沙蒿中的Artemonglins A-K、未描述的germacrane guaiane倍半萜二聚体及其抗肝癌活性。

IF 6.9 3区 医学 Q1 CHEMISTRY, MEDICINAL Archives of Pharmacal Research Pub Date : 2023-09-28 DOI:10.1007/s12272-023-01466-x
Chong Shang, Yun-Bao Ma, Yuan Wang, Xiao-Feng He, Tian-Ze Li, Ji-Jun Chen
{"title":"沙蒿中的Artemonglins A-K、未描述的germacrane guaiane倍半萜二聚体及其抗肝癌活性。","authors":"Chong Shang,&nbsp;Yun-Bao Ma,&nbsp;Yuan Wang,&nbsp;Xiao-Feng He,&nbsp;Tian-Ze Li,&nbsp;Ji-Jun Chen","doi":"10.1007/s12272-023-01466-x","DOIUrl":null,"url":null,"abstract":"<div><p>Artemongolins A<b>–</b>K (<b>1–11</b>), which are undescribed sesquiterpenoid dimers, were obtained from <i>Artemisia mongolica</i> and characterized through comprehensive spectral data, including HRESIMS, IR, 1D and 2D NMR, and ECD calculations. The absolute configurations of compounds <b>1</b>, <b>4</b>, and <b>7</b> were undoubtedly determined by a single-crystal X-ray crystallography. Artemongolins A<b>–</b>K (<b>1–11</b>) featured a rare 5/7/5/5/5/10 hexacyclic system composed of a germacrene and a guaianolide by a fused 2-oxaspiro[4,4]nonane-1-one ring system. Antihepatoma evaluation against three human hepatoma cell lines demonstrated that the most active compounds <b>5</b> and <b>6</b> displayed inhibitory activity with IC<sub>50</sub> values of 88.6 and 57.0 (HepG2), 59.1 and 26.4 (Huh7), and 67.5 and 32.5 (SK-Hep-1) <i>µ</i>M, respectively.</p></div>","PeriodicalId":8287,"journal":{"name":"Archives of Pharmacal Research","volume":"46 9-10","pages":"782 - 794"},"PeriodicalIF":6.9000,"publicationDate":"2023-09-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Artemongolins A–K, undescribed germacrane-guaiane sesquiterpenoid dimers from Artemisia mongolica and their antihepatoma activities\",\"authors\":\"Chong Shang,&nbsp;Yun-Bao Ma,&nbsp;Yuan Wang,&nbsp;Xiao-Feng He,&nbsp;Tian-Ze Li,&nbsp;Ji-Jun Chen\",\"doi\":\"10.1007/s12272-023-01466-x\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Artemongolins A<b>–</b>K (<b>1–11</b>), which are undescribed sesquiterpenoid dimers, were obtained from <i>Artemisia mongolica</i> and characterized through comprehensive spectral data, including HRESIMS, IR, 1D and 2D NMR, and ECD calculations. The absolute configurations of compounds <b>1</b>, <b>4</b>, and <b>7</b> were undoubtedly determined by a single-crystal X-ray crystallography. Artemongolins A<b>–</b>K (<b>1–11</b>) featured a rare 5/7/5/5/5/10 hexacyclic system composed of a germacrene and a guaianolide by a fused 2-oxaspiro[4,4]nonane-1-one ring system. Antihepatoma evaluation against three human hepatoma cell lines demonstrated that the most active compounds <b>5</b> and <b>6</b> displayed inhibitory activity with IC<sub>50</sub> values of 88.6 and 57.0 (HepG2), 59.1 and 26.4 (Huh7), and 67.5 and 32.5 (SK-Hep-1) <i>µ</i>M, respectively.</p></div>\",\"PeriodicalId\":8287,\"journal\":{\"name\":\"Archives of Pharmacal Research\",\"volume\":\"46 9-10\",\"pages\":\"782 - 794\"},\"PeriodicalIF\":6.9000,\"publicationDate\":\"2023-09-28\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Archives of Pharmacal Research\",\"FirstCategoryId\":\"3\",\"ListUrlMain\":\"https://link.springer.com/article/10.1007/s12272-023-01466-x\",\"RegionNum\":3,\"RegionCategory\":\"医学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, MEDICINAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Archives of Pharmacal Research","FirstCategoryId":"3","ListUrlMain":"https://link.springer.com/article/10.1007/s12272-023-01466-x","RegionNum":3,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
引用次数: 0

摘要

从蒙古蒿中获得了未描述的倍半萜二聚体Artemogolins A-K(1-11),并通过HRESIMS、IR、1D和2D NMR以及ECD计算等综合光谱数据对其进行了表征。化合物1、4和7的绝对构型无疑是通过单晶X射线晶体学确定的。Artemongolins A-K(1-11)具有罕见的5/7/5/5/10六环系统,该系统由germacrene和愈创木内酯通过稠合的2-氧杂螺[4,4]壬-1-酮环系统组成。针对三种人肝癌细胞系的抗肝癌评估表明,最具活性的化合物5和6显示出抑制活性,IC50值分别为88.6和57.0(HepG2)、59.1和26.4(Huh7)以及67.5和32.5(SK-Hep-1)µM。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

摘要图片

查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
Artemongolins A–K, undescribed germacrane-guaiane sesquiterpenoid dimers from Artemisia mongolica and their antihepatoma activities

Artemongolins AK (1–11), which are undescribed sesquiterpenoid dimers, were obtained from Artemisia mongolica and characterized through comprehensive spectral data, including HRESIMS, IR, 1D and 2D NMR, and ECD calculations. The absolute configurations of compounds 1, 4, and 7 were undoubtedly determined by a single-crystal X-ray crystallography. Artemongolins AK (1–11) featured a rare 5/7/5/5/5/10 hexacyclic system composed of a germacrene and a guaianolide by a fused 2-oxaspiro[4,4]nonane-1-one ring system. Antihepatoma evaluation against three human hepatoma cell lines demonstrated that the most active compounds 5 and 6 displayed inhibitory activity with IC50 values of 88.6 and 57.0 (HepG2), 59.1 and 26.4 (Huh7), and 67.5 and 32.5 (SK-Hep-1) µM, respectively.

求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
CiteScore
13.40
自引率
9.00%
发文量
48
审稿时长
3.3 months
期刊介绍: Archives of Pharmacal Research is the official journal of the Pharmaceutical Society of Korea and has been published since 1976. Archives of Pharmacal Research is an interdisciplinary journal devoted to the publication of original scientific research papers and reviews in the fields of drug discovery, drug development, and drug actions with a view to providing fundamental and novel information on drugs and drug candidates.
期刊最新文献
Saponins as potential novel NLRP3 inflammasome inhibitors for inflammatory disorders. Modulating versatile pathways using a cleavable PEG shell and EGFR-targeted nanoparticles to deliver CRISPR-Cas9 and docetaxel for triple-negative breast cancer inhibition. Ginsenoside Rg3 activates the immune function of CD8+ T cells via circFOXP1-miR-4477a-PD-L1 axis to induce ferroptosis in gallbladder cancer. Potential effects of a human milk oligosaccharide 6'-sialyllactose on angiotensin II-induced aortic aneurysm via p90RSK/TGF-β/SMAD2 signaling pathway. Akt-activated GSK3β inhibitory peptide effectively blocks tau hyperphosphorylation.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1