Constituents of Holothuroideae, V. Isolation and Structure of Cerebrosides from the Sea Cucumber Pentacta australis

Liebigs Annalen der Chemie
1994.0

Abstract

<jats:title>Abstract</jats:title><jats:p>Four new cerebrosides, PA‐0‐1, PA‐0‐5, PA‐2‐5 and PA‐2‐6, were isolated from the two cerebroside mixtures, PA‐0 and PA‐2, obtained from the less polar fraction of the methanol extract of the sea cucumber <jats:italic>Pentacta australis</jats:italic>. The structures of these cerebrosides were determined on the basis of chemical and spectroscopic evidence. Another cerebroside, PA‐1‐4, isolated in a pure state from a different cerebroside mixture PA‐1, was found to be identical with the known glucocerebroside CE‐2c obtained from the related sea cucumber <jats:italic>Cucumaria echinata</jats:italic> of the same family. Reversed‐phase HPLC was effective in isolating these cerebrosides, showing the very close similarity of their structures. An analysis of the mass spectrum of the dimethyl disulfide derivatives of cerebrosides was also useful for the determination of the double‐bond position in the sea cucumber cerebroside. <jats:chem-struct-wrap><jats:chem-struct><jats:graphic xmlns:xlink="http://www.w3.org/1999/xlink" mimetype="image/gif" position="anchor" specific-use="enlarged-web-image" xlink:href="graphic/must001.gif"><jats:alt-text>magnified image</jats:alt-text></jats:graphic></jats:chem-struct></jats:chem-struct-wrap>

Knowledge Graph

Similar Paper

Constituents of Holothuroideae, V. Isolation and Structure of Cerebrosides from the Sea Cucumber <i>Pentacta australis</i>
Liebigs Annalen der Chemie 1994.0
Constituents of holothuroideae, IV. Isolation and structure of three new cerebrosides, CE‐2b, CE‐2c and CE‐2d, from the sea cucumber <i>Cucumaria echinata</i>
Liebigs Annalen der Chemie 1994.0
Isolation and Structure of Biologically Active Glycosphingolipids from the Sea CucumberCucumaria echinata
European Journal of Organic Chemistry 1998.0
Isolation and Structure Determination of Six Glucocerebrosides from the Starfish Luidia maculata.
Chemical and Pharmaceutical Bulletin 2002.0
Biologically active glycosides from asteroidea, XXVIII. Glycosphingolipids from the starfish <i>Asterias amurensis versicolor</i> Sladen, 1. Isolation and structure of six new cerebrosides, asteriacerebrosides AF, and two known cerebrosides, astrocerebroside A and acanthacerebroside C
Liebigs Annalen der Chemie 1991.0
Biologically active glycosides from asteroidea, XXII. Glycosphingolipids from the starfish <i>Astropecten latespinosus</i>, I. Structures of three new cerebrosides, astrocerebroside A, B, and C and of related nearly homogeneous cerebrosides
Liebigs Annalen der Chemie 1990.0
Triterpene Glycosides from the Far-Eastern Sea Cucumber <i>Pentamera calcigera.</i> 1. Monosulfated Glycosides and Cytotoxicity of Their Unsulfated Derivatives
Journal of Natural Products 2000.0
Biologically active glycosides from asteroidea, XX. Glycosphingolipids from the starfish <i>Asterina pectinifera</i>,1. Isolation and characterization of acanthacerebroside B and structure elucidation of related, nearly homogeneous cerebrosides
Liebigs Annalen der Chemie 1990.0
Renierosides, Cerebrosides from a Marine Sponge <i>Haliclona</i> (<i>Reniera</i>) sp.
Journal of Natural Products 2007.0
Renierosides, Cerebrosides from a Marine Sponge <i>Haliclona</i> (<i>Reniera</i>) sp.
Journal of Natural Products 2007.0