Biologically active glycosides from asteroidea, 43. Isolation and structure of a new neuritogenic-active ganglioside molecular species from the starfish Linckia laevigata.
A ganglioside molecular species, LLG-5 (1), has been obtained from the water soluble lipid fraction of the CHCl3/MeOH extract of the starfish Linckia laevigata. On the basis of chemical and spectroscopic findings, the structure of 1 has been elucidated. Negative ion FAB-MS provided important information both on the structure of the sugar moiety and on the molecular mass of the ganglioside. 1 is a new ganglioside molecular species possessing a 2-->11 linked linear-type trisialosyl moiety. Moreover, 1 exhibited neuritogenic activity in rat pheochromocytoma PC-12 cells in the presence of nerve growth factor.
Inagaki
Masanori
M
Graduate School of Pharmaceutical Sciences, Kyushu University, Maidashi, Fukuoka, Japan.
Miyamoto
Tomofumi
T
Isobe
Ryuichi
R
Higuchi
Ryuichi
R
D000818:Animals; D005732:Gangliosides / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D008401:Gas Chromatography-Mass Spectrometry; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D000432:Methanol; D016501:Neurites / Q000187:drug effects*; D016716:PC12 Cells; D051381:Rats; D013055:Spectrophotometry, Infrared; D013215:Starfish / Q000737:chemistry*; D013402:Sugar Alcohols / Q000737:chemistry
D005732:Gangliosides; D006027:Glycosides; D013402:Sugar Alcohols; D000432:Methanol