Constituents of holothuroidea, 17. Isolation and structure of biologically active monosialo-gangliosides from the sea cucumber Cucumaria echinata

Fumiaki Kisa, Koji Yamada, Tomofumi Miyamoto, Masanori Inagaki, Ryuichi Higuchi

研究成果: ジャーナルへの寄稿記事

18 引用 (Scopus)

抄録

Three new monosialo-gangliosides, CEG-3 (3), CEG-4 (4), and CEG-5 (5), were obtained, together with two known gangliosides, SJG-1 (1) and CG-1 (2), from the lipid fraction of the chloroform/methanol extract of the sea cucumber Cucumaria echinata. The structures of the new gangliosides were determined on the basis of chemical and spectroscopic evidence to be 1-O-[4-O-acetyl-α- L-fucopyranosyl-(1→11)-(N-glycolyl-α-D-neuraminosyl)-(2→6) -β-D-glucopyranosyl]-ceramide (3) and 1-O-[α-L-fucopyranosyl- (1→11)-(N-glycolyl-α-D-neuraminosyl)-(2→6)-β-D- glucopyranosyl]-ceramide (4, 5). The ceramide moieties of each compound were composed of heterogeneous sphingosine or phytosphingosine bases, and 2-hydroxy or nonhydroxylated fatty acid units. These gangliosides showed neuritogenic activity toward the rat pheochromocytoma cell line PC-12 in the presence of nerve growth factor.

元の言語英語
ページ(範囲)982-987
ページ数6
ジャーナルChemical and Pharmaceutical Bulletin
54
発行部数7
DOI
出版物ステータス出版済み - 7 12 2006

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Cucumaria
Sea Cucumbers
Gangliosides
phytosphingosine
Ceramides
Sphingosine
PC12 Cells
Nerve Growth Factor
Chloroform
Methanol
Rats
Fatty Acids
Cells
Lipids

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Drug Discovery

これを引用

Constituents of holothuroidea, 17. Isolation and structure of biologically active monosialo-gangliosides from the sea cucumber Cucumaria echinata. / Kisa, Fumiaki; Yamada, Koji; Miyamoto, Tomofumi; Inagaki, Masanori; Higuchi, Ryuichi.

:: Chemical and Pharmaceutical Bulletin, 巻 54, 番号 7, 12.07.2006, p. 982-987.

研究成果: ジャーナルへの寄稿記事

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abstract = "Three new monosialo-gangliosides, CEG-3 (3), CEG-4 (4), and CEG-5 (5), were obtained, together with two known gangliosides, SJG-1 (1) and CG-1 (2), from the lipid fraction of the chloroform/methanol extract of the sea cucumber Cucumaria echinata. The structures of the new gangliosides were determined on the basis of chemical and spectroscopic evidence to be 1-O-[4-O-acetyl-α- L-fucopyranosyl-(1→11)-(N-glycolyl-α-D-neuraminosyl)-(2→6) -β-D-glucopyranosyl]-ceramide (3) and 1-O-[α-L-fucopyranosyl- (1→11)-(N-glycolyl-α-D-neuraminosyl)-(2→6)-β-D- glucopyranosyl]-ceramide (4, 5). The ceramide moieties of each compound were composed of heterogeneous sphingosine or phytosphingosine bases, and 2-hydroxy or nonhydroxylated fatty acid units. These gangliosides showed neuritogenic activity toward the rat pheochromocytoma cell line PC-12 in the presence of nerve growth factor.",
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