• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

芦丁通过形成环状半缩醛产物减轻丙烯醛诱导的Caco-2和GES-1细胞的细胞毒性。

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

作者信息

Chen Peifang, Liu Shuang, Yin Zhao, Liang Pengjie, Wang Chunhua, Zhu Hanyue, Liu Yang, Ou Shiyi, Li Guoqiang

机构信息

Department of Food Science, Foshan University, Foshan, China.

Department of Hematology, Guangdong Second Provincial General Hospital, Guangzhou, China.

出版信息

Front Nutr. 2022 Aug 16;9:976400. doi: 10.3389/fnut.2022.976400. eCollection 2022.

DOI:10.3389/fnut.2022.976400
PMID:36051900
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9424909/
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 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 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.

摘要

丙烯醛(ACR)是一种α,β-不饱和醛,是食品加工过程中形成的有毒化合物,利用膳食材料中的酚类物质清除ACR是一个研究热点。在本研究中,芦丁作为一种广泛存在于各种膳食材料中的多酚,被用于研究其清除ACR的能力。结果表明,在反应时间为2小时、温度为80℃、芦丁/ACR摩尔比为2/1的条件下,超过98%的ACR被清除。对形成的加合物进行的进一步结构表征表明,芦丁与ACR形成环状半缩醛化合物(RAC)的加合物是主要的清除机制。此外,评估了RAC在模拟消化过程中的稳定性,结果表明超过83.61%的RAC得以保留。此外,与ACR相比,RAC对Caco-2和GES-1细胞的细胞毒性显著降低,其中ACR的IC值均低于20μM,而RAC的IC值均高于140μM。RAC对线粒体膜电位(MMP)损失的改善可能是解毒途径之一。本研究表明,芦丁是天然多酚中潜在的ACR清除剂之一。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd06/9424909/ca0421356f9c/fnut-09-976400-g0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd06/9424909/70e3724513f4/fnut-09-976400-g0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd06/9424909/9e56b9d208cd/fnut-09-976400-g0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd06/9424909/0a683e884c65/fnut-09-976400-g0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd06/9424909/f15e30ed8c7c/fnut-09-976400-g0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd06/9424909/c23ecdbb3fb2/fnut-09-976400-g0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd06/9424909/6aa37c8df7d2/fnut-09-976400-g0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd06/9424909/ca0421356f9c/fnut-09-976400-g0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd06/9424909/70e3724513f4/fnut-09-976400-g0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd06/9424909/9e56b9d208cd/fnut-09-976400-g0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd06/9424909/0a683e884c65/fnut-09-976400-g0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd06/9424909/f15e30ed8c7c/fnut-09-976400-g0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd06/9424909/c23ecdbb3fb2/fnut-09-976400-g0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd06/9424909/6aa37c8df7d2/fnut-09-976400-g0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd06/9424909/ca0421356f9c/fnut-09-976400-g0007.jpg

相似文献

1
Rutin alleviated acrolein-induced cytotoxicity in Caco-2 and GES-1 cells by forming a cyclic hemiacetal product.芦丁通过形成环状半缩醛产物减轻丙烯醛诱导的Caco-2和GES-1细胞的细胞毒性。
Front Nutr. 2022 Aug 16;9:976400. doi: 10.3389/fnut.2022.976400. eCollection 2022.
2
Trapping of Acrolein by Curcumin and the Synergistic Inhibition Effect of Curcumin Combined with Quercetin.姜黄素捕获丙烯醛及其与槲皮素协同抑制作用。
J Agric Food Chem. 2021 Jan 13;69(1):294-301. doi: 10.1021/acs.jafc.0c06692. Epub 2020 Dec 29.
3
Natural polyphenols as direct trapping agents of lipid peroxidation-derived acrolein and 4-hydroxy-trans-2-nonenal.天然多酚作为脂质过氧化衍生丙烯醛和 4-羟基-trans-2-壬烯醛的直接捕获剂。
Chem Res Toxicol. 2009 Oct;22(10):1721-7. doi: 10.1021/tx900221s.
4
Translating In Vitro Acrolein-Trapping Capacities of Tea Polyphenol and Soy Genistein to In Vivo Situation is Mediated by the Bioavailability and Biotransformation of Individual Polyphenols.茶多酚和大豆金雀异黄素体外捕获丙烯醛能力向体内情况的转化受各多酚类物质生物利用度和生物转化的介导。
Mol Nutr Food Res. 2020 Jan;64(1):e1900274. doi: 10.1002/mnfr.201900274. Epub 2019 Nov 8.
5
Formation of di-cysteine acrolein adduct decreases cytotoxicity of acrolein by ROS alleviation and apoptosis intervention.二半胱氨酸丙烯醛加合物的形成通过减轻 ROS 和干预细胞凋亡降低丙烯醛的细胞毒性。
J Hazard Mater. 2020 Apr 5;387:121686. doi: 10.1016/j.jhazmat.2019.121686. Epub 2019 Nov 13.
6
Acrolein scavengers and detoxification: From high-throughput screening of flavonoids to mechanistic study of epigallocatechin gallate.丙烯醛清除剂和解毒剂:从黄酮类化合物的高通量筛选到没食子儿茶素没食子酸酯的作用机制研究。
J Hazard Mater. 2024 Dec 5;480:135873. doi: 10.1016/j.jhazmat.2024.135873. Epub 2024 Sep 17.
7
Acrolein scavengers: reactivity, mechanism and impact on health.丙烯醛清除剂:反应活性、作用机制及其对健康的影响。
Mol Nutr Food Res. 2011 Sep;55(9):1375-90. doi: 10.1002/mnfr.201100149. Epub 2011 Jun 29.
8
Inhibitory Effect on Acrolein by Cyanidin-3--glucoside and Its Acrolein Adducts from the Pigment of Mynica Red.杨梅红色素中矢车菊素-3-O-葡萄糖苷及其丙烯醛加合物对丙烯醛的抑制作用
J Agric Food Chem. 2021 Oct 13;69(40):11937-11946. doi: 10.1021/acs.jafc.1c05223. Epub 2021 Oct 4.
9
Nucleotide excision repair deficiency increases levels of acrolein-derived cyclic DNA adduct and sensitizes cells to apoptosis induced by docosahexaenoic acid and acrolein.核苷酸切除修复缺陷会增加丙烯醛衍生的环状DNA加合物水平,并使细胞对二十二碳六烯酸和丙烯醛诱导的细胞凋亡敏感。
Mutat Res. 2016 Jul;789:33-8. doi: 10.1016/j.mrfmmm.2016.02.011. Epub 2016 Mar 16.
10
Cytotoxicity of a Novel Compound Produced in Foods via the Reaction of Amino Acids with Acrolein along with Formaldehyde.食品中氨基酸与丙烯醛及甲醛反应产生的新型化合物的细胞毒性。
J Agric Food Chem. 2022 Dec 14;70(49):15583-15592. doi: 10.1021/acs.jafc.2c06538. Epub 2022 Dec 2.

