从中国南海采集的软珊瑚 Sinularia densa 中提取的萜类化合物。

IF 4.9 2区 医学 Q1 CHEMISTRY, MEDICINAL
Marine Drugs Pub Date : 2024-09-27 DOI:10.3390/md22100442
Cili Wang, Jiarui Zhang, Kai Li, Junjie Yang, Lei Li, Sen Wang, Hu Hou, Pinglin Li
{"title":"从中国南海采集的软珊瑚 Sinularia densa 中提取的萜类化合物。","authors":"Cili Wang, Jiarui Zhang, Kai Li, Junjie Yang, Lei Li, Sen Wang, Hu Hou, Pinglin Li","doi":"10.3390/md22100442","DOIUrl":null,"url":null,"abstract":"<p><p>The chemical investigation of the South China Sea soft coral <i>Sinularia densa</i> has resulted in the isolation of seven new terpenoids, including two new meroterpenoids, namely sinudenoids F-G (<b>1</b>-<b>2</b>), and five new cembranes, namely sinudenoids H-L (<b>3</b>-<b>7</b>). Their structures and absolute configurations were elucidated based on extensive analyses of spectroscopic data, single-crystal X-ray diffraction, comparison with the literature data, and quantum chemical calculations. Among them, sinudenoid F (<b>1</b>) and sinudenoid G (<b>2</b>) are rare meroterpenoids featuring a methyl benzoate core. Sinudenoid H (<b>3</b>) possesses a rare carbon skeleton of 8, 19-bisnorfuranocembrenolide, which is the second reported compound with this skeleton. In a bioassay, sinudenoid H (<b>3</b>) exhibited better anti-inflammatory activity compared to the positive control indomethacin at 20 µM in CuSO<sub>4</sub>-treated transgenic fluorescent zebrafish. Moreover, sinudenoid J (<b>5</b>) and sinudenoid L (<b>7</b>) exhibited moderate anti-thrombotic activity in arachidonic acid (AA)-induced thrombotic zebrafish at 20 µM.</p>","PeriodicalId":18222,"journal":{"name":"Marine Drugs","volume":"22 10","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2024-09-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11509852/pdf/","citationCount":"0","resultStr":"{\"title\":\"Terpenoids from the Soft Coral <i>Sinularia densa</i> Collected in the South China Sea.\",\"authors\":\"Cili Wang, Jiarui Zhang, Kai Li, Junjie Yang, Lei Li, Sen Wang, Hu Hou, Pinglin Li\",\"doi\":\"10.3390/md22100442\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>The chemical investigation of the South China Sea soft coral <i>Sinularia densa</i> has resulted in the isolation of seven new terpenoids, including two new meroterpenoids, namely sinudenoids F-G (<b>1</b>-<b>2</b>), and five new cembranes, namely sinudenoids H-L (<b>3</b>-<b>7</b>). Their structures and absolute configurations were elucidated based on extensive analyses of spectroscopic data, single-crystal X-ray diffraction, comparison with the literature data, and quantum chemical calculations. Among them, sinudenoid F (<b>1</b>) and sinudenoid G (<b>2</b>) are rare meroterpenoids featuring a methyl benzoate core. Sinudenoid H (<b>3</b>) possesses a rare carbon skeleton of 8, 19-bisnorfuranocembrenolide, which is the second reported compound with this skeleton. In a bioassay, sinudenoid H (<b>3</b>) exhibited better anti-inflammatory activity compared to the positive control indomethacin at 20 µM in CuSO<sub>4</sub>-treated transgenic fluorescent zebrafish. Moreover, sinudenoid J (<b>5</b>) and sinudenoid L (<b>7</b>) exhibited moderate anti-thrombotic activity in arachidonic acid (AA)-induced thrombotic zebrafish at 20 µM.</p>\",\"PeriodicalId\":18222,\"journal\":{\"name\":\"Marine Drugs\",\"volume\":\"22 10\",\"pages\":\"\"},\"PeriodicalIF\":4.9000,\"publicationDate\":\"2024-09-27\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11509852/pdf/\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Marine Drugs\",\"FirstCategoryId\":\"3\",\"ListUrlMain\":\"https://doi.org/10.3390/md22100442\",\"RegionNum\":2,\"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":"Marine Drugs","FirstCategoryId":"3","ListUrlMain":"https://doi.org/10.3390/md22100442","RegionNum":2,"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

通过对南海软珊瑚 Sinularia densa 的化学研究,分离出 7 种新的萜类化合物,包括 2 种新的经萜类化合物,即 sinudenoids F-G (1-2),以及 5 种新的钙膜类化合物,即 sinudenoids H-L (3-7)。通过对光谱数据、单晶 X 射线衍射、文献数据对比和量子化学计算的大量分析,阐明了它们的结构和绝对构型。其中,莽草素 F(1)和莽草素 G(2)是以苯甲酸甲酯为核心的罕见经萜。sinudenoid H(3)具有罕见的 8,19-双呋喃酮内酯碳骨架,是第二个报道的具有这种骨架的化合物。在生物测定中,与阳性对照吲哚美辛(20 µM)相比,在经 CuSO4 处理的转基因荧光斑马鱼体内,sinudenoid H (3) 表现出更好的抗炎活性。此外,在花生四烯酸(AA)诱导的血栓斑马鱼中,20 µM的雏菊酸 J(5)和雏菊酸 L(7)表现出中等程度的抗血栓活性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Terpenoids from the Soft Coral Sinularia densa Collected in the South China Sea.

The chemical investigation of the South China Sea soft coral Sinularia densa has resulted in the isolation of seven new terpenoids, including two new meroterpenoids, namely sinudenoids F-G (1-2), and five new cembranes, namely sinudenoids H-L (3-7). Their structures and absolute configurations were elucidated based on extensive analyses of spectroscopic data, single-crystal X-ray diffraction, comparison with the literature data, and quantum chemical calculations. Among them, sinudenoid F (1) and sinudenoid G (2) are rare meroterpenoids featuring a methyl benzoate core. Sinudenoid H (3) possesses a rare carbon skeleton of 8, 19-bisnorfuranocembrenolide, which is the second reported compound with this skeleton. In a bioassay, sinudenoid H (3) exhibited better anti-inflammatory activity compared to the positive control indomethacin at 20 µM in CuSO4-treated transgenic fluorescent zebrafish. Moreover, sinudenoid J (5) and sinudenoid L (7) exhibited moderate anti-thrombotic activity in arachidonic acid (AA)-induced thrombotic zebrafish at 20 µM.

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
Marine Drugs
Marine Drugs 医学-医药化学
CiteScore
9.60
自引率
14.80%
发文量
671
审稿时长
1 months
期刊介绍: Marine Drugs (ISSN 1660-3397) publishes reviews, regular research papers and short notes on the research, development and production of drugs from the sea. Our aim is to encourage scientists to publish their experimental and theoretical research in as much detail as possible, particularly synthetic procedures and characterization information for bioactive compounds. There is no restriction on the length of the experimental section.
×
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
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
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 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信