Glycolipids from sponges.: 13.: Clarhamnoside, the first rhamnosylated α-galactosylceramide from Agelas clathrodes.: Improving spectral strategies for glycoconjugate structure determination

被引：42

作者：

Costantino, V ^{[1
]}

Fattorusso, E ^{[1
]}

Imperatore, C ^{[1
]}

Mangoni, A ^{[1
]}

机构：

[1] Univ Naples Federico II, Dipartimento Chim Sostanze Nat, I-80131 Naples, Italy

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 04期

关键词：

D O I：

10.1021/jo034865h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reinvestigation of the glycosphingolipid composition of the marine sponge Agelas clathrodes revealed the presence of a new tetraglycosylated alpha-galactoglycosphingolipid (1a), containing an unusual L-rhamnose unit in the sugar head. The structure of the new compound was elucidated using extensive 2D NMR studies. Because of the strong overlapping of the signals of the sugar protons in the H-1 spectrum, C-13-coupled and C-13-decoupled phase-sensitive HMQC spectra were used to study the multiplicity of the overlapping signals. In addition, the absolute configuration of sugars was determined using a simple and efficient, yet underutilized CD method.

引用

页码：1174 / 1179

页数：6

共 11 条

[1] C-13 NMR SPECTRAL INVESTIGATIONS .10. C-13 NMR-SPECTROSCOPY OF STEROIDAL SAPOGENINS AND STEROIDAL SAPONINS [J].