A number of natural polyphenols (chlorogenic acid (9), cordigol (11),
cordigone (12), danthrone (1), 1,5-dihydroxy-3-methoxyxanthone (2), er
iosematin (7), flemichin D (8), frutinone A (6), mangiferin (4), querc
etin (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 m
odels, 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 IC50 values between 2 and 8 mu M. Compounds having one or more is
olated phenolic groups and showing an oxidation potential between 0.45
and 0.8 V (11, 12 and 8) inhibited lipid peroxidation with IC50 betwe
en 7 and 9 mu M, except 2 (0.45 V), danthrone (0.96 V) and eriosematin
which showed no or modest antioxidant activity. Some of the investiga
ted compounds also protected albumin from oxidation, but no structure-
activity relationship was apparent, suggesting that other factors besi
de redox potential influence this activity.