We examined the antioxidant activity of the following natural phenolic comp
ounds present in food: 3-OH-benzoic acid (3-OH-BA): 4-OH-benzoic acid (4-OH
-BA): 2,3-dihydroxybenzoic acid (2,3-diOH-BA); 3,4-dihydroxybenzoic acid (3
,4-diOH-BA or protocatechuic acid); ferulic acid; caffeic acid; and 2-couma
ric, 3-coumaric and 4-coumaric acids. We measured the inhibitory effect of
these compounds on iron-dependent oxidative DNA damage in vitro [incubating
herring sperm DNA with Fe(lll)/GSH] or using cumene hydroperoxide (CumOOH)
as a free-radical generating system; we also studied the interaction of th
ese phenols with Fe(II) or Fe(III) spectrophotometrically. Among the tested
compounds, 2,3-diOH-BA, 3,4-diOH-BA and caffeic acid interacted with Fe(II
.) and showed a potent inhibitory effect on iron-induced oxidative DNA dama
ge. CumOOH-induced DNA oxidation was not modified by these compounds. On th
e contrary, 2-coumaric, 3-coumaric and 4-coumaric acids did not interact wi
th iron but protected against oxidative DNA damage induced by Fe(III)/GSH a
nd by CumOOH, indicating a direct free-radical scavenging activity of these
compounds in both systems. The IC50+/-S.E.M. of the three coumaric acids a
gainst CumOOH-induced DNA oxidation was 44.2 +/-2.0, 54.7 +/-2.0 and 33.1 /-1.0 muM, respectively. On the contrary, 3-OH-BA and 4-OH-BA did not have
scavenging activity and 3-OH-BA actually enhanced oxidative DNA damage. In
conclusion, some natural phenolic acids, commonly present in food, have int
eresting protective activity against DNA oxidation in vitro and deserve fur
ther consideration as effective antioxidants in vivo. (C) 2001 Elsevier Sci
ence Ltd. All rights reserved.