• 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

河豚毒素天然产物家族的化学与生物学

The Chemistry and Biology of the Tetrodotoxin Natural Product Family.

作者信息

Nißl Benedikt, Mülbaier Marcel, Grisoni Francesca, Trauner Dirk, Bermúdez Marcel, Dialer Clemens, Konrad David B

机构信息

Department of Pharmacy, Ludwig-Maximilians-Universität München, Butenandtstr. 5-13, Haus C, 81377, Munich, Germany.

Drug Discovery Engine, Grünenthal GmbH, Zieglerstr. 6, 52078, Aachen, Germany.

出版信息

Angew Chem Int Ed Engl. 2025 Aug 25;64(35):e202502404. doi: 10.1002/anie.202502404. Epub 2025 Aug 1.

DOI:10.1002/anie.202502404
PMID:40528706
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12377457/
Abstract

Tetrodotoxin is a neurotoxic marine alkaloid, first isolated in 1909 from pufferfish and named after the biological order tetraodontiformes. Since its structural elucidation in 1964, it has attracted the interest of synthetic organic chemists due to its exceptional polarity, complex architecture, and important biological activity. This review highlights the diversity of the tetrodotoxin natural product family and discusses the origins of derivatives, biosynthetic hypotheses, and biological activities. Furthermore, potential therapeutic applications and structure-activity relationship studies are covered, along with the total syntheses of the natural product and selected derivatives that were published to date.

摘要

河豚毒素是一种具有神经毒性的海洋生物碱，于1909年首次从河豚中分离出来，并以鲀形目生物命名。自1964年其结构被阐明以来，由于其特殊的极性、复杂的结构和重要的生物活性，它引起了有机合成化学家的兴趣。本综述重点介绍了河豚毒素天然产物家族的多样性，并讨论了其衍生物的起源、生物合成假说和生物活性。此外，还涵盖了潜在的治疗应用和构效关系研究，以及迄今为止已发表的该天然产物及其选定衍生物的全合成。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/5def90a318d7/ANIE-64-e202502404-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/a5bb0372be91/ANIE-64-e202502404-g041.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/c42f8c6effd7/ANIE-64-e202502404-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/f559f7b4735a/ANIE-64-e202502404-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/33354a69cd20/ANIE-64-e202502404-g034.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/631633446e59/ANIE-64-e202502404-g026.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/abeaea40a810/ANIE-64-e202502404-g016.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/6dbe8aaa74d2/ANIE-64-e202502404-g017.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/24af875c9fb9/ANIE-64-e202502404-g023.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/5d0badc05322/ANIE-64-e202502404-g043.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/374836542f29/ANIE-64-e202502404-g039.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/d1a8a04fff55/ANIE-64-e202502404-g042.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/99a37220a571/ANIE-64-e202502404-g040.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/e57d5bcb3bc4/ANIE-64-e202502404-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/3fd65d77370c/ANIE-64-e202502404-g027.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/1a9a5d9c08b6/ANIE-64-e202502404-g035.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/961d78162b20/ANIE-64-e202502404-g022.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/51524c82c1c0/ANIE-64-e202502404-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/4351ce1518a9/ANIE-64-e202502404-g031.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/1b05e0588f1d/ANIE-64-e202502404-g030.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/d48ca43ede91/ANIE-64-e202502404-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/85d5271d5e04/ANIE-64-e202502404-g013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/7527e10175e8/ANIE-64-e202502404-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/23eb07b113c8/ANIE-64-e202502404-g038.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/ddda8aaa0e35/ANIE-64-e202502404-g020.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/c932b7912c4f/ANIE-64-e202502404-g018.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/f0ef42e48d44/ANIE-64-e202502404-g029.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/bca45f87e40b/ANIE-64-e202502404-g033.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/165ba6d8437e/ANIE-64-e202502404-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/af25a857b72f/ANIE-64-e202502404-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/9be974dacc4a/ANIE-64-e202502404-g019.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/964e8778e300/ANIE-64-e202502404-g021.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/f9b06bf825f1/ANIE-64-e202502404-g032.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/ba2ada416f37/ANIE-64-e202502404-g028.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/eee2f75c3eb8/ANIE-64-e202502404-g014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/5def90a318d7/ANIE-64-e202502404-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/a5bb0372be91/ANIE-64-e202502404-g041.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/c42f8c6effd7/ANIE-64-e202502404-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/f559f7b4735a/ANIE-64-e202502404-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/33354a69cd20/ANIE-64-e202502404-g034.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/631633446e59/ANIE-64-e202502404-g026.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/abeaea40a810/ANIE-64-e202502404-g016.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/6dbe8aaa74d2/ANIE-64-e202502404-g017.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/24af875c9fb9/ANIE-64-e202502404-g023.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/5d0badc05322/ANIE-64-e202502404-g043.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/374836542f29/ANIE-64-e202502404-g039.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/d1a8a04fff55/ANIE-64-e202502404-g042.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/99a37220a571/ANIE-64-e202502404-g040.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/e57d5bcb3bc4/ANIE-64-e202502404-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/3fd65d77370c/ANIE-64-e202502404-g027.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/1a9a5d9c08b6/ANIE-64-e202502404-g035.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/961d78162b20/ANIE-64-e202502404-g022.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/51524c82c1c0/ANIE-64-e202502404-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/4351ce1518a9/ANIE-64-e202502404-g031.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/1b05e0588f1d/ANIE-64-e202502404-g030.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/d48ca43ede91/ANIE-64-e202502404-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/85d5271d5e04/ANIE-64-e202502404-g013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/7527e10175e8/ANIE-64-e202502404-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/23eb07b113c8/ANIE-64-e202502404-g038.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/ddda8aaa0e35/ANIE-64-e202502404-g020.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/c932b7912c4f/ANIE-64-e202502404-g018.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/f0ef42e48d44/ANIE-64-e202502404-g029.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/bca45f87e40b/ANIE-64-e202502404-g033.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/165ba6d8437e/ANIE-64-e202502404-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/af25a857b72f/ANIE-64-e202502404-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/9be974dacc4a/ANIE-64-e202502404-g019.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/964e8778e300/ANIE-64-e202502404-g021.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/f9b06bf825f1/ANIE-64-e202502404-g032.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/ba2ada416f37/ANIE-64-e202502404-g028.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/eee2f75c3eb8/ANIE-64-e202502404-g014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c988/12377457/5def90a318d7/ANIE-64-e202502404-g006.jpg

