Biologically active glycosides from asteroidea, 42. Isolation and structure of a new biologically active ganglioside molecular species from the starfish Asterina pectinifera

Ryuichi Higuchi, Shinichi Inoue, Kouji Inagaki, Maki Sakai, Tomofumi Miyamoto, Tetsuya Komori, Masanori Inagaki, Ryuichi Isobe

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

A ganglioside molecular species GP-3 (1) has been obtained from the water-soluble lipid fraction of the chloroform/methanol extract of the starfish Asterina pectinifera. The structure of the ganglioside has been determined on the basis of chemical and spectroscopic evidence. Compound 1 represents new ganglioside molecular species possessing two moles of sialic acids at the inner part of the sugar moiety. Partial hydrolysis by hot water and an enzymatic hydrolysis by means of endoglycoceramidase (EGCase) have proved useful for structure elucidation of the complex oligosaccharide moiety. Moreover, 1 exhibits neuritogenic activity toward the rat pheochromocytoma cell line, PC-12 cells, in the presence of nerve growth factor (NGF).

Original languageEnglish
Pages (from-to)287-291
Number of pages5
JournalChemical and Pharmaceutical Bulletin
Volume54
Issue number3
DOIs
Publication statusPublished - Mar 1 2006

Fingerprint

Asterina
Starfish
Gangliosides
Glycosides
endoglycoceramidase
Hydrolysis
Sialic Acids
Enzymatic hydrolysis
Water
PC12 Cells
Nerve Growth Factor
Chloroform
Oligosaccharides
Sugars
Methanol
Rats
Cells
Lipids

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Drug Discovery

Cite this

Biologically active glycosides from asteroidea, 42. Isolation and structure of a new biologically active ganglioside molecular species from the starfish Asterina pectinifera. / Higuchi, Ryuichi; Inoue, Shinichi; Inagaki, Kouji; Sakai, Maki; Miyamoto, Tomofumi; Komori, Tetsuya; Inagaki, Masanori; Isobe, Ryuichi.

In: Chemical and Pharmaceutical Bulletin, Vol. 54, No. 3, 01.03.2006, p. 287-291.

Research output: Contribution to journalArticle

Higuchi, Ryuichi ; Inoue, Shinichi ; Inagaki, Kouji ; Sakai, Maki ; Miyamoto, Tomofumi ; Komori, Tetsuya ; Inagaki, Masanori ; Isobe, Ryuichi. / Biologically active glycosides from asteroidea, 42. Isolation and structure of a new biologically active ganglioside molecular species from the starfish Asterina pectinifera. In: Chemical and Pharmaceutical Bulletin. 2006 ; Vol. 54, No. 3. pp. 287-291.
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