The effect of flavonoids on the reduction of cupric ions, the copper-driven Fenton reaction and copper-triggered haemolysis
Language English Country England, Great Britain Media print-electronic
Document type Journal Article
PubMed
35728467
DOI
10.1016/j.foodchem.2022.133461
PII: S0308-8146(22)01423-6
Knihovny.cz E-resources
- Keywords
- Antioxidants, Copper, Fenton reaction, Flavonoids, Hydroxyl radical, Reduction,
- MeSH
- Antioxidants chemistry MeSH
- Flavonoids * chemistry MeSH
- Hemolysis MeSH
- Ions MeSH
- Humans MeSH
- Copper * chemistry MeSH
- Oxidation-Reduction MeSH
- Check Tag
- Humans MeSH
- Publication type
- Journal Article MeSH
- Names of Substances
- Antioxidants MeSH
- Flavonoids * MeSH
- Ions MeSH
- Copper * MeSH
Flavonoids are considered beneficial, but they may exhibit pro-oxidative effects likely due to metal reducing properties. For the first time, 24 structurally related flavonoids were compared for copper reduction, and modulation of the copper-triggered Fenton reaction and lysis of erythrocytes. The vast majority of flavonoids reduced cupric ions; their behaviour ranged from progressive gradual reduction through bell-shaped, neutral, to a blockade of spontaneous reduction. Similarly, different behaviours were observed with the Fenton reaction. Flavone was the only flavonoid that potentiated copper-triggered haemolysis (155 ± 81 % at twice the amount of Cu2+), while 18 flavonoids were at least partly protective in some concentrations. Only 5-hydroxyflavone did not reduce Cu2+ and behaved as an antioxidant in both assays (reduction of 60 ± 10 % and 88 ± 1%, respectively, at an equimolar ratio with Cu2+). In conclusion, relatively subtle structural differences resulted in very different anti/prooxidant behaviour depending on the model.
References provided by Crossref.org
Reactive oxygen species, toxicity, oxidative stress, and antioxidants: chronic diseases and aging
Interactions of Isoquinoline Alkaloids with Transition Metals Iron and Copper
