• 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

Costatone C—一种来自新西兰红藻的新型卤代单萜。

Costatone C-A New Halogenated Monoterpene from the New Zealand Red Alga .

机构信息

School of Chemical and Physical Sciences, Victoria University of Wellington, Wellington 6012, New Zealand.

Centre for Biodiscovery, Victoria University of Wellington, Wellington 6012, New Zealand.

出版信息

Mar Drugs. 2019 Jul 19;17(7):418. doi: 10.3390/md17070418.

DOI:10.3390/md17070418
PMID:31330960
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6669586/
Abstract

Red algae of the genus have been a rich source of halogenated monoterpenes. Herein, a new cyclic monoterpene, costatone C (), was isolated from the extract of collected in New Zealand, along with the previously reported (1,5)-1,6-dichloro-2-methylhepta-1,5-dien-3-ol (). Elucidation of the planar structure of was achieved through conventional NMR and (-)-HR-APCI-MS techniques, and the absolute configuration by comparison of experimental and DFT-calculated ECD spectra. The absolute configuration of was determined using Mosher's method. Compound showed mild antibacterial activity against and . The state of taxonomy and its implications upon natural product distributions, especially across samples from specimens collected in different countries, is also discussed.

摘要

红藻属的植物一直是卤代单萜的丰富来源。在此,从新西兰采集的提取物中分离得到一种新的环状单萜,即 costatone C(),同时还分离得到了先前报道的(1,5)-1,6-二氯-2-甲基庚-1,5-二烯-3-醇()。通过常规 NMR 和 (-)-HR-APCI-MS 技术阐明了 的平面结构,并通过比较实验和 DFT 计算的 ECD 光谱确定了其绝对构型。使用 Mosher 法确定了 的绝对构型。化合物 对 和 表现出温和的抗菌活性。还讨论了 的分类状态及其对天然产物分布的影响,特别是对来自不同国家采集的标本的影响。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8d40/6669586/458ae135ba98/marinedrugs-17-00418-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8d40/6669586/c22b4cf82a3b/marinedrugs-17-00418-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8d40/6669586/3973e4c93158/marinedrugs-17-00418-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8d40/6669586/7bbf4d3a8d79/marinedrugs-17-00418-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8d40/6669586/a8c7d2d08b0f/marinedrugs-17-00418-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8d40/6669586/bf24e8ad217a/marinedrugs-17-00418-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8d40/6669586/458ae135ba98/marinedrugs-17-00418-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8d40/6669586/c22b4cf82a3b/marinedrugs-17-00418-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8d40/6669586/3973e4c93158/marinedrugs-17-00418-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8d40/6669586/7bbf4d3a8d79/marinedrugs-17-00418-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8d40/6669586/a8c7d2d08b0f/marinedrugs-17-00418-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8d40/6669586/bf24e8ad217a/marinedrugs-17-00418-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8d40/6669586/458ae135ba98/marinedrugs-17-00418-g005.jpg

相似文献

1
Costatone C-A New Halogenated Monoterpene from the New Zealand Red Alga .Costatone C—一种来自新西兰红藻的新型卤代单萜。
Mar Drugs. 2019 Jul 19;17(7):418. doi: 10.3390/md17070418.
2
Anverenes B⁻E, New Polyhalogenated Monoterpenes from the Antarctic Red Alga .安非雷素 B⁻E,南极红藻中的新多卤代单萜
Mar Drugs. 2019 Apr 17;17(4):230. doi: 10.3390/md17040230.
3
Halogenated monoterpene aldehydes from the South African marine alga Plocamium corallorhiza.来自南非海生藻类珊瑚藻的卤化单萜醛类
J Nat Prod. 2007 Apr;70(4):596-9. doi: 10.1021/np060547c. Epub 2007 Mar 8.
4
Identification and in vitro anti-esophageal cancer activity of a series of halogenated monoterpenes isolated from the South African seaweeds Plocamium suhrii and Plocamium cornutum.从南非海藻 Plocamium suhrii 和 Plocamium cornutum 中分离得到的一系列卤代单萜的鉴定及体外抗食管癌活性。
Phytochemistry. 2011 Jun;72(8):769-72. doi: 10.1016/j.phytochem.2011.02.003. Epub 2011 Mar 9.
5
Plocoralides A-C, polyhalogenated monoterpenes from the marine alga Plocamium corallorhiza.普洛卡内酯A - C,来自海洋藻类珊瑚藻的多卤代单萜类化合物。
Phytochemistry. 2005 May;66(10):1108-12. doi: 10.1016/j.phytochem.2005.03.029.
6
A new polyhalogenated monoterpene from the red alga Plocamium cartilagineum.一种来自红藻软骨藻的新型多卤代单萜。
J Nat Prod. 1990 Nov-Dec;53(6):1615-8. doi: 10.1021/np50072a041.
7
Application of HPLC-NMR in the identification of plocamenone and isoplocamenone from the marine red alga Plocamium angustum.高效液相色谱-核磁共振技术在海洋红藻 Plocamium angustum 中 plocamenone 和 isoplocamenone 鉴定中的应用。
Mar Drugs. 2012 Sep;10(9):2089-2102. doi: 10.3390/md10092089. Epub 2012 Sep 24.
8
Accelerated identification of halogenated monoterpenes from Australian specimens of the red algae Plocamium hamatum and Plocamium costatum.加速鉴定澳大利亚红藻 Plocamium hamatum 和 Plocamium costatum 标本中的卤代单萜。
J Nat Prod. 2014 May 23;77(5):1193-200. doi: 10.1021/np500059h. Epub 2014 May 5.
9
Antiplasmodial halogenated monoterpenes from the marine red alga Plocamium cornutum.来自海洋红藻角叉节藻的抗疟卤化单萜类化合物。
Phytochemistry. 2009 Mar;70(5):597-600. doi: 10.1016/j.phytochem.2009.02.010. Epub 2009 Apr 3.
10
Cytotoxic halogenated monoterpenes from Plocamium cartilagineum.来自软骨藻的细胞毒性卤代单萜类化合物。
Nat Prod Res. 2017 Feb;31(3):261-267. doi: 10.1080/14786419.2016.1230115. Epub 2016 Sep 14.

