Publication: Purification and antiradical properties of the structural unit of betalains
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Date
2012-05-29
Authors
Escribano Cebrián, Josefa ; Gandía Herrero, Fernando ; García Carmona, Francisco
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Publisher
American Chemical Society
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DOI
https://doi.org/10.1021/np200950n
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info:eu-repo/semantics/article
Description
© 2012, American Chemical Society and American Society of Pharmacognosy. This document is the Published version of a Published Work that appeared in final form in Journal of Natural Products. To access the final edited and published work see https://doi.org/10.1021/np200950n
Abstract
Betalamic acid [4-(2-oxoethylidene)-1,2,3,4-tetrahydropyridine2,6-dicarboxylic acid] is a naturally occurring compound that is normally found condensed with amino acids, amines, cyclo-DOPA, and cyclo-DOPA derivatives to form the betalains. Betalains are the pigments responsible for the yellow to violet color of the fruits and flowers of plants belonging to the order Caryophyllales. Betalamic acid is the structural feature common to all of these pigments and contains the electron resonance system responsible for the spectroscopic properties. Betalamic acid was purified by chromatography and identified by UV−vis spectrophotometry and ESI mass spectrometry. The antioxidant and free radical scavenging capacities of betalamic acid were assessed using the FRAP and ABTS·+ radical assays. A pKa of 6.8 was found for the deprotonation equilibrium involved in the nucleophilic activity of betalamic acid; this pKa explains the observed pH effect on the free radical scavenging capacity of these pigments
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Citation
Journal of Natural Products 2012, 75, 1030−1036
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