Constituents of Holothuroidea, 13. Structure of Neuritogenic Active Ganglioside Molecular Species from the Sea Cucumber Stichopus chloronotus.
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Accession number;03A0040956
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| Title;Constituents of Holothuroidea, 13. Structure of Neuritogenic Active Ganglioside Molecular Species from the Sea Cucumber Stichopus chloronotus. |
| Author;
YAMADA K
(Kyushu Univ., Fukuoka, Jpn)
HAMADA A
(Kyushu Univ., Fukuoka, Jpn)
KISA F
(Kyushu Univ., Fukuoka, Jpn)
MIYAMOTO T
(Kyushu Univ., Fukuoka, Jpn)
HIGUCHI R
(Kyushu Univ., Fukuoka, Jpn)
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Journal Title;Chem Pharm Bull
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Journal Code:G0504A
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ISSN:0009-2363
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VOL.51;NO.1;PAGE.46-52(2003)
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| Figure&Table&Reference;TBL.1, REF.20 |
| Pub. Country;Japan |
| Language;English |
| Abstract;Three ganglioside molecular species, SCG-1, SCG-2, and SCG-3, were obtained from the lipid fraction of the chloroform-methanol extract of the sea cucumber Stichopus chloronotus. On the basis of chemical and spectroscopic evidence, the structures of these gangliosides have been determined to be 1-O-[(N-glycolyl-.ALPHA.-D-neuraminosyl)-(2.RAR.6)-.BETA.-D-glucopyranosyl]-ceramide (SCG-1), 1-O-[8-O-sulfo(major)-(N-acetyl-.ALPHA.-D-neuraminosyl)-(2.RAR.6)-.BETA.-D-glucopyranosyl]-ceramide (SCG-2), and 1-O-[.ALPHA.-L-fucopyranosyl-(1.RAR.11)-(N-glycolyl-.ALPHA.-D-neuraminosyl)-(2.RAR.6)-.BETA.-D-glucopyranosyl]-ceramide (SCG-3). The ceramide moieties were composed of heterogeneous long-chain base and fatty acid units. SCG-3 is the first type of ganglioside containing a fucopyranose in the sialosyl trisaccharide moiety. Moreover, these three gangliosides exhibited neuritogenic activity toward the rat pheochromocytoma PC12 cells in the presence of nerve growth factor. (author abst.) |
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