I. Merfort et al., RADICAL SCAVENGER ACTIVITY OF 3 FLAVONOID METABOLITES STUDIED BY INHIBITION OF CHEMILUMINESCENCE IN HUMAN-PMNS, Planta medica, 62(4), 1996, pp. 289-292
3,4-Dihydroxyphenylacetic acid, 3-hydroxyphenylacetic acid, and 3-(4-h
ydroxyphenyl)-propionic acid, metabolites which arise from quercetin g
lycosides, respectively, from flavones and probably from procyanidins
by the human intestinal microflora, have been tested for their effects
on oxygen radical production by human PMNs stimulated with FMLP or op
sonized zymosan. Oxygen radicals were detected by luminol-augmented ch
emiluminescence measurements. Furthermore free radical scavenging acti
vity of these metabolites was investigated in a cell-free system in wh
ich oxygen radicals were generated by horseradish peroxidase with H2O2
as substrate. 3,4-Dihydroxyphenylacetic acid reduced considerably che
miluminescence in PMNs in an amount which was much more pronounced tha
n those of the other two metabolites. Concentrations of 1 mu mol/l sho
wed an inhibition by 84% with FMLP as stimulant and by 15% with opsoni
zed zymosan, indicating that different signal transduction pathways ar
e influenced in PMNs. Using the same conditions the unmetabolized quer
cetin showed an inhibition of chemiluminescence by 74% (FMLP), resp. 2
0% (opsonized zymosan). In the cell free system 3,4-dihydroxyphenylace
tic acid suppressed much more effectively chemiluminescence than 3-hyd
roxyphenylacetic acid. In contrast, 3-(4-hydroxyphenyl)propionic acid
led to an increase of chemiluminescence generated in the cell-free sys
tem (FMLP and zymosan), i.e. by 30% and by 25%, at the highest concent
ration of 4 mu mol/l. In conclusion, flavonoid metabolites differ in t
heir effects on free radical production of PMNs and their radical scav
enging potencies.