• 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

冬凌草甲素的结构修饰：DAST引发重排反应。

Structural modification of oridonin DAST induced rearrangement.

作者信息

Luo Dong-Dong, Peng Kai, Yang Jia-Yu, Piyachaturawat Pawinee, Saengsawang Witchuda, Ao Lei, Zhao Wan-Zhou, Tang Yu, Wan Sheng-Biao

机构信息

Laboratory for Marine Drugs and Bioproducts of Qingdao National Laboratory for Marine Science and Technology, Key Laboratory of Marine Drugs, Ministry of Education, School of Medicine and Pharmacy, Ocean University of China Yushan Road 5 Qingdao 266003 China

Department of Physiology, Faculty of Science, Mahidol University Bangkok 10400 Thailand.

出版信息

RSC Adv. 2018 Aug 20;8(52):29548-29554. doi: 10.1039/c8ra05728a.

DOI:10.1039/c8ra05728a
PMID:35547324
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9085272/
Abstract

A simple and efficient protocol was developed for the syntheses of oridonin analogues, 6,20-epoxy -kaurane diterpenoid analogues from oridonin diethylaminosulfur trifluoride (DAST) promoted rearrangement, most of which exhibited superior anticancer activities compared with their precursor.

摘要

开发了一种简单有效的方法，用于从冬凌草甲素合成冬凌草甲素类似物、6,20-环氧-贝壳杉烷二萜类似物，通过二乙氨基三氟化硫（DAST）促进重排，其中大多数与它们的前体相比表现出优异的抗癌活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/85b2/9085272/e508745b152e/c8ra05728a-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/85b2/9085272/ca2fe740084e/c8ra05728a-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/85b2/9085272/35b4021e91ba/c8ra05728a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/85b2/9085272/b31a3dd7c9cc/c8ra05728a-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/85b2/9085272/1ec149404858/c8ra05728a-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/85b2/9085272/ee17d60b317f/c8ra05728a-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/85b2/9085272/d7288f169772/c8ra05728a-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/85b2/9085272/e508745b152e/c8ra05728a-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/85b2/9085272/ca2fe740084e/c8ra05728a-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/85b2/9085272/35b4021e91ba/c8ra05728a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/85b2/9085272/b31a3dd7c9cc/c8ra05728a-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/85b2/9085272/1ec149404858/c8ra05728a-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/85b2/9085272/ee17d60b317f/c8ra05728a-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/85b2/9085272/d7288f169772/c8ra05728a-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/85b2/9085272/e508745b152e/c8ra05728a-f2.jpg

