Cyclic voltammetric analysis of 2-styrylchromones: relationship with the antioxidant activity

Bioorganic & Medicinal Chemistry
Ana GomesJosé L F C Lima

Abstract

2-Styrylchromones (2-SC) are a chemical family of oxygen heterocyclic compounds, vinylogues of flavones (2-phenylchromones), whose occurrence in nature has been reported. Recently, several 2-SC derivatives were demonstrated to have antioxidant properties, namely, xanthine oxidase inhibition, hepatoprotection against pro-oxidant agents in cellular and non-cellular systems and scavenging activity against reactive oxygen and reactive nitrogen species (ROS and RNS). Considering these antioxidant properties, it may be hypothesised that the electrochemical redox behaviour of 2-SC contributes significantly to their activity. To test this hypothesis, the electrochemical behaviour of different 2-SC was studied, together with a number of flavonoids with well-known antioxidant activities, by cyclic voltammetry, and the results correlated to their ability to scavenge ROS and RNS. The results obtained showed that 2-SC with a catecholic B-ring have a low oxidation peak potential corresponding to the oxidation of the 3',4'-OH (catechol) moiety. The compounds with a phenolic B-ring have a common peak, with oxidation potential values of about +0.4/+0.5 V versus Ag/AgCl, corresponding to the oxidation of the 4'-OH. The oxidation of the hydroxyl ...Continue Reading

References

Jan 1, 1996·Free Radical Biology & Medicine·S A van AckerA Bast
Jan 1, 1996·Free Radical Biology & Medicine·C A Rice-EvansG Paganga
Oct 14, 2006·Analytical Sciences : the International Journal of the Japan Society for Analytical Chemistry·M S El-ShahawiT El-Mogy

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Citations

Jul 23, 2013·European Journal of Medicinal Chemistry·Daniela RibeiroEduarda Fernandes
Jul 28, 2012·International Journal of Molecular Sciences·Damiana R ViannaVera Lucia Eifler-Lima
May 1, 2015·Medicinal Research Reviews·Daniela RibeiroEduarda Fernandes
May 5, 2012·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Jesús F ArteagaJosé M Rodríguez-Mellado
Dec 19, 2020·Comprehensive Reviews in Food Science and Food Safety·Ana-Maria Chiorcea-PaquimAna Maria Oliveira-Brett

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