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Rutin alleviated acrolein-induced cytotoxicity in Caco-2 and GES-1 cells by forming a cyclic hemiacetal product

Acrolein (ACR), an α, β-unsaturated aldehyde, is a toxic compound formed during food processing, and the use of phenolics derived from dietary materials to scavenge ACR is a hot spot. In this study, rutin, a polyphenol widely present in various dietary materials, was used to investigate its capacity...

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Autores principales: Chen, Peifang, Liu, Shuang, Yin, Zhao, Liang, Pengjie, Wang, Chunhua, Zhu, Hanyue, Liu, Yang, Ou, Shiyi, Li, Guoqiang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9424909/
https://www.ncbi.nlm.nih.gov/pubmed/36051900
http://dx.doi.org/10.3389/fnut.2022.976400
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author Chen, Peifang
Liu, Shuang
Yin, Zhao
Liang, Pengjie
Wang, Chunhua
Zhu, Hanyue
Liu, Yang
Ou, Shiyi
Li, Guoqiang
author_facet Chen, Peifang
Liu, Shuang
Yin, Zhao
Liang, Pengjie
Wang, Chunhua
Zhu, Hanyue
Liu, Yang
Ou, Shiyi
Li, Guoqiang
author_sort Chen, Peifang
collection PubMed
description Acrolein (ACR), an α, β-unsaturated aldehyde, is a toxic compound formed during food processing, and the use of phenolics derived from dietary materials to scavenge ACR is a hot spot. In this study, rutin, a polyphenol widely present in various dietary materials, was used to investigate its capacity to scavenge ACR. It was shown that more than 98% of ACR was eliminated under the conditions of reaction time of 2 h, temperature of 80 °C, and molar ratio of rutin/ACR of 2/1. Further structural characterization of the formed adduct revealed that the adduct of rutin to ACR to form a cyclic hemiacetal compound (RAC) was the main scavenging mechanism. Besides, the stability of RAC during simulated in vitro digestion was evaluated, which showed that more than 83.61% of RAC was remained. Furthermore, the cytotoxicity of RAC against Caco-2 and GES-1 cells was significantly reduced compared with ACR, where the IC(50) values of ACR were both below 20 μM while that of RAC were both above 140 μM. And the improvement of the loss of mitochondrial membrane potential (MMP) by RAC might be one of the detoxification pathways. The present study indicated that rutin was one of the potential ACR scavengers among natural polyphenols.
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spelling pubmed-94249092022-08-31 Rutin alleviated acrolein-induced cytotoxicity in Caco-2 and GES-1 cells by forming a cyclic hemiacetal product Chen, Peifang Liu, Shuang Yin, Zhao Liang, Pengjie Wang, Chunhua Zhu, Hanyue Liu, Yang Ou, Shiyi Li, Guoqiang Front Nutr Nutrition Acrolein (ACR), an α, β-unsaturated aldehyde, is a toxic compound formed during food processing, and the use of phenolics derived from dietary materials to scavenge ACR is a hot spot. In this study, rutin, a polyphenol widely present in various dietary materials, was used to investigate its capacity to scavenge ACR. It was shown that more than 98% of ACR was eliminated under the conditions of reaction time of 2 h, temperature of 80 °C, and molar ratio of rutin/ACR of 2/1. Further structural characterization of the formed adduct revealed that the adduct of rutin to ACR to form a cyclic hemiacetal compound (RAC) was the main scavenging mechanism. Besides, the stability of RAC during simulated in vitro digestion was evaluated, which showed that more than 83.61% of RAC was remained. Furthermore, the cytotoxicity of RAC against Caco-2 and GES-1 cells was significantly reduced compared with ACR, where the IC(50) values of ACR were both below 20 μM while that of RAC were both above 140 μM. And the improvement of the loss of mitochondrial membrane potential (MMP) by RAC might be one of the detoxification pathways. The present study indicated that rutin was one of the potential ACR scavengers among natural polyphenols. Frontiers Media S.A. 2022-08-16 /pmc/articles/PMC9424909/ /pubmed/36051900 http://dx.doi.org/10.3389/fnut.2022.976400 Text en Copyright © 2022 Chen, Liu, Yin, Liang, Wang, Zhu, Liu, Ou and Li. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Nutrition
Chen, Peifang
Liu, Shuang
Yin, Zhao
Liang, Pengjie
Wang, Chunhua
Zhu, Hanyue
Liu, Yang
Ou, Shiyi
Li, Guoqiang
Rutin alleviated acrolein-induced cytotoxicity in Caco-2 and GES-1 cells by forming a cyclic hemiacetal product
title Rutin alleviated acrolein-induced cytotoxicity in Caco-2 and GES-1 cells by forming a cyclic hemiacetal product
title_full Rutin alleviated acrolein-induced cytotoxicity in Caco-2 and GES-1 cells by forming a cyclic hemiacetal product
title_fullStr Rutin alleviated acrolein-induced cytotoxicity in Caco-2 and GES-1 cells by forming a cyclic hemiacetal product
title_full_unstemmed Rutin alleviated acrolein-induced cytotoxicity in Caco-2 and GES-1 cells by forming a cyclic hemiacetal product
title_short Rutin alleviated acrolein-induced cytotoxicity in Caco-2 and GES-1 cells by forming a cyclic hemiacetal product
title_sort rutin alleviated acrolein-induced cytotoxicity in caco-2 and ges-1 cells by forming a cyclic hemiacetal product
topic Nutrition
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9424909/
https://www.ncbi.nlm.nih.gov/pubmed/36051900
http://dx.doi.org/10.3389/fnut.2022.976400
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