Constituents of crinoidea. 3. Isolation and structure of a glycosyl inositolphosphoceramide-type ganglioside with neuritogenic activity from the feather star Comanthus japonica

Kazuyoshi Arao, Masanori Inagaki, Tomofumi Miyamoto, Ryuichi Higuchi

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21 Citations (Scopus)

Abstract

A glycosyl inositolphosphoceramide-type ganglioside, CJP4, was obtained from the polar lipid fraction of the chloroform/methanol extract of the feather star Comanthus japonica. The structure of this ganglioside has been determined on the basis of chemical and spectroscopic evidence to be 9-O-methyl-(N- glycolyl-α-D-neuraminosyl)-( 2→11)-9-O-methyl-(N-glycolyl-α-D- neuraminosyl)-(2→11)-9-O-methyl-(N-glycolyl-α-D-neuraminosyl) -(2→3)-inositolphosphoceramide, which contains C16-sphingosine and C22:0-, C24:0-fatty acid. This is the first report on the isolation and structural elucidation of a trisialo-glycosyl inositolphosphoceramide-type ganglioside. Moreover, CJP4 exhibited neuritogenic activity toward the rat pheochromocytoma PC12 cells in the presence of nerve growth factor.

Original languageEnglish
Pages (from-to)1140-1142
Number of pages3
JournalChemical and Pharmaceutical Bulletin
Volume52
Issue number9
DOIs
Publication statusPublished - Sep 1 2004

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All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Drug Discovery

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