• 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

食品中的链烯基苯:阻碍不良健康影响评估的因素

Alkenylbenzenes in Foods: Aspects Impeding the Evaluation of Adverse Health Effects.

作者信息

Eisenreich Andreas, Götz Mario E, Sachse Benjamin, Monien Bernhard H, Herrmann Kristin, Schäfer Bernd

机构信息

Department of Food Safety, German Federal Institute for Risk Assessment (BfR), Max-Dohrn-Str. 8-10, 10589 Berlin, Germany.

Department of Pesticides Safety, German Federal Institute for Risk Assessment (BfR), Max-Dohrn-Str. 8-10, 10589 Berlin, Germany.

出版信息

Foods. 2021 Sep 10;10(9):2139. doi: 10.3390/foods10092139.

DOI:10.3390/foods10092139
PMID:34574258
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8469824/
Abstract

Alkenylbenzenes are naturally occurring secondary plant metabolites, primarily present in different herbs and spices, such as basil or fennel seeds. Thus, alkenylbenzenes, such as safrole, methyleugenol, and estragole, can be found in different foods, whenever these herbs and spices (or extracts thereof) are used for food production. In particular, essential oils or other food products derived from the aforementioned herbs and spices, such as basil-containing pesto or plant food supplements, are often characterized by a high content of alkenylbenzenes. While safrole or methyleugenol are known to be genotoxic and carcinogenic, the toxicological relevance of other alkenylbenzenes (e.g., apiol) regarding human health remains widely unclear. In this review, we will briefly summarize and discuss the current knowledge and the uncertainties impeding a conclusive evaluation of adverse effects to human health possibly resulting from consumption of foods containing alkenylbenzenes, especially focusing on the genotoxic compounds, safrole, methyleugenol, and estragole.

摘要

烯基苯是天然存在的次生植物代谢产物,主要存在于不同的草药和香料中,如罗勒或茴香籽。因此,只要这些草药和香料(或其提取物)用于食品生产,在不同的食物中都能发现烯基苯,如黄樟素、甲基丁香酚和草蒿脑。特别是,从上述草药和香料中提取的精油或其他食品,如含罗勒的香蒜酱或植物性食品补充剂,通常具有高含量的烯基苯。虽然已知黄樟素或甲基丁香酚具有遗传毒性和致癌性,但其他烯基苯(如芹菜脑)对人类健康的毒理学相关性仍不清楚。在这篇综述中,我们将简要总结并讨论目前的知识以及阻碍对食用含烯基苯食物可能对人类健康产生的不良影响进行最终评估的不确定性,尤其关注遗传毒性化合物黄樟素、甲基丁香酚和草蒿脑。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/585a/8469824/9c6d343642f1/foods-10-02139-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/585a/8469824/9c6d343642f1/foods-10-02139-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/585a/8469824/9c6d343642f1/foods-10-02139-g001.jpg

