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来自海绵动物拉姆齐海鸡冠(Oceanapia ramsayi)的海洋双功能鞘脂。

Marine bifunctional sphingolipids from the sponge Oceanapia ramsayi.

作者信息

Bensemhoun Julia, Bombarda Isabelle, Aknin Maurice, Faure Robert, Vacelet Jean, Gaydou Emile M

机构信息

UMR CNRS 6263, Equipe Phytochimie, Institut des Sciences Moléculaires de Marseille, Université Paul Cézanne, Faculté des Sciences et Techniques de Saint-Jérôme, Avenue Escadrille Normandie Niémen, Case 461, Marseille cedex 20, France.

出版信息

Molecules. 2008 Apr 1;13(4):772-8. doi: 10.3390/molecules13040772.

DOI:10.3390/molecules13040772
PMID:18463578
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6245395/
Abstract

During the course of our continuing studies on marine natural lipid products,two known sphingolipids have been isolated for the first time from a specimen of the marine sponge Oceanapia ramsayi collected at Itampolo on the west coast of Madagascar in the Indian Ocean. The structures were elucidated using NMR data and by comparison with literature data. The occurrence of these sphingolipids within other Oceanapia spp. is discussed.

摘要

在我们对海洋天然脂质产物的持续研究过程中,首次从印度洋马达加斯加西海岸伊坦波洛采集的海洋海绵拉姆氏奥氏海绵标本中分离出两种已知的鞘脂。通过核磁共振数据并与文献数据进行比较来阐明其结构。还讨论了这些鞘脂在其他奥氏海绵属物种中的存在情况。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/abdd/6245395/748f6330d53b/molecules-13-00772-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/abdd/6245395/df005afdffda/molecules-13-00772-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/abdd/6245395/748f6330d53b/molecules-13-00772-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/abdd/6245395/df005afdffda/molecules-13-00772-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/abdd/6245395/748f6330d53b/molecules-13-00772-g002.jpg

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本文引用的文献

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Oceanalin A, a hybrid alpha,omega-bifunctionalized sphingoid tetrahydroisoquinoline beta-glycoside from the marine sponge Oceanapia sp.大洋海鞘素A,一种来自海洋海绵大洋海鞘属物种的α,ω-双功能化鞘氨醇四氢异喹啉β-糖苷杂合物。
Org Lett. 2005 Jul 7;7(14):2897-900. doi: 10.1021/ol050796c.
2
Novel bromotyrosine alkaloids: inhibitors of mycothiol S-conjugate amidase.
Org Lett. 2001 May 17;3(10):1543-5. doi: 10.1021/ol015845+.
3
(-)-Rhizochalin is a Dimeric Enantiomorphic (2R)-Sphingolipid: Absolute Configuration of Pseudo-C(2v)-Symmetric Bis-2-amino-3-alkanols by CD We thank Jeff de Ropp and John MacMillan (University of California, Davis) for assistance with the 600 and 400 MHz (1)H NMR spectra, respectively; Gillian Nicholas (University of California, Davis) for measurement of the CD spectra of 7 a, b; Rich Kondrat (University of California, Riverside Mass Spectrometry Facility) for chemical ionization MS; and Carlito Lebrilla and Yongming Xie (University of California, Davis) for matrix-assisted laser desorption/ionization MS. This work was supported by the National Institutes of Health (NIH; grant no. AI 39987). The NMR spectrometers were funded in part by the National Science Foundation (grant no. CHE-9808183; 400 MHz apparatus) and the NIH (grant no. RR11973; 600 MHz apparatus). CD=circular dichroism.
(-)-根赤壳菌素是一种二聚体对映体形式的(2R)-鞘脂:通过圆二色性确定伪C(2v)对称双-2-氨基-3-链烷醇的绝对构型 我们感谢Jeff de Ropp和John MacMillan(加利福尼亚大学戴维斯分校)分别在600和400 MHz 1H NMR光谱方面提供的帮助;感谢Gillian Nicholas(加利福尼亚大学戴维斯分校)测量7 a、b的圆二色光谱;感谢Rich Kondrat(加利福尼亚大学河滨分校质谱分析设施)进行化学电离质谱分析;感谢Carlito Lebrilla和Yongming Xie(加利福尼亚大学戴维斯分校)进行基质辅助激光解吸/电离质谱分析。本研究得到了美国国立卫生研究院(NIH;资助号AI 39987)的支持。核磁共振光谱仪部分由美国国家科学基金会(资助号CHE-9808183;400 MHz仪器)和美国国立卫生研究院(资助号RR11973;600 MHz仪器)资助。CD=圆二色性
Angew Chem Int Ed Engl. 2000 Nov 17;39(22):4076-4079.
4
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5
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Mycopathologia. 1993 Nov;124(2):99-104. doi: 10.1007/BF01103109.
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