Constituents of Holothuroidea, 13. Structure of Neuritogenic Active Ganglioside Molecular Species from the Sea Cucumber Stichopus chloronotus

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• 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-α-D-neuraminosyl)-(2⟶6)-β-D-glucopyranosyl]-ceramide (SCG-1), 1-O-[8-O-sulfo(major)-(N-acetyl-α-D-neuraminosyl)-(2⟶6)-β-D-glucopyranosyl]-ceramide (SCG-2), and 1-O-[α-L-fucopyranosyl-(1⟶11)-(N-glycolyl-α-D-neuraminosyl)-(2⟶6)-β-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.

• 公益社団法人日本薬学会の論文
• 2003-01-01

著者

• MIYAMOTO Tomofumi

  Graduate School of Pharmaceutical Sciences, Kyushu University

• HIGUCHI Ryuichi

  Graduate School of Pharmaceutical Sciences, Kyushu University

• Hamada Akiko

  Graduate School Of Pharmaceutical Sciences Kyushu University

• Miyamoto Tomofumi

  Graduate School Of Pharmaceutical Sciences Kyushu Univ.

• Higuchi Ryuichi

  Graduate School Of Pharmaceutical Sciences Kyushu Univ.

• Yamada K

  Graduate School Of Pharmaceutical Sciences Kyushu University

• YAMADA Koji

  Graduate School of Pharmaceutical Sciences, Kyushu University

• KISA Fumiaki

  Faculty of Pharmaceutical Sciences, Kyushu University

• KISA Fumiaki

  Graduate School of Pharmaceutical Sciences, Kyushu University

• Yamada Katsuya

  Graduate School Of Pharmaceutical Sciences Nagoya City University

• Kisa Fumiaki

  Faculty Of Pharmaceutical Sciences Kyushu University

• Maruta Tomoki

  Graduate School Of Pharmaceutical Sciences Kyushu University

• Yamada Koji

  Graduate School Of Biomedical Sciences Nagasaki University

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