TY - JOUR
T1 - Carcinogenic liver fluke Opisthorchis viverrini oxysterols detected by LC-MS/MS survey of soluble fraction parasite extract
AU - Vale, Nuno
AU - Gouveia, Maria João
AU - Botelho, Mónica
AU - Sripa, Banchob
AU - Suttiprapa, Sutas
AU - Rinaldi, Gabriel
AU - Gomes, Paula
AU - Brindley, Paul J.
AU - Correia da Costa, José Manuel
N1 - Funding Information:
PG and NV thank Fundação para a Ciência e Tecnologia (FCT, Portugal) and FEDER (European Union) for funding through project grants CONC-REEQ/275/QUI and PEst-C/QUI/UI0081/2011 . NV also thanks FCT for Post-Doc grant SFRH/BPD/48345/2008 . JMCC thanks also FCT for Pest-OE/AGR/UI0211/2011 and Strategic Project UI211-2011-2013 . PJB received support from awards R01CA155297 and R01CA164719 from the National Cancer Institute . The content is solely the responsibility of the authors and does not necessarily represent the official views of the NCI or NIH.
PY - 2013/12/1
Y1 - 2013/12/1
N2 - 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.
AB - 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.
KW - Amino Acid Sequence
KW - Animals
KW - Bile Acids and Salts/metabolism
KW - Cholesterol/analogs & derivatives
KW - Chromatography, Liquid/veterinary
KW - Cricetinae
KW - Cyprinidae
KW - Fish Diseases/parasitology
KW - Helminth Proteins/metabolism
KW - Humans
KW - Metacercariae
KW - Opisthorchiasis/parasitology
KW - Opisthorchis/chemistry
KW - Oxidation-Reduction
KW - Tandem Mass Spectrometry/veterinary
UR - http://www.scopus.com/inward/record.url?scp=84883274221&partnerID=8YFLogxK
U2 - 10.1016/j.parint.2013.08.001
DO - 10.1016/j.parint.2013.08.001
M3 - Article
C2 - 23973383
AN - SCOPUS:84883274221
SN - 1383-5769
VL - 62
SP - 535
EP - 542
JO - Parasitology International
JF - Parasitology International
IS - 6
ER -
