Art

J-GLOBAL ID：200902133940794279   Reference number：01A0404878

Constituents of Holothuroidea. 10. Isolation and Structure of a Biologically Active Ganglioside Molecular Species from the Sea Cucumber Holothuria leucospilota.

Holothuroideaの成分 10 ナマコ,Holothuria leucospilotaからの生物活性ガングリオシド分子種の単離及び構造

Author (5)： YAMADA K (Kyushu Univ., Fukuoka, JPN) ,  MATSUBARA R (Kyushu Univ., Fukuoka, JPN) ,  KANEKO M (Kyushu Univ., Fukuoka, JPN) ,  MIYAMOTO T (Kyushu Univ., Fukuoka, JPN) ,  HIGUCHI R (Kyushu Univ., Fukuoka, JPN)
Material： Chemical and Pharmaceutical Bulletin  (Chemical & Pharmaceutical Bulletin)
Volume： 49  Issue： 4  Page： 447-452  Publication year： Apr. 01, 2001 
JST Material Number： G0504A  ISSN： 0009-2363  CODEN： CPBTAL  Document type： Article
Article type： 原著論文  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： *ganglioside ,...
Semi thesaurus term： Holothuria leucospilota

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JST classification (2)： Glycosides  (CF10057O) ,  Animal biochemistry  (EJ01050P)

