Isolation and structure of monomethylated GM3-Type ganglioside molecular species from the starfish Luidia maculata

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

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

Two monomethylated GM3-Type ganglioside molecular species, 1 and 2, have been obtained from the polar lipid fraction of the chloroform/methanol extract of the starfish Luidia maculata. The structures of these gangliosides have been determined on the basis of chemical and spectroscopic evidence as 1-O-[8-O-methyl-(N-acetyl-α-D-neuraminosyl)-(2→3)-β-D- galactopyranosyl-(1→4)-β-D-glucopyranosyl]-ceramide (1) and 1-O-[8-O-methyl-(N-glycolyl-α-D-neuraminosyl)-(2→3) -β-D-galactopyranosyl-(1→4)-β-D-glucopyranosyl]-ceramide (2). The ceramide moieties were composed of heterogeneous unsubstituted fatty acid, 2-hydroxy fatty acid, sphingosine and phytosphingosine units. Compound 1, designated as LMG-3, represents new ganglioside molecular species. Compound 2 was a known ganglioside molecular species.

Original languageEnglish
Pages (from-to)1386-1389
Number of pages4
JournalChemical and Pharmaceutical Bulletin
Volume50
Issue number10
DOIs
Publication statusPublished - Oct 1 2002

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Drug Discovery

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