引用本文的文献

1
Naturally Occurring Organohalogen Compounds-A Comprehensive Review.天然有机卤代化合物综述。
Prog Chem Org Nat Prod. 2023;121:1-546. doi: 10.1007/978-3-031-26629-4_1.
2
Tongalides, Halogenated Butenolides from an Antarctic sp. Rhodophyte.南极红藻 sp.中含卤素的丁烯内酯。
J Nat Prod. 2022 Jul 22;85(7):1886-1891. doi: 10.1021/acs.jnatprod.2c00344. Epub 2022 Jun 30.
3
Red Seaweed-Derived Compounds as a Potential New Approach for Acne Vulgaris Care.源自红海藻的化合物作为寻常痤疮护理的一种潜在新方法。

本文引用的文献

1
Algae metabolites: from in vitro growth inhibitory effects to promising anticancer activity.藻类代谢产物:从体外生长抑制作用到有前景的抗癌活性。
Nat Prod Rep. 2019 May 22;36(5):810-841. doi: 10.1039/c8np00057c.
2
CONFIDENCE LIMITS ON PHYLOGENIES: AN APPROACH USING THE BOOTSTRAP.系统发育树的置信区间:一种使用自展法的方法。
Evolution. 1985 Jul;39(4):783-791. doi: 10.1111/j.1558-5646.1985.tb00420.x.
3
Good Computational Practice in the Assignment of Absolute Configurations by TDDFT Calculations of ECD Spectra.通过电子圆二色光谱的含时密度泛函理论计算确定绝对构型中的良好计算实践。
Pharmaceutics. 2021 Nov 15;13(11):1930. doi: 10.3390/pharmaceutics13111930.
4
Update on Monoterpenes from Red Macroalgae: Isolation, Analysis, and Bioactivity.红大型海藻中单萜的最新研究进展:分离、分析与生物活性。
Mar Drugs. 2019 Sep 16;17(9):537. doi: 10.3390/md17090537.
Chirality. 2016 Jun;28(6):466-74. doi: 10.1002/chir.22600. Epub 2016 Apr 20.
4
Polyhalogenated Indoles from the Red Alga Rhodophyllis membranacea: The First Isolation of Bromo-Chloro-Iodo Secondary Metabolites.来自红藻膜叶红皮藻的多卤代吲哚:首次分离出溴氯碘代次级代谢产物。
J Nat Prod. 2016 Mar 25;79(3):463-9. doi: 10.1021/acs.jnatprod.5b00831. Epub 2016 Jan 12.
5
Accelerated identification of halogenated monoterpenes from Australian specimens of the red algae Plocamium hamatum and Plocamium costatum.加速鉴定澳大利亚红藻 Plocamium hamatum 和 Plocamium costatum 标本中的卤代单萜。
J Nat Prod. 2014 May 23;77(5):1193-200. doi: 10.1021/np500059h. Epub 2014 May 5.
6
Comparison of experimental and calculated chiroptical spectra for chiral molecular structure determination.用于手性分子结构测定的实验性和计算性圆二色光谱的比较。
Chirality. 2014 Sep;26(9):539-52. doi: 10.1002/chir.22316. Epub 2014 Mar 19.
7
RAxML version 8: a tool for phylogenetic analysis and post-analysis of large phylogenies.RAxML 版本 8:用于系统发育分析和大型系统发育后分析的工具。
Bioinformatics. 2014 May 1;30(9):1312-3. doi: 10.1093/bioinformatics/btu033. Epub 2014 Jan 21.
8
SpecDis: quantifying the comparison of calculated and experimental electronic circular dichroism spectra.SpecDis:计算和实验电子圆二色光谱的比较量化。
Chirality. 2013 Apr;25(4):243-9. doi: 10.1002/chir.22138.
9
Application of HPLC-NMR in the identification of plocamenone and isoplocamenone from the marine red alga Plocamium angustum.高效液相色谱-核磁共振技术在海洋红藻 Plocamium angustum 中 plocamenone 和 isoplocamenone 鉴定中的应用。
Mar Drugs. 2012 Sep;10(9):2089-2102. doi: 10.3390/md10092089. Epub 2012 Sep 24.
10
Effect of the damping function in dispersion corrected density functional theory.色散修正密度泛函理论中阻尼函数的作用。
J Comput Chem. 2011 May;32(7):1456-65. doi: 10.1002/jcc.21759. Epub 2011 Mar 1.