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Biologically active glycosides from asteroidea, XXXII. Glycosphingolipids from the starfish Astropecten latespinosus , 2. Structure of two new ganglioside molecular species and biological activity of the ganglioside
Author(s) -
Higuchi Ryuichi,
Matsumoto Shuji,
Fujita Masanori,
Komori Tetsuya,
Sasaki Takuma
Publication year - 1995
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199519950374
Subject(s) - ganglioside , chemistry , starfish , glycoside , oligosaccharide , moiety , biochemistry , biological activity , in vitro , molecular mass , stereochemistry , hydrolysis , chemical structure , organic chemistry , enzyme , biology , ecology
Two ganglioside molecular species [LG‐1 ( 1 ) and LG‐2 ( 5 )] have been obtained from the water‐soluble lipid fraction of the chloroform/methanol extract of the starfish Astropecten latespinosus . On the basis of chemical and spectroscopic findings, the structure of 1 and 5 have been elucidated. They are new ganglioside molecular species. Negative FAB mass spectrometry provided important information both on the structure of the sugar moiety and on the molecular mass of the gangliosides. Partial hydrolysis by hot water has proved useful for structure elucidation of the complex oligosaccharide moieties. In addition, the major ganglioside molecular species, LG‐2 ( 5 ), shows antitumor activity against murine lymphoma L1210 cells in vitro.