title: Cerebrosides with antiproliferative activity from Euphorbia peplis L.
abstract: Two new cerebrosides have been isolated from the whole plants of Euphorbia peplis L. The structures were established by FT-IR spectroscopy, FAB MS, EI-MS, ESI-MS, 1D and 2D NMR spectroscopy. The structures of the cerebrosides were characterized as 1-O-beta-d-glycosides of phytosphingosines, which comprised a common long-chain base, (2S, 3S, 4R, 8Z)-2-amino-8 (Z)-octadecene-1,3,4-triol with 2-hydroxy fatty acids of varying chain lengths (C25, C22) linked to the amino group. The isolated compounds were shown to possess significant antiproliferative properties against cultured human tumor cell lines KB and IMR-32.
authors.affiliation: Department of Pharmaceutical Sciences, University of Trieste, P.zle Europa, 1, 34127 Trieste, Italy. cateni@units.it
authors.forename: Francesca
authors.initials: F
authors.lastname: Cateni
authors.forename: Jelena
authors.initials: J
authors.lastname: Zilic
authors.forename: Marina
authors.initials: M
authors.lastname: Zacchigna
authors.forename: Giuseppe
authors.initials: G
authors.lastname: Procida
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D002277:Carcinoma / Q000188:drug therapy*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects*; D002554:Cerebrosides / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D028481:Euphorbia / Q000737:chemistry*; D006801:Humans; D015394:Molecular Structure; D009369:Neoplasms / Q000188:drug therapy*; D008517:Phytotherapy; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use
chemical_list: C550892:(2S,3S,4R,8Z)-1-O-(beta-D-galactopyranosyl)-2N-((2'R)-2'-hydroxypentacosanoilamino)8(Z)-octadecene-1,3,4-triol; C550893:1-O-(beta-D-galactopyranosyl)-(2S,3S,4R,8Z)-2-((2'R)-2'-hydroxydocosanoilamino)-8(Z)-octadecene-1,3,4-triol; D000972:Antineoplastic Agents, Phytogenic; D002554:Cerebrosides; D010936:Plant Extracts