Constituents of Crinoidea. 3. Isolation and structure of a glycosyl inositolphosphoceramide-type ganglioside with neuritogenic activity from the feather star Comanthus japonica.
نویسندگان
چکیده
A glycosyl inositolphosphoceramide-type ganglioside, CJP4, was obtained from the polar lipid fraction of the chloroform/methanol extract of the feather star Comanthus japonica. The structure of this ganglioside has been determined on the basis of chemical and spectroscopic evidence to be 9-O-methyl-(N-glycolyl-alpha-D-neuraminosyl)-(2-->11)-9-O-methyl-(N-glycolyl-alpha-D-neuraminosyl)-(2-->11)-9-O-methyl-(N-glycolyl-alpha-D-neuraminosyl)-(2-->3)-inositolphosphoceramide, which contains C(16)-sphingosine and C(22:0)-, C(24:0)-fatty acid. This is the first report on the isolation and structural elucidation of a trisialo-glycosyl inositolphosphoceramide-type ganglioside. Moreover, CJP4 exhibited neuritogenic activity toward the rat pheochromocytoma PC12 cells in the presence of nerve growth factor.
منابع مشابه
Constituents of crinoidea. 2. Isolation and structure of the novel type gangliosides from the feather star Comanthus japonica.
Two novel type gangliosides CJP2 and CJP3 have been obtained from the feather star Comanthus japonica. On the basis of methylation linkage analysis combined with ammonolysis and other chemical and spectroscopic evidence, the chemical structures of CJP2 and CJP3 were determined to be alpha-9-O-Me-NeuGc-(2-->3)-inositolphosphoceramide and alpha-9-O-Me-NeuGc-(2-->11)-alpha-9-O-Me-NeuGc-(2-->3)-ino...
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Five ceramides, JC-1-JC-5, and four glucocerebrosides, JCer-1-JCer-4, have been isolated from their parent ceramide and glucocerebroside molecular species JC and JCer obtained from the less polar lipid fraction of the chloroform/methanol extract of the feather star Comanthus japonica. The structures of these sphingolipids have been determined on the basis of chemical and spectroscopic evidence....
متن کاملChem. Pharm. Bull. 55(11) 1649—1651 (2007)
ingolipids (GSLs) from echinoderms, a series of studies on the isolation and structural elucidation of biologically active GSLs have been performed in our laboratory. In the study of the GSLs of the crinoidea, we reported on the isolation and structural elucidation of cerebrosides, inositolphosphoceramide, and the glycosyl inositolphosphoceramide-type gangliosides from the feather star Comanthu...
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عنوان ژورنال:
- Chemical & pharmaceutical bulletin
دوره 52 9 شماره
صفحات -
تاریخ انتشار 2004