相似文献

1
Alkenylbenzenes in Foods: Aspects Impeding the Evaluation of Adverse Health Effects.食品中的链烯基苯:阻碍不良健康影响评估的因素
Foods. 2021 Sep 10;10(9):2139. doi: 10.3390/foods10092139.
2
Occurrence of Alkenylbenzenes in Plants: Flavours and Possibly Toxic Plant Metabolites.植物中烯基苯的存在:风味物质及可能的有毒植物代谢产物
Plants (Basel). 2023 May 23;12(11):2075. doi: 10.3390/plants12112075.
3
Myristicin and Elemicin: Potentially Toxic Alkenylbenzenes in Food.肉豆蔻醚和榄香素:食品中潜在的有毒烯基苯类物质。
Foods. 2022 Jul 5;11(13):1988. doi: 10.3390/foods11131988.
4
Determination and risk assessment of naturally occurring genotoxic and carcinogenic alkenylbenzenes in basil-containing sauce of pesto.香蒜酱中含罗勒的酱汁中天然存在的遗传毒性和致癌性烯基苯的测定及风险评估。
Toxicol Rep. 2016 Nov 30;4:1-8. doi: 10.1016/j.toxrep.2016.11.002. eCollection 2017.
5
Structure-activity studies of the carcinogenicities in the mouse and rat of some naturally occurring and synthetic alkenylbenzene derivatives related to safrole and estragole.一些与黄樟素和草蒿脑相关的天然存在及合成的烯基苯衍生物在小鼠和大鼠体内致癌性的构效关系研究。
Cancer Res. 1983 Mar;43(3):1124-34.
6
32P-post-labelling analysis of DNA adducts formed in the livers of animals treated with safrole, estragole and other naturally-occurring alkenylbenzenes. II. Newborn male B6C3F1 mice.对用黄樟素、草蒿脑及其他天然存在的链烯基苯处理的动物肝脏中形成的DNA加合物进行的32P后标记分析。II. 新生雄性B6C3F1小鼠。
Carcinogenesis. 1984 Dec;5(12):1623-8. doi: 10.1093/carcin/5.12.1623.
7
Effect of plant extracts on the genotoxicity of 1'-hydroxy alkenylbenzenes.植物提取物对 1'-羟基烯基苯遗传毒性的影响。
Regul Toxicol Pharmacol. 2019 Jul;105:36-41. doi: 10.1016/j.yrtph.2019.03.017. Epub 2019 Mar 29.
8
Flavonoids and alkenylbenzenes: mechanisms of mutagenic action and carcinogenic risk.黄酮类化合物和链烯基苯:诱变作用机制与致癌风险
Mutat Res. 2005 Jul 1;574(1-2):124-38. doi: 10.1016/j.mrfmmm.2005.01.028. Epub 2005 Mar 31.
9
A computational study on the biotransformation of alkenylbenzenes by a selection of CYPs: Reflections on their possible bioactivation.关于一系列细胞色素P450对烯基苯生物转化的计算研究:对其可能的生物活化的思考
Toxicology. 2023 Apr;488:153471. doi: 10.1016/j.tox.2023.153471. Epub 2023 Feb 28.
10
DNA adducts from alkoxyallylbenzene herb and spice constituents in cultured human (HepG2) cells.来自烷氧基烯丙基苯类草药和香料成分的DNA加合物在培养的人(HepG2)细胞中的情况。
Environ Mol Mutagen. 2007 Dec;48(9):715-21. doi: 10.1002/em.20348.

引用本文的文献

1
Environmental and internal drivers of genotoxic carcinogens accumulation in botanicals and their preparations.植物药及其制剂中遗传毒性致癌物积累的环境和内在驱动因素。
Arch Toxicol. 2025 Jul 11. doi: 10.1007/s00204-025-04123-y.
2
In Silico Network Toxicology, Molecular Docking, and Multi-Level Bioinformatics Reveal Methyl Eugenol-Induced Hepatocellular Carcinoma Mechanisms in Humans.计算机网络毒理学、分子对接和多层次生物信息学揭示了甲基丁香酚诱导人类肝细胞癌的机制。
Cancer Med. 2025 May;14(10):e70768. doi: 10.1002/cam4.70768.
3
Comparative Analysis of Estragole, Methyleugenol, Myristicin, and Elemicin Regarding Micronucleus Formation in V79 Cells.