相似文献

1
Structural modification of oridonin DAST induced rearrangement.冬凌草甲素的结构修饰：DAST引发重排反应。
RSC Adv. 2018 Aug 20;8(52):29548-29554. doi: 10.1039/c8ra05728a.
2
Oridonin, a Promising ent-Kaurane Diterpenoid Lead Compound.冬凌草甲素，一种有前景的对映-贝壳杉烷二萜类先导化合物。
Int J Mol Sci. 2016 Aug 24;17(9):1395. doi: 10.3390/ijms17091395.
3
Synthesis of Oridonin Derivatives via Mizoroki-Heck Reaction and Click Chemistry for Cytotoxic Activity.通过 Mizoroki-Heck 反应和点击化学合成冬凌草甲素衍生物及其细胞毒性。
Anticancer Agents Med Chem. 2019;19(7):935-947. doi: 10.2174/1871520619666190118121439.
4
Perfluoroalkyl Analogues of Diethylaminosulfur Trifluoride: Reagents for Perfluoroalkylthiolation of Active Methylene Compounds under Mild Conditions.全氟烷基二乙氨基硫三氟化物类似物：温和条件下活泼亚甲基化合物全氟烷硫基化的试剂。
Org Lett. 2016 Dec 16;18(24):6404-6407. doi: 10.1021/acs.orglett.6b03301. Epub 2016 Nov 22.
5
Probing the Anticancer Action of Oridonin with Fluorescent Analogues: Visualizing Subcellular Localization to Mitochondria.用荧光类似物探究冬凌草甲素的抗癌作用：可视化其在线粒体中的亚细胞定位
J Med Chem. 2016 May 26;59(10):5022-34. doi: 10.1021/acs.jmedchem.6b00408. Epub 2016 Apr 27.
6
Recent advances in oridonin derivatives with anticancer activity.具有抗癌活性的冬凌草甲素衍生物的最新进展
Front Chem. 2023 Feb 9;11:1066280. doi: 10.3389/fchem.2023.1066280. eCollection 2023.
7
Design and synthesis of oridonin derivatives as cytotoxic agents.冬凌草甲素衍生物作为细胞毒性剂的设计与合成
Nat Prod Res. 2025 Feb;39(3):550-558. doi: 10.1080/14786419.2023.2275287. Epub 2023 Oct 30.
8
Diversity-Oriented Synthesis Catalyzed by Diethylaminosulfur-Trifluoride-Preparation of New Antitumor Ecdysteroid Derivatives.导向多样性合成的二乙氨基硫代三氟甲磺酸催化作用-新型抗肿瘤蜕皮甾类衍生物的制备。
Int J Mol Sci. 2022 Mar 22;23(7):3447. doi: 10.3390/ijms23073447.
9
Novel anticancer oridonin derivatives possessing a diazen-1-ium-1,2-diolate nitric oxide donor moiety: Design, synthesis, biological evaluation and nitric oxide release studies.新型含重氮-1-鎓-1,2-二醇盐一氧化氮供体部分的抗癌冬凌草甲素衍生物：设计、合成、生物学评价及一氧化氮释放研究
Bioorg Med Chem Lett. 2016 Jun 15;26(12):2795-2800. doi: 10.1016/j.bmcl.2016.04.068. Epub 2016 Apr 24.
10
The conversion of oridonin to spirolactone-type or enmein-type diterpenoid: synthesis and biological evaluation of ent-6,7-seco-oridonin derivatives as novel potential anticancer agents.奥多灵转化为螺内酯型或依美琴型二萜：新型潜在抗癌剂——ent-6,7-断键奥多灵衍生物的合成与生物评价。
Eur J Med Chem. 2012 Jun;52:242-50. doi: 10.1016/j.ejmech.2012.03.024. Epub 2012 Mar 23.

引用本文的文献

1
and characterization of oridonin analogs as anti-inflammatory agents that regulate the NF-κB and NLRP3 inflammasome axis.以及冬凌草甲素类似物作为调节NF-κB和NLRP3炎性小体轴的抗炎剂的特性。
Front Pharmacol. 2025 Feb 27;16:1512740. doi: 10.3389/fphar.2025.1512740. eCollection 2025.
2
identification of oridonin hybrids as potential anti-TNBC agents inducing cell cycle arrest and apoptosis by regulation of p21, γH2AX and cleaved PARP.冬凌草甲素杂合物作为潜在抗三阴性乳腺癌药物的鉴定：通过调节p21、γH2AX和裂解的PARP诱导细胞周期阻滞和凋亡
RSC Med Chem. 2024 Aug 15;15(11):3674-94. doi: 10.1039/d4md00580e.
3
Synthesis and Evaluation of the Antitumor Activity of Novel 1-(4-Substituted phenyl)-2-ethyl Imidazole Apoptosis Inducers In Vitro.

