 ), 1,5‐dihydroxy‐3‐methoxyxanthone ( 2 ), eriosematin ( 7 ), flemichin D ( 8 ), frutinone A ( 6 ), mangiferin ( 4 ), quercetin ( 5 ), 1,3,6,7‐tetrahydroxyxanthone ( 3 ) and verbascoside ( 10 )) were investigated for their redox properties using cyclic voltammetry. The antioxidant properties of these compounds were also examined in two models, namely lipid peroxidation in rat synaptosomes and AAPH‐mediated oxidation of serum albumin. Compounds with a catechol group ( 9, 4, 5, 3 and 10 ) were oxidized below 0.4 V and inhibited lipid peroxidation with IC 50 values between 2 and 8 μ M . Compounds having one or more isolated phenolic groups and showing an oxidation potential between 0.45 and 0.8 V ( 11, 12 and 8 ) inhibited lipid peroxidation with IC 50 between 7 and 9 μ M , except 2 (0.45 V), danthrone (0.96 V) and eriosematin which showed no or modest antioxidant activity. Some of the investigated compounds also protected albumin from oxidation, but no structure‐activity relationship was apparent, suggesting that other factors beside redox potential influence this activity.