• 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

肉豆蔻醚和榄香素:食品中潜在的有毒烯基苯类物质。

Myristicin and Elemicin: Potentially Toxic Alkenylbenzenes in Food.

作者信息

Götz Mario E, Sachse Benjamin, Schäfer Bernd, Eisenreich Andreas

机构信息

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

出版信息

Foods. 2022 Jul 5;11(13):1988. doi: 10.3390/foods11131988.

DOI:10.3390/foods11131988
PMID:35804802
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9265716/
Abstract

Alkenylbenzenes represent a group of naturally occurring substances that are synthesized as secondary metabolites in various plants, including nutmeg and basil. Many of the alkenylbenzene-containing plants are common spice plants and preparations thereof are used for flavoring purposes. However, many alkenylbenzenes are known toxicants. For example, safrole and methyleugenol were classified as genotoxic carcinogens based on extensive toxicological evidence. In contrast, reliable toxicological data, in particular regarding genotoxicity, carcinogenicity, and reproductive toxicity is missing for several other structurally closely related alkenylbenzenes, such as myristicin and elemicin. Moreover, existing data on the occurrence of these substances in various foods suffer from several limitations. Together, the existing data gaps regarding exposure and toxicity cause difficulty in evaluating health risks for humans. This review gives an overview on available occurrence data of myristicin, elemicin, and other selected alkenylbenzenes in certain foods. Moreover, the current knowledge on the toxicity of myristicin and elemicin in comparison to their structurally related and well-characterized derivatives safrole and methyleugenol, especially with respect to their genotoxic and carcinogenic potential, is discussed. Finally, this article focuses on existing data gaps regarding exposure and toxicity currently impeding the evaluation of adverse health effects potentially caused by myristicin and elemicin.

摘要

烯基苯是一类天然存在的物质,在包括肉豆蔻和罗勒在内的各种植物中作为次生代谢产物合成。许多含烯基苯的植物是常见的香料植物,其制品用于调味目的。然而,许多烯基苯是已知的有毒物质。例如,基于大量毒理学证据,黄樟素和甲基丁香酚被归类为基因毒性致癌物。相比之下,其他几种结构密切相关的烯基苯,如肉豆蔻醚和榄香素,缺乏可靠的毒理学数据,特别是关于基因毒性、致癌性和生殖毒性的数据。此外,关于这些物质在各种食物中的存在情况的现有数据存在若干局限性。总之,关于暴露和毒性的现有数据空白导致难以评估对人类的健康风险。本综述概述了肉豆蔻醚、榄香素和其他选定烯基苯在某些食物中的现有存在数据。此外,还讨论了与结构相关且特征明确的衍生物黄樟素和甲基丁香酚相比,肉豆蔻醚和榄香素目前的毒性知识,特别是关于它们的基因毒性和致癌潜力。最后,本文重点关注目前阻碍评估肉豆蔻醚和榄香素可能造成的不良健康影响的暴露和毒性方面的现有数据空白。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/35da/9265716/00a601820a22/foods-11-01988-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/35da/9265716/53869f971e5d/foods-11-01988-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/35da/9265716/00a601820a22/foods-11-01988-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/35da/9265716/53869f971e5d/foods-11-01988-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/35da/9265716/00a601820a22/foods-11-01988-g002.jpg

相似文献

1
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.
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
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.
4
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.
5
Genotoxic alkenylbenzene flavourings, a contribution to risk assessment.基因毒性烯基苯风味料,风险评估贡献。
Food Chem Toxicol. 2018 Aug;118:861-879. doi: 10.1016/j.fct.2018.06.020. Epub 2018 Jun 18.
6
Physiologically based kinetic models for the alkenylbenzene elemicin in rat and human and possible implications for risk assessment.基于生理学的烯基苯艾里宁在大鼠和人体中的动力学模型及其对风险评估的可能影响。
Chem Res Toxicol. 2012 Nov 19;25(11):2352-67. doi: 10.1021/tx300239z. Epub 2012 Oct 10.
7
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.
8
Abuse of nutmeg (Myristica fragrans Houtt.): studies on the metabolism and the toxicologic detection of its ingredients elemicin, myristicin, and safrole in rat and human urine using gas chromatography/mass spectrometry.肉豆蔻(Myristica fragrans Houtt.)滥用:利用气相色谱/质谱法对大鼠和人尿液中肉豆蔻醚、肉豆蔻素和黄樟素等成分的代谢及毒理学检测研究
Ther Drug Monit. 2006 Aug;28(4):568-75. doi: 10.1097/00007691-200608000-00013.
9
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.
10
Detection of major psychoactive compounds (safrole, myristicin, and elemicin) of nutmeg in human serum via GC-MS/MS using MonoSpin® extraction: Application in a nutmeg poisoning case.GC-MS/MS 结合 MonoSpin®萃取法检测人血清中的肉豆蔻主要精神活性化合物(黄樟素、肉豆蔻醚和榄香脂素):在肉豆蔻中毒案例中的应用。
J Pharm Biomed Anal. 2023 Sep 20;234:115565. doi: 10.1016/j.jpba.2023.115565. Epub 2023 Jul 13.

