Peroxynitrite oxidises catechols to o‐quinones

FEBS Letters

Rice-Evans, Catherine¹  Kerry, Nicole¹ 

[1] Antioxidant Research Centre, Guy's, King's College and St. Thomas's School of Biomedical Sciences, Guy's Campus, London SE1 9RT, UK

关键词: Caffeic acid;    Oxidation;    Antioxidant;    o-Quinone;    Peroxynitrite;    Glutathione;   

DOI  :  10.1016/S0014-5793(98)01223-X

学科分类：生物化学/生物物理

来源: John Wiley & Sons Ltd.

【 摘 要 】

Nitration of phenolic compounds is a well-established mechanism on interaction with peroxynitrite. However, while nitration is the predominant reaction for monophenolic hydroxycinnamates, this does not take place with the catechol-containing hydroxycinnamate, caffeic acid. The aim of the present study was to investigate the mechanism of the chemical interaction of caffeic acid with peroxynitrite and to characterise the products formed. A novel compound was detected and characterised as the o-quinone of caffeic acid based on its reaction with nucleophilic thiol compounds, glutathione and l-cysteine. The same novel product was identified following the oxidation of caffeic acid in alkaline solutions confirming the identity of this species as a caffeic acid oxidation product.

【 授权许可】

Unknown