引用本文的文献

1
Acrolein Induces Changes in Cell Membrane and Cytosol Proteins of Erythrocytes.丙烯醛诱导红细胞细胞膜和胞浆蛋白的变化。
Molecules. 2024 May 27;29(11):2519. doi: 10.3390/molecules29112519.
2
Synergistic Inhibitory Effect of Multiple Polyphenols from Spice on Acrolein during High-Temperature Processing.香料中多种多酚在高温加工过程中对丙烯醛的协同抑制作用。
Foods. 2023 Jun 9;12(12):2326. doi: 10.3390/foods12122326.

本文引用的文献

1
Identification of adducts formed between acrolein and alanine or serine in fried potato crisps and the cytotoxicity-lowering effect of acrolein in three cell lines.丙烯醛与炸薯条中的丙氨酸或丝氨酸形成加合物的鉴定及丙烯醛在三种细胞系中的细胞毒性降低作用。
Food Chem. 2021 Nov 1;361:130164. doi: 10.1016/j.foodchem.2021.130164. Epub 2021 May 20.
2
Catechins in green tea powder (matcha) are heat-stable scavengers of acrolein, a lipid peroxide-derived reactive carbonyl species.绿茶粉(抹茶)中的儿茶素是丙烯醛的热稳定清除剂,丙烯醛是一种由脂质过氧化物衍生的反应性羰基物种。
Food Chem. 2021 Sep 1;355:129403. doi: 10.1016/j.foodchem.2021.129403. Epub 2021 Mar 15.
3
Cytotoxicity of adducts formed between quercetin and methylglyoxal in PC-12 cells.
槲皮素与甲基乙二醛在PC-12细胞中形成的加合物的细胞毒性。
Food Chem. 2021 Aug 1;352:129424. doi: 10.1016/j.foodchem.2021.129424. Epub 2021 Mar 3.
4
Insoluble dietary fibre scavenges reactive carbonyl species under simulated physiological conditions: The key role of fibre-bound polyphenols.在模拟生理条件下,不可溶性膳食纤维清除反应性羰基物种:纤维结合多酚的关键作用。
Food Chem. 2021 Jul 1;349:129018. doi: 10.1016/j.foodchem.2021.129018. Epub 2021 Jan 16.
5
Trapping of Acrolein by Curcumin and the Synergistic Inhibition Effect of Curcumin Combined with Quercetin.姜黄素捕获丙烯醛及其与槲皮素协同抑制作用。
J Agric Food Chem. 2021 Jan 13;69(1):294-301. doi: 10.1021/acs.jafc.0c06692. Epub 2020 Dec 29.
6
The mutagenic potency of onion juice vs. its contents of quercetin and rutin.洋葱汁与其所含槲皮素和芦丁的诱变活力比较。
Food Chem Toxicol. 2021 Feb;148:111923. doi: 10.1016/j.fct.2020.111923. Epub 2020 Dec 13.
7
Mechanistic studies of inhibition on acrolein by myricetin.杨梅素对丙烯醛抑制作用的机制研究。
Food Chem. 2020 Apr 11;323:126788. doi: 10.1016/j.foodchem.2020.126788.
8
Acrolein contributes to urothelial carcinomas in patients with chronic kidney disease.丙烯醛会导致慢性肾病患者的尿路上皮癌。
Urol Oncol. 2020 May;38(5):465-475. doi: 10.1016/j.urolonc.2020.02.017. Epub 2020 Mar 18.
9
Acrylamide Decreases Cell Viability, and Provides Oxidative Stress, DNA Damage, and Apoptosis in Human Colon Adenocarcinoma Cell Line Caco-2.丙烯酰胺降低人结肠腺癌细胞系 Caco-2 的细胞活力,并提供氧化应激、DNA 损伤和细胞凋亡。
Molecules. 2020 Jan 16;25(2):368. doi: 10.3390/molecules25020368.
10
Acrolein-induced apoptosis of smooth muscle cells through NEAT1-Bmal1/Clock pathway and a protection from asparagus extract.丙烯醛通过 NEAT1-Bmal1/Clock 通路诱导平滑肌细胞凋亡及芦笋提取物的保护作用。
Environ Pollut. 2020 Mar;258:113735. doi: 10.1016/j.envpol.2019.113735. Epub 2019 Dec 16.