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
FAAH Modulators from Natural Sources: A Collection of New Potential Drugs.天然来源的脂肪酸酰胺水解酶(FAAH)调节剂:新型潜在药物合集
Cells. 2025 Apr 5;14(7):551. doi: 10.3390/cells14070551.
3
Comparative Analysis of Estragole, Methyleugenol, Myristicin, and Elemicin Regarding Micronucleus Formation in V79 Cells.

本文引用的文献

1
High Performance Liquid Chromatography versus Stacking-Micellar Electrokinetic Chromatography for the Determination of Potentially Toxic Alkenylbenzenes in Food Flavouring Ingredients.高效液相色谱法与堆积胶束电动色谱法测定食品调味成分中潜在毒性的烯基苯。
Molecules. 2021 Dec 21;27(1):13. doi: 10.3390/molecules27010013.
2
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.
3
Comparison of Nutritional Compositions and Essential Oil Profiles of Different Parts of a Dill and Two Fennel Cultivars.
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
Systematic Review of Naturally Derived Substances That Act as Inhibitors of the Nicotine Metabolizing Enzyme Cytochrome P450 2A6.系统评价天然物质作为细胞色素 P450 2A6 尼古丁代谢酶抑制剂的作用。
Int J Mol Sci. 2024 Jul 23;25(15):8031. doi: 10.3390/ijms25158031.
5
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.
6
Anti‑adipogenic effect and underlying mechanism of lignan‑enriched nutmeg extract on 3T3‑L1 preadipocytes.富含木脂素的肉豆蔻提取物对3T3-L1前脂肪细胞的抗脂肪生成作用及潜在机制
Biomed Rep. 2023 Nov 15;20(1):4. doi: 10.3892/br.2023.1692. eCollection 2024 Jan.
7
Detection of Mildewed Nutmeg Internal Quality during Storage Using an Electronic Nose Combined with Chemical Profile Analysis.利用电子鼻结合化学特征分析检测贮藏期间肉豆蔻的内部品质变化。
Molecules. 2023 Aug 14;28(16):6051. doi: 10.3390/molecules28166051.
8
Safety and efficacy of a feed additive consisting of an essential oil from the seeds of Houtt. (nutmeg oil) for all animal species (FEFANA asbl).一种由肉豆蔻种子精油(肉豆蔻油)组成的饲料添加剂对所有动物种类的安全性和有效性(FEFANA asbl)
EFSA J. 2023 Jun 16;21(6):e08066. doi: 10.2903/j.efsa.2023.8066. eCollection 2023 Jun.
9
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.
10
Study of the Chemical Composition and Biological Activity of the Essential Oil from Congona ( Ruiz and Pav.).对来自Congona(Ruiz和Pav.)的精油的化学成分和生物活性的研究。
Plants (Basel). 2023 Mar 30;12(7):1504. doi: 10.3390/plants12071504.
莳萝及两个茴香品种不同部位的营养成分和精油成分比较
Foods. 2021 Jul 31;10(8):1784. doi: 10.3390/foods10081784.
4
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.
5
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.
6
and Evidence for RNA Adduction Resulting from Metabolic Activation of Methyleugenol.并且证明亚甲异丁香酚的代谢活化导致了 RNA 加合物的形成。
J Agric Food Chem. 2020 Dec 23;68(51):15134-15141. doi: 10.1021/acs.jafc.0c04880. Epub 2020 Dec 9.
7
Estragole DNA adduct accumulation in human liver HepaRG cells upon repeated in vitro exposure.反复体外暴露于人肝 HepaRG 细胞后,葶苈子 DNA 加合物的积累。
Toxicol Lett. 2021 Feb 1;337:1-6. doi: 10.1016/j.toxlet.2020.11.009. Epub 2020 Nov 12.
8
The Relative Content and Distribution of Absorbed Volatile Organic Compounds in Rats Administered Asari Radix et Rhizoma Are Different between Powder- and Decoction-Treated Groups.给予粉末和煎剂处理的大鼠,其吸收的挥发性有机化合物的相对含量和分布有所不同。
Molecules. 2020 Sep 27;25(19):4441. doi: 10.3390/molecules25194441.
9
A new strategy based on gas chromatography-high resolution mass spectrometry (GC-HRMS-Q-Orbitrap) for the determination of alkenylbenzenes in pepper and its varieties.基于气相色谱-高分辨质谱(GC-HRMS-Q-Orbitrap)的辣椒及其品种中烯基苯的测定新策略。
Food Chem. 2020 Aug 15;321:126727. doi: 10.1016/j.foodchem.2020.126727. Epub 2020 Apr 2.
10
Past, Present and Future Directions of delta Rodent Gene Mutation Assays.δ啮齿动物基因突变检测的过去、现在与未来方向
Food Saf (Tokyo). 2016 Mar 30;4(1):1-13. doi: 10.14252/foodsafetyfscj.2015024. eCollection 2016 Mar.