title: Carcinogenic liver fluke Opisthorchis viverrini oxysterols detected by LC-MS/MS survey of soluble fraction parasite extract.
abstract: Liquid chromatography in tandem mass spectrometry (LC-MS/MS) has emerged as an informative tool to investigate oxysterols (oxidized derivatives of cholesterol) in helminth parasite associated cancers. Here, we used LC-MS/MS to investigate in soluble extracts of the adult developmental stage of Opisthorchis viverrini from experimentally infected hamsters. Using comparisons with known bile acids and the metabolites of estrogens, the LC-MS data indicated the existence of novel oxysterol derivatives in O. viverrini. Most of these derivatives were ramified at C-17, in similar fashion to bile acids and their conjugated salts. Several were compatible with the presence of an estrogen core, and/or hydroxylation of the steroid aromatic ring A, hydroxylation of both C-2 and C-3 of the steroid ring and further oxidation into an estradiol-2,3-quinone.
authors: CIQUP, Chemistry and Biochemistry Department, Faculty of Sciences, University of Porto, Rua Campo Alegre, 687, 4169-007 Porto, Portugal. Electronic address: nuno.vale@fc.up.pt.
authors: Nuno
authors: N
authors: Vale
authors: Maria João
authors: MJ
authors: Gouveia
authors: Mónica
authors: M
authors: Botelho
authors: Banchob
authors: B
authors: Sripa
authors: Sutas
authors: S
authors: Suttiprapa
authors: Gabriel
authors: G
authors: Rinaldi
authors: Paula
authors: P
authors: Gomes
authors: Paul J
authors: PJ
authors: Brindley
authors: José Manuel
authors: JM
authors: Correia da Costa
mesh_terms: D000595:Amino Acid Sequence; D000818:Animals; D001647:Bile Acids and Salts / Q000378:metabolism; D002784:Cholesterol / Q000031:analogs & derivatives*; D002853:Chromatography, Liquid / Q000662:veterinary; D006224:Cricetinae; D003530:Cyprinidae; D005393:Fish Diseases / Q000469:parasitology*; D015801:Helminth Proteins / Q000378:metabolism*; D006801:Humans; D058488:Metacercariae; D009889:Opisthorchiasis / Q000469:parasitology; D009891:Opisthorchis / Q000737:chemistry* / Q000378:metabolism; D010084:Oxidation-Reduction; D053719:Tandem Mass Spectrometry / Q000662:veterinary
chemical_list: D001647:Bile Acids and Salts; D015801:Helminth Proteins; D002784:Cholesterol
keywords: Bile acids; Flukes; Opisthorchis viverrini; Oxysterols
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