Constituents of ophiuroidea. 1. Isolation and structure of three ganglioside molecular species from the brittle star Ophiocoma scolopendrina

Citation
M. Inagaki et al., Constituents of ophiuroidea. 1. Isolation and structure of three ganglioside molecular species from the brittle star Ophiocoma scolopendrina, CHEM PHARM, 49(12), 2001, pp. 1521-1525
Citations number
11
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry & Analysis
Journal title
CHEMICAL & PHARMACEUTICAL BULLETIN
ISSN journal
0009-2363 → ACNP
Volume
49
Issue
12
Year of publication
2001
Pages
1521 - 1525
Database
ISI
SICI code
0009-2363(200112)49:12<1521:COO1IA>2.0.ZU;2-E
Abstract
Three ganglioside molecular species, OSG-0 (1), OSG-1 (2), and OSG-2 (3) ha ve been obtained from the polar lipid fraction of the chloroform/methanol e xtract of the brittle star Ophiocoma scolopendrina. The structures of these gangliosides have been determined on the basis of chemical and spectroscop ic evidence as 1-O-[(N-glycolyl-alpha -D-neuraminosyl)-(2 -->6)-beta -D-glu copyranosyl]-ceramide (1), 1-O-[8-O-sulfo-(N-acetyl-alpha -D-neuraminosyl)- (2 -->6)-beta -D-glucopyranosyl]-ceramide (2) and 1-O-[(N-glycolyl-alpha -D -neuraminosyl)-(2 -->8)-(N-acetyl- and N-glycolyl-alpha -D-neuraminosyl)-(2 -->6)-beta -D-glucopyranosyl]-ceramide (3). The ceramide moieties were com posed of heterogeneous unsubstituted fatty acid, 2-hydroxy fatty acid and p hytosphingosine units. Compounds 2 and 3 represent new ganglioside molecula r species.