Xanthones as antioxidants: a theoretical study on the thermodynamics and kinetics of the single electron transfer mechanism

Food & Function
Ana MartínezAnnia Galano

Abstract

Mangosteen (Garcinia mangostana) is considered the queen of the tropical fruits. It has a dark red pericarp that is rich in bioactive compounds including xanthones, which have been classified as very good antioxidants from several experimental results. In this work, the antioxidant properties of twenty xanthones isolated from the pericarp of Garcinia mangostana are studied considering the single electron transfer mechanism (SET). According to their most acidic pK(a) value, under physiological conditions the monoanionic form is present in significant amounts. For this reason, eight deprotonated xanthones are also considered in this study. Quantum chemical calculations were performed in order to assess their free radical scavenging capacity in terms of vertical ionization energies and vertical electron affinities. With these two chemical descriptors it is possible to construct a map that allows a straightforward comparison of the electron transfer viability between any pair of reactants. Such a map for the studied xanthones and the free radicals ˙OH and O(2)˙(-), in aqueous solution, indicates that xanthones can either donate or accept electrons in order to deactivate free radicals. A new relationship between the ionization poten...Continue Reading

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Citations

Nov 14, 2013·BioMed Research International·V A ChistyakovA V Soldatov
Jan 17, 2016·Annual Review of Food Science and Technology·Annia GalanoNino Russo
Aug 5, 2015·Journal of Molecular Modeling·Yanet Romero, Ana Martínez
Aug 3, 2012·The Journal of Physical Chemistry. B·Elizabeth Hernandez-Marin, Ana Martínez
Nov 2, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Annia GalanoRussel J Reiter
Dec 24, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Minshi LiangDongfeng Chen
Aug 2, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Xican LiDongfeng Chen
May 15, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Xican LiDongfeng Chen
Aug 28, 2021·ACS Applied Materials & Interfaces·Jordan BritoSvetlana A Sukhishvili

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