相似文献

1
The Chemistry and Biology of the Tetrodotoxin Natural Product Family.河豚毒素天然产物家族的化学与生物学
Angew Chem Int Ed Engl. 2025 Aug 25;64(35):e202502404. doi: 10.1002/anie.202502404. Epub 2025 Aug 1.
2
Synthesis and biological activity of neopeltolide and analogs.新皮多内酯及其类似物的合成与生物活性
Org Biomol Chem. 2025 Aug 6;23(31):7221-7243. doi: 10.1039/d5ob00931f.
3
Prescription of Controlled Substances: Benefits and Risks管制药品的处方：益处与风险
4
The fungal natural product class of the sorbicillinoids: structures, bioactivities, biosynthesis, and synthesis.山梨醇类真菌天然产物：结构、生物活性、生物合成与合成
Nat Prod Rep. 2025 Mar 19;42(3):482-500. doi: 10.1039/d4np00059e.
5
Updates on Intrinsic Medicinal Chemistry of 1,4-dihydropyridines, Perspectives on Synthesis and Pharmacokinetics of Novel 1,4-dihydropyrimidines as Calcium Channel Blockers: Clinical Pharmacology.1,4 - 二氢吡啶的内在药物化学进展，新型1,4 - 二氢嘧啶作为钙通道阻滞剂的合成与药代动力学展望：临床药理学
Curr Top Med Chem. 2025 Jan 1. doi: 10.2174/0115680266323908241114064318.
6
The chemistry and biology of pyrazole and indazole alkaloids.吡唑和吲唑生物碱的化学与生物学
Alkaloids Chem Biol. 2025;94:103-156. doi: 10.1016/bs.alkal.2025.03.001. Epub 2025 May 28.
7
Advances, opportunities, and challenges in methods for interrogating the structure activity relationships of natural products.天然产物结构-活性关系研究方法的进展、机遇与挑战。
Nat Prod Rep. 2024 Oct 17;41(10):1543-1578. doi: 10.1039/d4np00009a.
8
An Insight into Synthetic Strategies, SAR Study and Anticancer Mechanism of Chalcone Derivatives: Medicinal Chemistry Perspective.查尔酮衍生物的合成策略、构效关系研究及抗癌机制洞察：药物化学视角
Curr Drug Res Rev. 2025;17(2):237-253. doi: 10.2174/0125899775278752240115110806.
9
Health professionals' experience of teamwork education in acute hospital settings: a systematic review of qualitative literature.医疗专业人员在急症医院环境中团队合作教育的经验：对定性文献的系统综述
JBI Database System Rev Implement Rep. 2016 Apr;14(4):96-137. doi: 10.11124/JBISRIR-2016-1843.
10
Advances in the discovery and study of natural products for biological control applications.用于生物防治应用的天然产物的发现与研究进展。
Nat Prod Rep. 2025 Jun 6. doi: 10.1039/d5np00017c.

