Isolation and structure of a galactocerebroside from the sea cucumber bohadschia argus

Yuriko Ikeda; Masanori Inagaki; Koji Yamada; Xiao Wen Zhang; Bo Zhang; Tomofumi Miyamoto; Ryuichi Higuchi

doi:10.1248/cpb.57.315

Isolation and structure of a galactocerebroside from the sea cucumber bohadschia argus

Yuriko Ikeda, Masanori Inagaki, Koji Yamada, Xiao Wen Zhang, Bo Zhang, Tomofumi Miyamoto, Ryuichi Higuchi

Pharmaceutical Health Care and Sciences

Research output: Contribution to journal › Article › peer-review

14 Citations (Scopus)

Abstract

A galactocerebroside (BAC-4-4a) was obtained from its parent galactocerebroside molecular species (BAC-4) by using two types of reversed-phase HPLC column. The parent cerebroside BAC-4 has been isolated from less polar lipid fraction of CHCl₃/MeOH extract of sea cucumber Bohadschia argus, together with known typical types of glucocerebroside molecular species. The structure of BAC-4-4a was determined on the basis of chemical and spectroscopic evidences as 1-O-(β-D-galactopyranosyl)-(25,3R, 4,E)-2[(2′R,15′Z)-2-hydroxytetracosenoyl-amino]-4-heptadecene-1, 3-diol. This is the first report of isolation and structure determination of galactocerebro-side from sea cucumber.

Original language	English
Pages (from-to)	315-317
Number of pages	3
Journal	Chemical and Pharmaceutical Bulletin
Volume	57
Issue number	3
DOIs	https://doi.org/10.1248/cpb.57.315
Publication status	Published - Mar 1 2009

All Science Journal Classification (ASJC) codes

Chemistry(all)
Drug Discovery

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title = "Isolation and structure of a galactocerebroside from the sea cucumber bohadschia argus",

abstract = "A galactocerebroside (BAC-4-4a) was obtained from its parent galactocerebroside molecular species (BAC-4) by using two types of reversed-phase HPLC column. The parent cerebroside BAC-4 has been isolated from less polar lipid fraction of CHCl3/MeOH extract of sea cucumber Bohadschia argus, together with known typical types of glucocerebroside molecular species. The structure of BAC-4-4a was determined on the basis of chemical and spectroscopic evidences as 1-O-(β-D-galactopyranosyl)-(25,3R, 4,E)-2[(2′R,15′Z)-2-hydroxytetracosenoyl-amino]-4-heptadecene-1, 3-diol. This is the first report of isolation and structure determination of galactocerebro-side from sea cucumber.",

author = "Yuriko Ikeda and Masanori Inagaki and Koji Yamada and Zhang, {Xiao Wen} and Bo Zhang and Tomofumi Miyamoto and Ryuichi Higuchi",

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AU - Ikeda, Yuriko

AU - Inagaki, Masanori

AU - Yamada, Koji

AU - Zhang, Xiao Wen

AU - Zhang, Bo

AU - Miyamoto, Tomofumi

AU - Higuchi, Ryuichi

PY - 2009/3/1

Y1 - 2009/3/1

N2 - A galactocerebroside (BAC-4-4a) was obtained from its parent galactocerebroside molecular species (BAC-4) by using two types of reversed-phase HPLC column. The parent cerebroside BAC-4 has been isolated from less polar lipid fraction of CHCl3/MeOH extract of sea cucumber Bohadschia argus, together with known typical types of glucocerebroside molecular species. The structure of BAC-4-4a was determined on the basis of chemical and spectroscopic evidences as 1-O-(β-D-galactopyranosyl)-(25,3R, 4,E)-2[(2′R,15′Z)-2-hydroxytetracosenoyl-amino]-4-heptadecene-1, 3-diol. This is the first report of isolation and structure determination of galactocerebro-side from sea cucumber.

AB - A galactocerebroside (BAC-4-4a) was obtained from its parent galactocerebroside molecular species (BAC-4) by using two types of reversed-phase HPLC column. The parent cerebroside BAC-4 has been isolated from less polar lipid fraction of CHCl3/MeOH extract of sea cucumber Bohadschia argus, together with known typical types of glucocerebroside molecular species. The structure of BAC-4-4a was determined on the basis of chemical and spectroscopic evidences as 1-O-(β-D-galactopyranosyl)-(25,3R, 4,E)-2[(2′R,15′Z)-2-hydroxytetracosenoyl-amino]-4-heptadecene-1, 3-diol. This is the first report of isolation and structure determination of galactocerebro-side from sea cucumber.

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