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鬼臼毒素的化学与生物学:更新。

Chemistry and Biology of Podophyllotoxins: An Update.

机构信息

College of Plant Protection, Northwest A&F University, Xian Yang Shi, Yangling, 712100, P.R. China.

出版信息

Chemistry. 2024 Jan 16;30(4):e202302595. doi: 10.1002/chem.202302595. Epub 2023 Nov 14.

DOI:10.1002/chem.202302595
PMID:37814110
Abstract

Podophyllotoxin is an aryltetralin lignan lactone derived from different plants of Podophyllum. It consists of five rings with four chiral centers, one trans-lactone and one aryl tetrahydronaphthalene skeleton with multiple modification sites. Moreover, podophyllotoxin and its derivatives showed lots of bioactivities, including anticancer, anti-inflammatory, antiviral, and insecticidal properties. The demand for podophyllotoxin and its derivatives is rising as a result of their high efficacy. As a continuation of our previous review (Chem. Eur. J., 2017, 23, 4467-4526), herein, total synthesis, biotransformation, structural modifications, bioactivities, and structure-activity relationships of podophyllotoxin and its derivatives from 2017 to 2022 are summarized. Meanwhile, a piece of update information on the origin of new podophyllotoxin analogues from plants from 2014 to 2022 was compiled. We hope that this review will provide a reference for future high value-added applications of podophyllotoxin and its analogues in the pharmaceutical and agricultural fields.

摘要

鬼臼毒素是一种芳基四氢萘类木脂素内酯,来源于不同的鬼臼属植物。它由五个环组成,有四个手性中心,一个反式内酯和一个芳基四氢萘骨架,具有多个修饰位点。此外,鬼臼毒素及其衍生物具有多种生物活性,包括抗癌、抗炎、抗病毒和杀虫特性。由于其高效,鬼臼毒素及其衍生物的需求正在上升。作为我们之前综述(Chem. Eur. J.,2017,23,4467-4526)的延续,本文综述了 2017 年至 2022 年鬼臼毒素及其衍生物的全合成、生物转化、结构修饰、生物活性和构效关系。同时,还对 2014 年至 2022 年植物中新鬼臼毒素类似物的来源进行了更新信息的汇编。我们希望这篇综述能为未来鬼臼毒素及其类似物在医药和农业领域的高附加值应用提供参考。

相似文献

1
Chemistry and Biology of Podophyllotoxins: An Update.鬼臼毒素的化学与生物学:更新。
Chemistry. 2024 Jan 16;30(4):e202302595. doi: 10.1002/chem.202302595. Epub 2023 Nov 14.
2
Recent Advances in the Chemistry and Biology of Podophyllotoxins.鬼臼毒素的化学与生物学研究新进展
Chemistry. 2017 Apr 3;23(19):4467-4526. doi: 10.1002/chem.201602472. Epub 2017 Jan 9.
3
Synthesis and insecticidal activity of novel hydrazone compounds derived from a naturally occurring lignan podophyllotoxin against Mythimna separata (Walker).源自天然木脂素鬼臼毒素的新型腙类化合物的合成及其对粘虫(Walker)的杀虫活性
Bioorg Med Chem Lett. 2014 Jun 15;24(12):2621-4. doi: 10.1016/j.bmcl.2014.04.074. Epub 2014 Apr 29.
4
Recent advances in semisynthesis, biosynthesis, biological activities, mode of action, and structure-activity relationship of podophyllotoxins: an update (2008-2010).近年来鬼臼毒素的半合成、生物合成、生物活性、作用模式和构效关系的研究进展:更新(2008-2010)。
Mini Rev Med Chem. 2011 Sep;11(10):901-9. doi: 10.2174/138955711796575461.
5
Aryltetralin lignans: chemistry, pharmacology and biotransformations.芳基四氢萘木脂素:化学、药理学及生物转化
Curr Med Chem. 2001 Sep;8(11):1363-81. doi: 10.2174/0929867013372292.
6
Purity Assessment of Aryltetralin Lactone Lignans by Quantitative 1H Nuclear Magnetic Resonance.通过定量¹H核磁共振对芳基四氢萘内酯木脂素进行纯度评估
Molecules. 2015 May 26;20(6):9671-85. doi: 10.3390/molecules20069671.
7
Antitumor properties of podophyllotoxin and related compounds.鬼臼毒素及相关化合物的抗肿瘤特性。
Curr Pharm Des. 2000 Dec;6(18):1811-39. doi: 10.2174/1381612003398582.
8
Synthetic and application perspectives of azapodophyllotoxins: alternative scaffolds of podophyllotoxin.氮杂鬼臼毒素的合成与应用前景:鬼臼毒素的替代支架。
Curr Med Chem. 2011;18(25):3853-70. doi: 10.2174/092986711803414331.
9
Chemistry and Biological Activities of Naturally Occurring and Structurally Modified Podophyllotoxins.天然和结构修饰的鬼臼毒素的化学和生物学活性。
Molecules. 2022 Dec 30;28(1):302. doi: 10.3390/molecules28010302.
10
Podophyllotoxins: current status and recent developments.鬼臼毒素:现状与最新进展
Curr Med Chem. 1998 Jun;5(3):205-52.

引用本文的文献

1
Improved conservation of callus and rhizome microcuttings of Podophyllum hexandrum germplasm using the slow growth storage approach.利用缓慢生长保存方法改进桃儿七种质愈伤组织和根茎微插条的保存
Sci Rep. 2025 Aug 1;15(1):28173. doi: 10.1038/s41598-025-13729-2.
2
Podophyllotoxin Alleviates DSS-Induced Ulcerative Colitis via PI3K/AKT Pathway Activation.鬼臼毒素通过激活PI3K/AKT信号通路减轻右旋糖酐硫酸钠诱导的溃疡性结肠炎
Physiol Res. 2025 Apr 30;74(2):287-300.
3
Cloning and bioinformatics analysis of key gene ShOMT3 of podophyllotoxin biosynthesis pathway in Sinopodophyllum hexandrum.
桃儿七鬼臼毒素生物合成途径关键基因ShOMT3的克隆及生物信息学分析
PLoS One. 2025 Feb 14;20(2):e0314919. doi: 10.1371/journal.pone.0314919. eCollection 2025.