Arnebinfuranoids A–G, seven unique heterodimers of meroterpenoids from Arnebia euchroma

IF 3.2 2区 生物学 Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY Phytochemistry Pub Date : 2025-03-05 DOI:10.1016/j.phytochem.2025.114461
Ling-Hao Zhao, Hai-Wei Yan, Jian-Shuang Jiang, Xu Zhang, Ya-Nan Yang, Xiang Yuan, Pei-Cheng Zhang
{"title":"Arnebinfuranoids A–G, seven unique heterodimers of meroterpenoids from Arnebia euchroma","authors":"Ling-Hao Zhao,&nbsp;Hai-Wei Yan,&nbsp;Jian-Shuang Jiang,&nbsp;Xu Zhang,&nbsp;Ya-Nan Yang,&nbsp;Xiang Yuan,&nbsp;Pei-Cheng Zhang","doi":"10.1016/j.phytochem.2025.114461","DOIUrl":null,"url":null,"abstract":"<div><div>Seven previously undescribed heterodimers (<strong>1</strong>–<strong>7</strong>) with unusual carbon-carbon bond linkages for monomeric meroterpenoids and a known compound (<strong>8</strong>) were isolated from the roots of <em>Arnebia euchroma</em> (Royle) Johnst. Their structures were elucidated by extensive spectroscopic methods and quantum chemical calculations of electronic circular dichroism spectra. Further careful NMR analysis revealed that the chemical shift differences of the methylene protons affected by remote chirality were related to the relative configurations of the heterodimers (<strong>1</strong>–<strong>6</strong>). Compounds <strong>2</strong>–<strong>5</strong> and <strong>8</strong> significantly ameliorated PC12 cell damage induced by H<sub>2</sub>O<sub>2</sub> and glutamate <em>in vitro</em> comparable to edaravone.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"235 ","pages":"Article 114461"},"PeriodicalIF":3.2000,"publicationDate":"2025-03-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Phytochemistry","FirstCategoryId":"99","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0031942225000846","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
引用次数: 0

Abstract

Seven previously undescribed heterodimers (17) with unusual carbon-carbon bond linkages for monomeric meroterpenoids and a known compound (8) were isolated from the roots of Arnebia euchroma (Royle) Johnst. Their structures were elucidated by extensive spectroscopic methods and quantum chemical calculations of electronic circular dichroism spectra. Further careful NMR analysis revealed that the chemical shift differences of the methylene protons affected by remote chirality were related to the relative configurations of the heterodimers (16). Compounds 25 and 8 significantly ameliorated PC12 cell damage induced by H2O2 and glutamate in vitro comparable to edaravone.

Abstract Image

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
从 Arnebia euchroma (Royle) Johnst 的根中分离出了七种以前未曾描述过的异二聚体(1-7),这些异二聚体具有不同寻常的碳-碳键连接,是一种单体美洛萜类化合物和一种已知化合物(8)。通过大量的光谱方法和电子圆二色光谱的量子化学计算,阐明了它们的结构。进一步仔细的核磁共振分析表明,受远手性影响的亚甲基质子的化学位移差异与杂二聚体(1-6)的相对构型有关。化合物 2-5 和 8 在体外明显改善了 H2O2 和谷氨酸诱导的 PC12 细胞损伤,其效果与依达拉奉相当。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 去求助
来源期刊
Phytochemistry
Phytochemistry 生物-植物科学
CiteScore
6.40
自引率
7.90%
发文量
443
审稿时长
39 days
期刊介绍: Phytochemistry is a leading international journal publishing studies of plant chemistry, biochemistry, molecular biology and genetics, structure and bioactivities of phytochemicals, including ''-omics'' and bioinformatics/computational biology approaches. Phytochemistry is a primary source for papers dealing with phytochemicals, especially reports concerning their biosynthesis, regulation, and biological properties both in planta and as bioactive principles. Articles are published online as soon as possible as Articles-in-Press and in 12 volumes per year. Occasional topic-focussed special issues are published composed of papers from invited authors.
期刊最新文献
Editorial Board Arnebinfuranoids A–G, seven unique heterodimers of meroterpenoids from Arnebia euchroma Antiviral prenylated C6-C3 derivatives containing a methylenedioxyl group from the roots of Illicium brevistylum. Exploring evolutionary use of single residue switches for alternative product outcome in class II diterpene cyclases Crotoscheffleriolides, ent-clerodane diterpenoids from Kenyan Croton scheffleri
×
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