Substance index (28)： (R)-2-Hydroxydocosanoic acid methyl ester ,  (R)-2-Hydroxytricosanoic acid methyl ester ,  (+)-Cerebronic acid methyl ,  (2S,3S,4R)-2-Amino-15-methyl-1,3,4-hexadecanetriol ,  (2S,3S,4R)-2-Amino-14-methyl-1,3,4-hexadecanetriol ,  (2S,3S,4R)-2-Amino-16-methyl-1,3,4-heptadecanetriol ,  (2S,3S,4R)-2-Amino-15-methyl-1,3,4-heptadecanetriol ,  (2S,3S,4R)-2-Amino-17-methyl-1,3,4-octadecanetriol ,  (2S,3S,4R)-2-Amino-16-methyl-1,3,4-octadecanetriol ,  (2R)-N-[(1S,2S,3R)-1-[6-O-(N-Glycoloyl-α-neuraminosyl)-β-D-glucopyranosyloxymethyl]-2,3-dihydroxy-14-methylpentadecyl]-2-hydroxydocosanamide ,  (2R)-N-[(1S,2S,3R)-1-[6-O-(N-Glycoloyl-α-neuraminosyl)-β-D-glucopyranosyloxymethyl]-2,3-dihydroxy-13-methylpentadecyl]-2-hydroxydocosanamide ,  (2R)-N-[(1S,2S,3R)-1-[6-O-(N-Glycoloyl-α-neuraminosyl)-β-D-glucopyranosyloxymethyl]-2,3-dihydroxy-14-methylpentadecyl]-2-hydroxytricosanamide ,  (2R)-N-[(1S,2S,3R)-1-[6-O-(N-Glycoloyl-α-neuraminosyl)-β-D-glucopyranosyloxymethyl]-2,3-dihydroxy-13-methylpentadecyl]-2-hydroxytricosanamide ,  (2R)-N-[(1S,2S,3R)-1-[6-O-(N-Glycoloyl-α-neuraminosyl)-β-D-glucopyranosyloxymethyl]-2,3-dihydroxy-14-methylpentadecyl]-2-hydroxytetracosanamide ,  (2R)-N-[(1S,2S,3R)-1-[6-O-(N-Glycoloyl-α-neuraminosyl)-β-D-glucopyranosyloxymethyl]-2,3-dihydroxy-13-methylpentadecyl]-2-hydroxytetracosanamide ,  (2R)-N-[(1S,2S,3R)-1-[6-O-(N-Glycoloyl-α-neuraminosyl)-β-D-glucopyranosyloxymethyl]-2,3-dihydroxy-15-methylhexadecyl]-2-hydroxydocosanamide ,  (2R)-N-[(1S,2S,3R)-1-[6-O-(N-Glycoloyl-α-neuraminosyl)-β-D-glucopyranosyloxymethyl]-2,3-dihydroxy-14-methylhexadecyl]-2-hydroxydocosanamide ,  (2R)-N-[(1S,2S,3R)-1-[6-O-(N-Glycoloyl-α-neuraminosyl)-β-D-glucopyranosyloxymethyl]-2,3-dihydroxy-16-methylheptadecyl]-2-hydroxydocosanamide ,  (2R)-N-[(1S,2S,3R)-1-[6-O-(N-Glycoloyl-α-neuraminosyl)-β-D-glucopyranosyloxymethyl]-2,3-dihydroxy-15-methylheptadecyl]-2-hydroxydocosanamide ,  (4S)-2,4α-Dimethoxy-5β-[methyl(methoxyacetyl)amino]-6α-[(1R,2R)-1,2,3-trimethoxypropyl]tetrahydro-2H-pyran-2-carboxylic acid methyl ester ,  (2S,3R,4E)-2-Amino-15-methyl-4-hexadecene-1,3-diol ,  (2S,3R,4E)-2-Amino-14-methyl-4-hexadecene-1,3-diol ,  (2R)-N-[(1S,2R,3E)-1-[6-O-[N-Acetyl-4-O-(N-glycoloyl-α-neuraminosyl)-α-neuraminosyl]-β-D-glucopyranosyloxymethyl]-2-hydroxy-14-methyl-3-pentadecenyl]-2-hydroxydocosanamide ,  (2R)-N-[(1S,2R,3E)-1-[6-O-[N-Acetyl-4-O-(N-glycoloyl-α-neuraminosyl)-α-neuraminosyl]-β-D-glucopyranosyloxymethyl]-2-hydroxy-13-methyl-3-pentadecenyl]-2-hydroxydocosanamide ,  (4S)-2,4α-Dimethoxy-5β-(methylacetylamino)-6α-[(1S,2R)-1,2,3-trimethoxypropyl]tetrahydro-2H-pyran-2-carboxylic acid methyl ester ,  (2R)-N-[(1S,2S,3R)-1-[6-O-[N-Acetyl-4-O-[N-(α-L-fucopyranosyloxyacetyl)-α-neuraminosyl]-α-neuraminosyl]-β-D-glucopyranosyloxymethyl]-2,3-dihydroxy-14-methylpentadecyl]-2-hydroxydocosanamide ,  (2R)-N-[(1S,2S,3R)-1-[6-O-[N-Acetyl-4-O-[N-(α-L-fucopyranosyloxyacetyl)-α-neuraminosyl]-α-neuraminosyl]-β-D-glucopyranosyloxymethyl]-2,3-dihydroxy-13-methylpentadecyl]-2-hydroxydocosanamide ,  (4S)-2,4α-Dimethoxy-5β-[methyl(acetoxyacetyl)amino]-6α-[(1S,2R)-1,2,3-trimethoxypropyl]tetrahydro-2H-pyran-2-carboxylic acid methyl ester

Reference (12)：

• 1) Part 9: Yamada K., Harada Y., Miyamoto T., Isobe R., Higuchi R., Chem. Pharm. Bull., 48, 157-159 (2000).
• 2) a) Higuchi R., Inagaki M., Togawa K., Miyamoto T., Komori T., Justus Liebigs Ann. Chem., 1994, 79-81
•  b) Idem, ibid., 1994, 653-658
•  c) Yamada K., Hara E., Miyamoto T., Higuchi R., Isobe R., Honda S., Eur. J. Org. Chem., 1998, 371-378
•  d) Yamada K., Harada Y., Nagaregawa Y., Miyamoto T., Isobe R., Higuchi R., ibid., 1998, 2519-2525

Terms in the title (7)： Holothuroidea ,  ナマコ ,  Holothuria ,  生物活性 ,  ガングリオシド ,  分子種 ,  単離