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Relevant academic research and scientific papers

Renierosides, cerebrosides from a marine sponge Haliclona (Reniera) sp

Guided by the brine shrimp lethality assay, eight new cerebrosides (1-8) have been isolated from an extract of the marine sponge Haliclona (Reniera) sp. A novel feature of these cerebrosides was the presence of unprecedented amide-linked long-chain fatty acid moieties. The planar structures of the cerebrosides (1-8) were established by 1D and 2D NMR spectroscopic techniques, mass spectrometric analyses, and chemical degradation methods. The isolated compounds did not display cytotoxicity to a panel of five human solid tumor cell lines.

Lipid metabolites with free-radical scavenging activity from Euphorbia helioscopia L.

The methanolic extract of the plant Euphorbia helioscopia L. exhibited an interesting free-radical scavenging activity. From the aerial parts of Euphorbia helioscopia L. (Euphorbiaceae), a complex mixture of seven cerebrosides together with glucoclionasterol, a digalactosyldiacylglycerol and a diacylmonogalactosylglycerol were identified. The structures of the cerebrosides were characterized as 1-O-β-d-glucosides of phytosphingosines, which comprised (2S, 3S, 4E, 8E)-2-amino-4(E),8(E)-octadecadiene-1,3-diol, (2S, 3S, 4E, 8Z)-2-amino-4(E),8(Z)-octadecadiene-1,3-diol, (2S, 3S, 4R, 8Z)-2-amino-8(Z)-octadecene-1,3,4-triol as long chain bases with seven 2-hydroxy fatty acids of varying chain lengths (C16, C24:1, C 26:1, C24, C26, C28:1) linked to the amino group. The glycosylglycerides were characterized as (2S)-2,3-O-di-(9,12, 15-octadecatrienoyl)-glyceryl-6-O-(α-d-galactopyranosyl) -β-d-galactopyranoside and (2S)-2,3-O-di-(9,12,15-octadecatrienoyl)- glyceryl-1-O-β-d-galactopyranoside. The structures were established on the basis of spectroscopic data and chemical reactions.

Preliminary biological assay on cerebroside mixture from Euphorbia nicaeensis All. Isolation and structure determination of five glucocerebrosides

Preliminary studies of in vitro cytostatic activity on less polar fraction of the MeOH extract of the plant Euphorbia nicaeensis All., carried out on KB cells, have evinced a relatively low ability of extract to inhibit cell growth. Successive, five glucocerebrosides were isolated from the cerebroside molecular species obtained from this extract using normal and reversed phase column 'flash-chromatography'. The structures of these cerebrosides were determined on the basis of chemical and spectroscopic evidences. Mass spectrometry of dimethyl disulfide derivatives was useful for the determination of the double-bond positions in the long-chain bases.

Constituents of Euphorbiaceae, 10. Comm. New Cerebrosides from Euphorbia characias L.

Four new cerebrosides C-1 - C-4 were isolated from the latex of Euphorbia characias L.On the basis of spectral evidences and chemical reactions they were characterized as (2S,3S,4R,5R,6Z)-1-O-(β-D-glucopyranosyl)-2N--6(Z)-octadecene-1,3,4,5-tetraol-2-amino (C-1), (2S,3S,4R,5R,6Z)-1-O-(β-D-glucopyranosyl)-2N--6(Z)-octadecene-1,3,4,5-tetraol-2-amino (C-2), (2S,3S,4R,5R,6Z)-1-O-(β-D-glucopyranosyl)-2N--6-(Z)-octadecene-1,3,4,5-tetraol-2-amino (C-3) and (2S,3S, 4R,5R,6Z)-1-O-(β-D-glucopyranosyl)-2N--6-(Z)-octadecene-1,3,4,5-tetraol-2-amino (C-4).Reversed phase column flash chromatography was effective for the isolation of the cerebrosides.FAB-MS spectrometry, (1)H NMR, (13)C NMR analysis and chemical reactions were useful in providing information for the structure elucidation.