Singlet oxygen quenching by anthocyanin's flavylium cations

@article{deRosso2008SingletOQ,
  title={Singlet oxygen quenching by anthocyanin's flavylium cations},
  author={Veridiana Vera de Rosso and Faustino E. Mor{\'a}n Vieyra and Adriana Zerlotti Mercadante and Claudio D. Borsarelli},
  journal={Free Radical Research},
  year={2008},
  volume={42},
  pages={885 - 891}
}
The quenching of singlet molecular oxygen (1O2) by the flavylium cation form of six widespread anthocyanin derivatives: cyanidin 3-glucoside (CG), cyanidin 3-rutinoside (CR), cyanidin 3-galactoside (CGL), malvidin (M), malvidin 3-glucoside (MG) and malvidin 3,5-diglucoside (MDG) was studied in 1% HCl methanol solution by time-resolved phosphorescence detection (TRPD) of 1O2 and photostationary actinometry using perinaphthenone and methylene blue as sensitizers, respectively. The average value… 

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References

SHOWING 1-10 OF 45 REFERENCES

Kinetic study of the quenching reaction of singlet oxygen by flavonoids in ethanol solution.

TLDR
The quenching rate of singlet oxygen (1O2) by seven kinds of flavonoids with 2,3-double bonds has been measured spectrophotometrically in ethanol at 35 degrees C, and the result suggests that these flavonoid may contribute to the protection of oxidative damage in foods and plants, by quenched 1O2.

Singlet Oxygen Quenching Abilities of Carotenoids

The bimolecular rate constants kq for quenching of singlet oxygen (1Δg state) by 26 different natural and novel synthetic carotenoids were determined at 37 °C in a mixture of chloroform and ethanol.

Singlet oxygen quenching and the redox properties of hydroxycinnamic acids.

Redox Behavior of Anthocyanins Present in Vitis vinifera L.

Voltammetric techniques were employed to study the electrochemical behavior of several anthocyanins. The redox behavior of anthocyanins with the same basic structure, the influence of glycosylation

Anthocyanins Protect Against A2E Photooxidation and Membrane Permeabilization in Retinal Pigment Epithelial Cells¶

TLDR
Nine anthocyanin fractions reflecting monoglycosides of delphinidin, cyanid in, petunidin and malvidin were obtained and all were shown to suppress the photooxidation of A2E at least in part by quenching singlet oxygen.

Oxygen Radical Absorbing Capacity of Anthocyanins

Anthocyanins are natural colorants belonging to the flavonoid family. They are widely distributed among flowers, fruits, and vegetables. Using the automated oxygen radical absorbance capacity (ORAC)

Mechanistic aspects of the oxidation of DNA constituents mediated by singlet molecular oxygen.

UVA Self‐Photosensitized Oxygenation of β‐Ionone

The steady‐state UVA (350 nm) photolysis of (E)‐β‐ionone (1) in aerated toluene solutions was studied by 1H NMR spectroscopy. The formation of the 1,2,4‐trioxane (2) and 5,8‐endoperoxide (5)