A. Laires et al., GENOTOXICITY OF NITROSATED RED WINE AND OF THE NITROSATABLE PHENOLIC-COMPOUNDS PRESENT IN WINE - TYRAMINE, QUERCETIN AND MALVIDINE-3-GLUCOSIDE, Food and chemical toxicology, 31(12), 1993, pp. 989-994
Phenolic compounds and biogenic amines are known to be present in some
foodstuffs which become directly genotoxic after nitrosation in vitro
. Red wine has previously been shown to be genotoxic and this activity
has been attributed mainly to flavonoids. Besides flavonoids, red win
e contains a multiplicity of compounds, including biogenic amines. Usi
ng the Ames assay and the SOS chromotest, this study has shown that re
d wine and some of the nitrosatable molecules present in wine become d
irectly genotoxic on nitrosation in vitro : these include the phenolic
molecules tyramine, quercetin and malvidine-3-glucoside, whereas phen
ylethylamine and histamine were negative on nitrosation. Interestingly
, quercetin had been predicted to be negative after nitrosation, using
the CASE methodology. The concentrations of these three positive nitr
osatable compounds in wine were determined by HPLC. Comparison of thes
e concentrations and their respective levels of genotoxicity suggests
that the genotoxicity after nitrosation is probably attributable to ot
her molecules. It is also possible that synergistic effects may occur
between various nitrosatable compounds in wine.