• 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

大头天名精中的三种新倍半萜内酯二聚体。

Three new sesquiterpene lactone dimers from Carpesium macrocephalum.

作者信息

Zhang Jian-Ping, Xu Xi-Ke, Ye Ji, Yang Yong-Xun, Gao Shuang, Li Hui-Liang, Zhang Wei-Dong

机构信息

School of Pharmacy, Second Military Medical University, Shanghai 200433, PR China.

School of Pharmacy, Second Military Medical University, Shanghai 200433, PR China.

出版信息

Fitoterapia. 2016 Apr;110:72-6. doi: 10.1016/j.fitote.2016.02.013. Epub 2016 Mar 3.

DOI:10.1016/j.fitote.2016.02.013
PMID:26940575
Abstract

Three new sesquiterpene lactone dimers (SLDs), carpedilactones E-G (1-3), together with two known monomeric units, ivalin (4) and alantolactone (5), were isolated from the acetonic extract of Carpesium macrocephalum. Their chemical structures were elucidated by IR, UV, HR-ESI-MS, NMR 1D and 2D experiments, and the absolute configuration of 1-3 was resolved according to the (1)H NMR and CD spectrographic features of 1,3-/2,4-linked SLDs. Furthermore, 1 was unambiguously confirmed by Cu-Kα X-ray crystallographic analysis. Additionally, compounds 1 and 2 were revealed with potent cytotoxicities against human colon cancer HCT116 cells with IC50 values of 2.27 and 3.30 μM, respectively.

摘要

从大花金挖耳的丙酮提取物中分离出三种新的倍半萜内酯二聚体(SLD),即金挖耳内酯E-G(1-3),以及两种已知的单体单元,异土木香内酯(4)和土木香内酯(5)。通过红外光谱(IR)、紫外光谱(UV)、高分辨电喷雾电离质谱(HR-ESI-MS)、一维和二维核磁共振(NMR)实验对它们的化学结构进行了阐明,并根据1,3-/2,4-连接的SLD的氢核磁共振(¹H NMR)和圆二色(CD)光谱特征确定了1-3的绝对构型。此外,通过铜Kα射线晶体学分析明确证实了化合物1的结构。此外,化合物1和2对人结肠癌HCT116细胞显示出较强的细胞毒性,其半数抑制浓度(IC50)值分别为2.27和3.30 μM。

相似文献

1
Three new sesquiterpene lactone dimers from Carpesium macrocephalum.大头天名精中的三种新倍半萜内酯二聚体。
Fitoterapia. 2016 Apr;110:72-6. doi: 10.1016/j.fitote.2016.02.013. Epub 2016 Mar 3.
2
Carpedilactones A-D, four new isomeric sesquiterpene lactone dimers with potent cytotoxicity from Carpesium faberi.天名精内酯A-D,四种具有强细胞毒性的新的异构倍半萜内酯二聚体,源自法氏天名精。
Org Lett. 2014 Aug 15;16(16):4216-9. doi: 10.1021/ol501923k. Epub 2014 Jul 31.
3
Five new C/C sesquiterpene lactone dimers from Carpesium abrotanoides.五种来自飞廉的新的 C/C 倍半萜二聚体。
Fitoterapia. 2020 Sep;145:104630. doi: 10.1016/j.fitote.2020.104630. Epub 2020 May 23.
4
Cytotoxic sesquiterpene lactone dimers isolated from Inula japonica.从旋覆花中分离得到的细胞毒性倍半萜内酯二聚体。
Fitoterapia. 2015 Mar;101:218-23. doi: 10.1016/j.fitote.2015.01.011. Epub 2015 Jan 21.
5
Antiproliferative and apoptotic sesquiterpene lactones from Carpesium faberi.从飞蓬属植物中分离得到的具有抗增殖和促凋亡作用的倍半萜内酯。
Bioorg Med Chem Lett. 2011 Jan 1;21(1):366-72. doi: 10.1016/j.bmcl.2010.10.138. Epub 2010 Nov 5.
6
A new elemanolide sesquiterpene lactone from Elephantopus scaber.一种从地胆草中分离得到的新型榄烷型倍半萜内酯。
J Asian Nat Prod Res. 2008 May-Jun;10(5-6):403-7. doi: 10.1080/10286020801966526.
7
Dicarabrol, a new dimeric sesquiterpene from Carpesium abrotanoides L.地胆草内酯,一种从蛔蒿中分离得到的新型二聚倍半萜
Bioorg Med Chem Lett. 2015 Oct 1;25(19):4082-4. doi: 10.1016/j.bmcl.2015.08.034. Epub 2015 Aug 18.
8
Two new sesquiterpene lactones from the supercritical fluid extract of Centipeda minima.从鹅不食草超临界流体提取物中分离得到的两种新倍半萜内酯。
J Asian Nat Prod Res. 2012;14(6):515-20. doi: 10.1080/10286020.2012.670222. Epub 2012 Mar 20.
9
Sesquiterpene lactones from Gonospermum gomerae and G. fruticosum and their cytotoxic activities.来自戈梅拉岛刺苞菊和灌木刺苞菊的倍半萜内酯及其细胞毒性活性。
J Nat Prod. 2008 Dec;71(12):2015-20. doi: 10.1021/np800474v.
10
Dicarabrones A and B, a pair of new epimers dimerized from sesquiterpene lactones via a [3 + 2] cycloaddition from Carpesium abrotanoides.地胆草内酯A和B,是一对通过天名精的倍半萜内酯经[3+2]环加成二聚而成的新差向异构体。
Org Lett. 2015 Apr 3;17(7):1656-9. doi: 10.1021/acs.orglett.5b00371. Epub 2015 Mar 20.

引用本文的文献

1
Composition and Activities of Franch. & Sav. Essential Oils.法氏和萨氏香薰精油的组成与活性。
Molecules. 2024 Sep 30;29(19):4658. doi: 10.3390/molecules29194658.
2
NMR-Guided Isolation of Anti-inflammatory Carabranolides from the Fruits of L.NMR 引导的从 L. 的果实中分离抗炎 Carabranolides
J Nat Prod. 2024 Jul 26;87(7):1786-1797. doi: 10.1021/acs.jnatprod.4c00338. Epub 2024 Jul 10.
3
Alantolactone: A Natural Plant Extract as a Potential Therapeutic Agent for Cancer.土木香内酯:一种作为癌症潜在治疗剂的天然植物提取物。
Front Pharmacol. 2021 Nov 26;12:781033. doi: 10.3389/fphar.2021.781033. eCollection 2021.
4
A functional analysis of mitochondrial respiratory chain cytochrome bc complex in Gaeumannomyces tritici by RNA silencing as a possible target of carabrone.通过 RNA 干扰分析小麦禾顶囊壳菌线粒体呼吸链细胞色素 bc 复合物的功能,揭示 carabrone 的可能作用靶标。
Mol Plant Pathol. 2020 Dec;21(12):1529-1544. doi: 10.1111/mpp.12993. Epub 2020 Sep 30.