Free radical mediated oxidative degradation of carotenes and xanthophylls

Raphael C. Mordi; Olabisi T. Ademosun; Christiana O. Ajanaku; Ifedolapo O. Olanrewaju; John C. Walton

doi:10.3390/molecules25051038

Free radical mediated oxidative degradation of carotenes and xanthophylls

Raphael C. Mordi, Olabisi T. Ademosun, Christiana O. Ajanaku, Ifedolapo O. Olanrewaju, John C. Walton

Research output: Contribution to journal › Review article › peer-review

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Abstract

This article reviews the excited-state quenching, pro-vitamin A activity and anticarcinogenicity of carotenes and xanthophylls in relation to their chemical structures. Excited-state quenching improved with the length of the conjugated chain structure. Pro-vitamin A activity was dependent on the presence of at least one beta-ionyl ring structure. The effectiveness of carotenoids as antioxidants depended on their ability to trap peroxyl radicals with production of resonance-stabilized carotenyl radicals. The products identified from oxidations of carotenes and xanthophylls with molecular oxygen and other oxidizing agents are presented. The free radical-mediated mechanisms that have been proposed to account for the different classes of products are reviewed.

Original language	English
Article number	1038
Number of pages	13
Journal	Molecules
Volume	25
Issue number	5
DOIs	https://doi.org/10.3390/molecules25051038
Publication status	Published - 26 Feb 2020

Keywords

Free radicals
Carotenoids
Xanthophylls
Oxidation
β-carotene
Canthaxanthin
β-ionone
Retinal
Apo-carotenoids

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10.3390/molecules25051038Licence: CC BY

Walton_2020_Molecules_Free_VoR_CCBY
Copyright © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
Final published version, 2.36 MBLicence: CC BY

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title = "Free radical mediated oxidative degradation of carotenes and xanthophylls",

abstract = "This article reviews the excited-state quenching, pro-vitamin A activity and anticarcinogenicity of carotenes and xanthophylls in relation to their chemical structures. Excited-state quenching improved with the length of the conjugated chain structure. Pro-vitamin A activity was dependent on the presence of at least one beta-ionyl ring structure. The effectiveness of carotenoids as antioxidants depended on their ability to trap peroxyl radicals with production of resonance-stabilized carotenyl radicals. The products identified from oxidations of carotenes and xanthophylls with molecular oxygen and other oxidizing agents are presented. The free radical-mediated mechanisms that have been proposed to account for the different classes of products are reviewed.",

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T1 - Free radical mediated oxidative degradation of carotenes and xanthophylls

AU - Mordi, Raphael C.

AU - Ademosun, Olabisi T.

AU - Ajanaku, Christiana O.

AU - Olanrewaju, Ifedolapo O.

AU - Walton, John C.

PY - 2020/2/26

Y1 - 2020/2/26

N2 - This article reviews the excited-state quenching, pro-vitamin A activity and anticarcinogenicity of carotenes and xanthophylls in relation to their chemical structures. Excited-state quenching improved with the length of the conjugated chain structure. Pro-vitamin A activity was dependent on the presence of at least one beta-ionyl ring structure. The effectiveness of carotenoids as antioxidants depended on their ability to trap peroxyl radicals with production of resonance-stabilized carotenyl radicals. The products identified from oxidations of carotenes and xanthophylls with molecular oxygen and other oxidizing agents are presented. The free radical-mediated mechanisms that have been proposed to account for the different classes of products are reviewed.

AB - This article reviews the excited-state quenching, pro-vitamin A activity and anticarcinogenicity of carotenes and xanthophylls in relation to their chemical structures. Excited-state quenching improved with the length of the conjugated chain structure. Pro-vitamin A activity was dependent on the presence of at least one beta-ionyl ring structure. The effectiveness of carotenoids as antioxidants depended on their ability to trap peroxyl radicals with production of resonance-stabilized carotenyl radicals. The products identified from oxidations of carotenes and xanthophylls with molecular oxygen and other oxidizing agents are presented. The free radical-mediated mechanisms that have been proposed to account for the different classes of products are reviewed.

KW - Free radicals

KW - Carotenoids

KW - Xanthophylls

KW - Oxidation

KW - β-carotene

KW - Canthaxanthin

KW - β-ionone

KW - Retinal

KW - Apo-carotenoids

U2 - 10.3390/molecules25051038

DO - 10.3390/molecules25051038

M3 - Review article

SN - 1420-3049

VL - 25

JO - Molecules

JF - Molecules

IS - 5

M1 - 1038

ER -

Free radical mediated oxidative degradation of carotenes and xanthophylls

Abstract

Keywords

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