本文引用的文献

1
Tetrodotoxin: The State-of-the-Art Progress in Characterization, Detection, Biosynthesis, and Transport Enrichment.河豚毒素：表征、检测、生物合成及转运富集方面的最新进展
Mar Drugs. 2024 Nov 26;22(12):531. doi: 10.3390/md22120531.
2
Tetrodotoxin Derivatization with a Newly Designed Boron Reagent Leads to Conventional Reversed-Phase Liquid Chromatography.新型硼试剂对河豚毒素的衍生化作用导致常规反相液相色谱。
Toxins (Basel). 2024 Jun 4;16(6):260. doi: 10.3390/toxins16060260.
3
Combining IC or Values from Different Sources Is a Source of Significant Noise.
合并来自不同来源的IC或值是显著噪声的一个来源。
J Chem Inf Model. 2024 Mar 11;64(5):1560-1567. doi: 10.1021/acs.jcim.4c00049. Epub 2024 Feb 23.
4
Total syntheses of Tetrodotoxin and 9-epiTetrodotoxin.河豚毒素和 9-表河豚毒素的全合成。
Nat Commun. 2024 Jan 23;15(1):679. doi: 10.1038/s41467-024-45037-0.
5
A structural atlas of druggable sites on Na channels.钠离子通道可成药性位点的结构图谱。
Channels (Austin). 2024 Dec;18(1):2287832. doi: 10.1080/19336950.2023.2287832. Epub 2023 Nov 30.
6
Scalable generation of sensory neurons from human pluripotent stem cells.从人类多能干细胞生成可扩展的感觉神经元。
Stem Cell Reports. 2023 Apr 11;18(4):1030-1047. doi: 10.1016/j.stemcr.2023.03.006.
7
Structure of human Na1.6 channel reveals Na selectivity and pore blockade by 4,9-anhydro-tetrodotoxin.人源 Na1.6 通道结构揭示 4,9-脱水-河豚毒素对钠离子选择性和通道阻塞的作用。
Nat Commun. 2023 Feb 23;14(1):1030. doi: 10.1038/s41467-023-36766-9.
8
Isolation and Biological Activity of 9-Tetrodotoxin and Isolation of Tb-242B, Possible Biosynthetic Shunt Products of Tetrodotoxin from Pufferfish.从河豚鱼中分离得到 9-河豚毒素及其生物活性和 Tb-242B 的分离，可能是河豚毒素的生物合成支路产物。
J Nat Prod. 2022 Sep 23;85(9):2199-2206. doi: 10.1021/acs.jnatprod.2c00588. Epub 2022 Aug 22.
9
A concise synthesis of tetrodotoxin.河豚毒素的简明合成。
Science. 2022 Jul 22;377(6604):411-415. doi: 10.1126/science.abn0571. Epub 2022 Jul 21.
10
Total Syntheses of the Proposed Biosynthetic Intermediates of Tetrodotoxin Tb-210B, Tb-226, Tb-242C, and Tb-258.四齿蟾蜍毒素 Tb-210B、Tb-226、Tb-242C 和 Tb-258 的生物合成中间体的全合成。
J Org Chem. 2022 Jul 15;87(14):9023-9033. doi: 10.1021/acs.joc.2c00704. Epub 2022 Jun 28.