本文引用的文献

1
Analytical Separation of Carcinogenic and Genotoxic Alkenylbenzenes in Foods and Related Products (2010-2020).食品及相关产品中致癌性和遗传毒性烯基苯的分析分离(2010-2020)。
Toxins (Basel). 2021 May 28;13(6):387. doi: 10.3390/toxins13060387.
2
Bioactivation of estragole and anethole leads to common adducts in DNA and hemoglobin.黄樟素和茴香脑的生物活化导致 DNA 和血红蛋白中常见的加合物。
Food Chem Toxicol. 2021 Jul;153:112253. doi: 10.1016/j.fct.2021.112253. Epub 2021 May 18.
3
Guidance on harmonised methodologies for human health, animal health and ecological risk assessment of combined exposure to multiple chemicals.
龙蒿脑、甲基丁香酚、肉豆蔻醚和榄香素对V79细胞微核形成的比较分析
Molecules. 2025 Feb 10;30(4):806. doi: 10.3390/molecules30040806.
4
Natural toxins and One Health: a review.天然毒素与“同一健康”:综述
Sci One Health. 2023 Mar 7;1:100013. doi: 10.1016/j.soh.2023.100013. eCollection 2022 Nov.
5
Bio-organic fertilizers promote yield, chemical composition, and antioxidant and antimicrobial activities of essential oil in fennel (Foeniculum vulgare) seeds.生物有机肥料可促进茴香(Foeniculum vulgare)种子的产量、化学成分以及精油的抗氧化和抗菌活性。
Sci Rep. 2023 Aug 25;13(1):13935. doi: 10.1038/s41598-023-40579-7.
6
Occurrence of Alkenylbenzenes in Plants: Flavours and Possibly Toxic Plant Metabolites.植物中烯基苯的存在:风味物质及可能的有毒植物代谢产物
Plants (Basel). 2023 May 23;12(11):2075. doi: 10.3390/plants12112075.
7
subsp. -Study of the Histochemical Localization of Essential Oil.亚种 - 精油的组织化学定位研究。
Molecules. 2023 Mar 24;28(7):2918. doi: 10.3390/molecules28072918.
8
Natural Compounds in Plant-Based Food.植物性食物中的天然化合物。
Foods. 2023 Feb 17;12(4):857. doi: 10.3390/foods12040857.
9
A Computational Inter-Species Study on Safrole Phase I Metabolism-Dependent Bioactivation: A Mechanistic Insight into the Study of Possible Differences among Species.姜烯酚 I 相代谢依赖性生物活化的种间计算研究:对物种间可能差异研究的机制探讨。
Toxins (Basel). 2023 Jan 18;15(2):94. doi: 10.3390/toxins15020094.
10
Food-Borne Chemical Carcinogens and the Evidence for Human Cancer Risk.食源性化学致癌物与人类癌症风险证据
Foods. 2022 Sep 13;11(18):2828. doi: 10.3390/foods11182828.
关于多种化学品联合暴露对人类健康、动物健康和生态风险评估的统一方法指南。
EFSA J. 2019 Mar 25;17(3):e05634. doi: 10.2903/j.efsa.2019.5634. eCollection 2019 Mar.
4
Genotoxicity assessment of chemical mixtures.化学混合物的遗传毒性评估。
EFSA J. 2018 Dec 18;17(1):e05519. doi: 10.2903/j.efsa.2019.5519. eCollection 2019 Jan.
5
Mode of action-based risk assessment of genotoxic carcinogens.基于作用模式的遗传毒性致癌物风险评估。
Arch Toxicol. 2020 Jun;94(6):1787-1877. doi: 10.1007/s00204-020-02733-2. Epub 2020 Jun 15.
6
(Q)SAR tools for the prediction of mutagenic properties: Are they ready for application in pesticide regulation?用于预测致突变性质的定量构效关系 (QSAR) 工具:它们是否已准备好在农药法规中应用?
Pest Manag Sci. 2020 Oct;76(10):3316-3325. doi: 10.1002/ps.5828. Epub 2020 Apr 23.
7
Pimpinella anisum seeds essential oil from Lesvos island: Effect of hydrodistillation time, comparison of its aromatic profile with other samples of the Greek market. Safe use.莱夫卡斯岛茴芹籽精油的水蒸馏时间的影响:与希腊市场其他样品芳香特征的比较。安全使用。
Food Chem Toxicol. 2020 Jan;135:110875. doi: 10.1016/j.fct.2019.110875. Epub 2019 Oct 7.
8
Detection of -Acetyl--[3'-(4-methoxyphenyl)allyl]-l-Cys (AMPAC) in Human Urine Samples after Controlled Exposure to Fennel Tea: A New Metabolite of Estragole and -Anethole.在受控摄入茴香茶后检测人尿液样品中的 -乙酰基-[3'-(4-甲氧基苯基)烯丙基]-l-半胱氨酸(AMPAC):茴香脑和 -蒎烯的一种新代谢物。
Chem Res Toxicol. 2019 Nov 18;32(11):2260-2267. doi: 10.1021/acs.chemrestox.9b00287. Epub 2019 Oct 11.
9
Fabrication of functionalized magnetic microspheres based on monodispersed polystyrene for quantitation of allyl-benzodioxoles coupled with gas chromatography and mass spectrometry.基于单分散聚苯乙烯的功能化磁性微球的制备及其与气相色谱和质谱联用定量分析烯丙基苯并二氧杂环丁烷。
J Chromatogr A. 2019 Dec 6;1607:460402. doi: 10.1016/j.chroma.2019.460402. Epub 2019 Jul 26.
10
Dietary habits of adolescents living in North America, Europe or Oceania: A review on fruit, vegetable and legume consumption, sodium intake, and adherence to the Mediterranean Diet.生活在北美洲、欧洲或大洋洲的青少年的饮食习惯:对水果、蔬菜和豆类消费、钠摄入量以及对地中海饮食的依从性的综述。
Nutr Metab Cardiovasc Dis. 2019 Jun;29(6):544-560. doi: 10.1016/j.numecd.2019.03.003. Epub 2019 Mar 14.