Constituents of Holothuroidea, 15. Isolation of Ante-iso Type Regio-isomer on Long Chain Base Moiety of Glucocerebroside from the Sea Cucumber Holothuria leucospilota

Koji Yamada; Noriko Wada; Hiroyuki Onaka; Rei Matsubara; Ryuichi Isobe; Masanori Inagaki; Ryuichi Higuchi

doi:10.1248/cpb.53.788

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Constituents of Holothuroidea, 15. Isolation of Ante-iso Type Regio-isomer on Long Chain Base Moiety of Glucocerebroside from the Sea Cucumber Holothuria leucospilota

Koji Yamada, Noriko Wada, Hiroyuki Onaka, Rei Matsubara, Ryuichi Isobe, Masanori Inagaki, Ryuichi Higuchi

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Keywords: glycosphingolipid, glucocerebroside, sea cucumber, Holothuria leucospilota, recycling HPLC

JOURNAL FREE ACCESS

2005 Volume 53 Issue 7 Pages 788-791

DOI https://doi.org/10.1248/cpb.53.788

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Abstract

An ante-iso type regio-isomer on the long chain base moiety of a glucocerebroside, HLC-2-A, has been isolated from its parent glucocerebroside molecular species HLC-2 composed of iso and ante-iso isomers, from the less polar lipid fraction of a chloroform/methanol extract of the sea cucumber Holothuria leucospilota. Reverse-phase HPLC that included a recycling system was effective in separating the regio-isomer from its counterpart, revealing a very close resemblance in structure. Other typical glucocerebroside molecular species HLC-1 and HLC-3 were obtained together with HLC-2. The structures of these glucocerebrosides were determined on the basis of chemical and spectroscopic evidence.

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