Isolation and structure of a GD3-type ganglioside molecular species possessing neuritogenic activity from the starfish Luidia maculata

Satoshi Kawatake, Masanori Inagaki, Ryuichi Isobe, Tomofumi Miyamoto, Ryuichi Higuchi

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11 Citations (Scopus)

Abstract

A GD3-type ganglioside molecular species, LMG-4 (1), has been obtained from the polar lipid fraction of the chloroform/methanol extract of the starfish Luidia maculata. The structure of this ganglioside has been determined on the basis of chemical and spectroscopic evidence to be 1-O-[(N-acetyl- α-D-neuraminosyl)-(2→8)-(N-acetyl-α-D-neuraminosyl)-(2→3) -β-D-galactopyranosyl-(1→4)-β-D-glucopyranosyl]-ceramide. The ceramide moiety was composed of heterogeneous 2-hydroxy fatty acid and phytosphingosine units. This is the first report on the isolation and structure elucidation of GD3-type ganglioside from echinoderms. Moreover, 1 exhibited neuritogenic activity toward the rat pheochromocytoma PC12 cells in the presence of nerve growth factor.

Original languageEnglish
Pages (from-to)1002-1004
Number of pages3
JournalChemical and Pharmaceutical Bulletin
Volume52
Issue number8
DOIs
Publication statusPublished - Aug 1 2004

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Drug Discovery

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