Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Notes
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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2004 年 52 巻 8 号 p. 1002-1004

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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.
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© 2004 The Pharmaceutical Society of Japan
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