The relationship between the structure of 42 flavonoids and their antioxida
nt and antiradical activities was elucidated by heat-induced oxidation in a
beta -carotene and linoleic acid system and by the 1,1-diphenyl-2-picrylhy
drazyl decoloration test. From seven structurally divergent groups of flavo
noids, only flavonols with a free hydroxyl group at the C-3 position of the
flavonoid skeleton showed high inhibitory activity to p-carotene oxidation
. Antiradical activity depended on the presence of a flavonol structure or
free hydroxyl group at the C-4 ' position. The effect of the 4 ' -hydroxyl
was strongly modified by other structural features, such as the presence of
free hydroxyls at C-3 and/or C-3 ' and a C2-C3 double bond.