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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Published inFrontiers in nutrition (Lausanne) Vol. 9; p. 976400
Main Authors Chen, Peifang, Liu, Shuang, Yin, Zhao, Liang, Pengjie, Wang, Chunhua, Zhu, Hanyue, Liu, Yang, Ou, Shiyi, Li, Guoqiang
Format Journal Article
LanguageEnglish
Published Frontiers Media S.A 16.08.2022
Subjects
acrolein
cytotoxicity
hemiacetal adduct
Nutrition
rutin
simulated in vitro digestion
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Abstract 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.
AbstractList 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.
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 IC50 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.
Author Wang, Chunhua
Li, Guoqiang
Yin, Zhao
Zhu, Hanyue
Liu, Yang
Chen, Peifang
Ou, Shiyi
Liu, Shuang
Liang, Pengjie
AuthorAffiliation 2 Department of Hematology, Guangdong Second Provincial General Hospital , Guangzhou , China
4 Guangdong Provincial Key Laboratory of Intelligent Food Manufacturing, Foshan University , Foshan , China
3 Department of Food Science and Engineering, Jinan University , Guangzhou , China
5 South China National Center for Food Safety Research and Development, Foshan University , Foshan , China
1 Department of Food Science, Foshan University , Foshan , China
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crossref_primary_10_3390_foods12122326
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Edited by: Hongshun Yang, National University of Singapore, Singapore
This article was submitted to Food Chemistry, a section of the journal Frontiers in Nutrition
Reviewed by: Lishuang Lv, Nanjing Normal University, China; Maomao Zeng, Jiangnan University, China
These authors have contributed equally to this work and share first authorship
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Snippet 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...
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SubjectTerms acrolein
cytotoxicity
hemiacetal adduct
Nutrition
rutin
simulated in vitro digestion
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Title Rutin alleviated acrolein-induced cytotoxicity in Caco-2 and GES-1 cells by forming a cyclic hemiacetal product
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