本文引用的文献

1
Oridonin inhibits oral cancer growth and PI3K/Akt signaling pathway.冬凌草甲素抑制口腔癌生长及 PI3K/Akt 信号通路。
Biomed Pharmacother. 2018 Apr;100:226-232. doi: 10.1016/j.biopha.2018.02.011. Epub 2018 Feb 16.
2
A Novel Potent Anticancer Compound Optimized from a Natural Oridonin Scaffold Induces Apoptosis and Cell Cycle Arrest through the Mitochondrial Pathway.一种从天然冬凌草甲素骨架优化而来的新型强效抗癌化合物通过线粒体途径诱导细胞凋亡和细胞周期阻滞。
J Med Chem. 2017 Feb 23;60(4):1449-1468. doi: 10.1021/acs.jmedchem.6b01652. Epub 2017 Feb 13.
3
Oridonin promotes G2/M arrest in A549 cells by facilitating ATM activation.
新型 1-(4-取代苯基)-2-乙基咪唑类化合物的体外抗肿瘤活性的合成与评价。
Molecules. 2020 Sep 18;25(18):4293. doi: 10.3390/molecules25184293.
冬凌草甲素通过促进ATM激活来促进A549细胞的G2/M期阻滞。
Mol Med Rep. 2017 Jan;15(1):375-379. doi: 10.3892/mmr.2016.6008. Epub 2016 Dec 8.
4
Extending the structure-activity relationship study of marine natural ningalin B analogues as P-glycoprotein inhibitors.扩展海洋天然宁加林B类似物作为P-糖蛋白抑制剂的构效关系研究。
Eur J Med Chem. 2017 Jan 5;125:795-806. doi: 10.1016/j.ejmech.2016.09.070. Epub 2016 Sep 22.
5
Identification and comparative oridonin metabolism in different species liver microsomes by using UPLC-Triple-TOF-MS/MS and PCA.利用超高效液相色谱-三重四极杆飞行时间串联质谱联用仪（UPLC-Triple-TOF-MS/MS）和主成分分析（PCA）鉴定不同物种肝脏微粒体中冬凌草甲素的代谢并进行比较
Anal Biochem. 2016 Oct 15;511:61-73. doi: 10.1016/j.ab.2016.08.004. Epub 2016 Aug 6.
6
Probing the Anticancer Action of Oridonin with Fluorescent Analogues: Visualizing Subcellular Localization to Mitochondria.用荧光类似物探究冬凌草甲素的抗癌作用：可视化其在线粒体中的亚细胞定位
J Med Chem. 2016 May 26;59(10):5022-34. doi: 10.1021/acs.jmedchem.6b00408. Epub 2016 Apr 27.
7
Oridonin induces apoptosis through the mitochondrial pathway in human gastric cancer SGC-7901 cells.冬凌草甲素通过线粒体途径诱导人胃癌SGC - 7901细胞凋亡。
Int J Oncol. 2016 Jun;48(6):2453-60. doi: 10.3892/ijo.2016.3479. Epub 2016 Apr 7.
8
Potent and Nontoxic Chemosensitizer of P-Glycoprotein-Mediated Multidrug Resistance in Cancer: Synthesis and Evaluation of Methylated Epigallocatechin, Gallocatechin, and Dihydromyricetin Derivatives.癌症中P-糖蛋白介导的多药耐药性的强效无毒化学增敏剂：甲基化表没食子儿茶素、没食子儿茶素和二氢杨梅素衍生物的合成与评价
J Med Chem. 2015 Jun 11;58(11):4529-49. doi: 10.1021/acs.jmedchem.5b00085. Epub 2015 Jun 2.
9
Oridonin phosphate-induced autophagy effectively enhances cell apoptosis of human breast cancer cells.磷酸冬凌草甲素诱导的自噬有效增强人乳腺癌细胞的凋亡。
Med Oncol. 2015 Jan;32(1):365. doi: 10.1007/s12032-014-0365-1. Epub 2014 Dec 10.
10
Oridonin inhibits tumor growth and metastasis through anti-angiogenesis by blocking the Notch signaling.冬凌草甲素通过阻断Notch信号通路抑制血管生成，从而抑制肿瘤生长和转移。
PLoS One. 2014 Dec 8;9(12):e113830. doi: 10.1371/journal.pone.0113830. eCollection 2014.