Carcinogenic liver fluke Opisthorchis viverrini oxysterols detected by LC-MS/MS survey of soluble fraction parasite extract

Parasitol Int. 2013 Dec;62(6):535-42. doi: 10.1016/j.parint.2013.08.001. Epub 2013 Aug 20.

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.

Keywords: Bile acids; Flukes; Opisthorchis viverrini; Oxysterols.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Animals
  • Bile Acids and Salts / metabolism
  • Cholesterol / analogs & derivatives*
  • Chromatography, Liquid / veterinary
  • Cricetinae
  • Cyprinidae
  • Fish Diseases / parasitology*
  • Helminth Proteins / metabolism*
  • Humans
  • Metacercariae
  • Opisthorchiasis / parasitology
  • Opisthorchis / chemistry*
  • Opisthorchis / metabolism
  • Oxidation-Reduction
  • Tandem Mass Spectrometry / veterinary

Substances

  • Bile Acids and Salts
  • Helminth Proteins
  • Cholesterol