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

Parasitology International

Volumn 62, Issue 6, 2013, Pages 535-542

  Vale, Nuno ^a   Gouveia, Maria João ^a   Botelho, Mónica ^a,b   Sripa, Banchob ^c   Suttiprapa, Sutas ^d   Rinaldi, Gabriel ^e,f   Gomes, Paula ^a   Brindley, Paul J ^e   Correia da Costa, José Manuel ^a,b  

^a UNIVERSITY OF PORTO   (Portugal)

^b NATIONAL INSTITUTE OF HEALTH   (Portugal)

^c KHON KAEN UNIVERSITY   (Thailand)

^d MAHIDOL UNIVERSITY   (Thailand)

^e GEORGE WASHINGTON UNIVERSITY SCHOOL OF MEDICINE AND HEALTH SCIENCES   (United States)

^f DEPARTAMENTO DE BIOQUÍMICA   (Uruguay)

Author keywords

Bile acids; Flukes; Opisthorchis viverrini; Oxysterols

Indexed keywords

ESTROGEN; OXYSTEROL; BILE ACID; CHOLESTEROL; HELMINTH PROTEIN;

ARTICLE; CONTROLLED STUDY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; NONHUMAN; OPISTHORCHIS VIVERRINI; PRIORITY JOURNAL; STEROID HYDROXYLATION; TANDEM MASS SPECTROMETRY; AMINO ACID SEQUENCE; ANALOGS AND DERIVATIVES; ANIMAL; CHEMISTRY; CYPRINIDAE; FISH DISEASE; HAMSTER; HUMAN; LIQUID CHROMATOGRAPHY; METABOLISM; METACERCARIA; OPISTHORCHIASIS; OPISTHORCHIS; OXIDATION REDUCTION REACTION; PARASITOLOGY; VETERINARY;

CRICETINAE; FASCIOLA HEPATICA; OPISTHORCHIS VIVERRINI; VERMES;

AMINO ACID SEQUENCE; ANIMALS; BILE ACIDS AND SALTS; CHOLESTEROL; CHROMATOGRAPHY, LIQUID; CRICETINAE; CYPRINIDAE; FISH DISEASES; HELMINTH PROTEINS; HUMANS; METACERCARIAE; OPISTHORCHIASIS; OPISTHORCHIS; OXIDATION-REDUCTION; TANDEM MASS SPECTROMETRY;

EID: 84883274221     PISSN: 13835769     EISSN: 18730329     Source Type: Journal    
DOI: 10.1016/j.parint.2013.08.001     Document Type: Article

References (31)

1. Sithithaworn P., Andrews R.H., Van De N., Wongsaroj T., Sinuon M., Odermatt P., et al. The current status of opisthorchiasis and clonorchiasis in the Mekong Basin. Parasitol Int 2012, 61:10-16.
2. Sripa B., Pairojkul C. Cholangiocarcinoma: lessons from Thailand. Curr Opin Gastroenterol 2008, 24:349-356.
3. Sirica A.E. Cholangiocarcinoma: molecular targeting strategies for chemoprevention and therapy. Hepatology 2005, 41:5-15.
4. Yongvanit P., Pinlaor S., Bartsch H. Oxidative and nitrative DNA damage: keys event in opisthorchiasis-induced carcinogenesis. Parasitol Int 2012, 61:130-135.
5. Akaike T., Okamoto S., Sawa T., Yoshitake J., Tamura F., Ichimori K., et al. 8-Nitroguanosine formation in viral pneumonia and its implication for pathogenesis. Proc Natl Acad Sci U S A 2003, 100:685-690.
6. Haswell-Elkins M.R., Satarug S., Tsuda M., Mairing E., Esumi H., Sithithaworn P., et al. Liver fluke infection and cholangiocarcinoma: model of endogenous nitric oxide and extragastric nitrosation in human carcinogenesis. Mutat Res 1994, 305:241-252.
7. Ohshima H., Bandaletova T.Y., Brouet I., Bartsch H., Kirby K., Ogunbiyi F., et al. Increased nitrosamine and nitrate biosynthesis mediated by nitric oxide synthase induced in hamster infected with liver fluke (Opisthorchis viverrini). Carcinogenesis 1994, 15:271-275.
8. Botelho M.C., Soares R., Vale N., Ribeiro R., Camilo V., Almeida R., et al. Schistosoma haematobium: identification of new estrogenic molecules with estradiol antagonistic activity and ability to inactive estrogen receptor in mammalian cells. Exp Parasitol 2010, 126:526-535.
9. Vale N., Fernandes I., Moreira R., Mateus N., Gomes P. Comparative analysis of in vitro rat liver metabolism of the antimalarial primaquine and a derived imidazoquine. Drug Metab Lett 2012, 11:15-25.
10. Martucci C.P., Fishman C. P450 enzymes of estrogen metabolism. Pharmacol Ther 1993, 57:237-257.
11. Suttiprapa S., Loukas A., Laha T., Pongkham S., Kaewkes S., Gaze S., et al. Characterization of the antioxidant enzyme, thioredoxin peroxidase, from the carcinogenic liver fluke, Opisthorchis viverrini. Mol Biochem Parasitol 2008, 120:116-122.
12. Kawanishi S., Hiraku Y., Pinlaor S., Ma N. Oxidative and nitrative DNA damage in animals and patients with inflammatory disease in relation to inflammation-related carcinogenesis. Biol Chem 2006, 387:365-372.
13. Björkhem I. Do oxysterols control cholesterol homeostasis?. J Clin Invest 2002, 110:725-730.
14. Jusakul A., Loilome W., Namwat N., Haigh W.G., Kuver R., Dechakhamphu S., et al. Liver fluke-induced hepatic oxysterols stimulate DNA damage and apoptosis in cultured human cholangiocytes. Mutat Res 2012, 731:48-57.
15. Loilome W., Wechagama P., Namwat N., Jusakul A., Sripa B., Miwa M., et al. Expression of oxysterol binding protein isoforms in opisthorchiasis-associated cholangiocarcinoma: a potential molecular marker for tumor metastasis. Parasitol Int 2012, 61:136-139.
16. Mairiang E., Mairiang P. Clinical manifestation of opisthorchiasis and treatment. Acta Trop 2003, 88:221-227.
17. Mulvenna J., Sripa B., Brindley P.J., Gorman J., Jones M.K., Colgrave M.L., et al. The secreted and surface proteomes of the adult stage of the carcinogenic human liver fluke Opisthorchis viverrini. Proteomics 2010, 10:1063-1078.
18. Smathers R.L., Petersen D.R. The human fatty acid-binding protein family: evolutionary divergences and functions. Hum Genomics 2011, 5:170-191.
19. Gouveia M.J., Botelho M., Brindley P.J., Costa J.M.C.C., Gomes P., Vale N. Mass spectrometry techniques in the survey of steroid metabolites as potential disease biomarkers: a review. Metabolism 2013, [in press].
20. Cavalieri E.L., Rogan E.G. Unbalanced metabolism of endogenous estrogens in the etiology and prevention of human cancer. J Steroid Biochem Mol Biol 2011, 125:169-180.
21. Lövgren-Sandlom A., Heverin M., Larsson H., Lundström E., Wahren J., Diczfalusy U., et al. Novel LC-MS/MS method of assay of 7a-hydroxy-4-cholesten-3-one in human plasma. Evidence for a significant extrahepatic metabolism. J Chromatogr A 2007, 856:15-19.
22. Migasena S., Egoramaiphol S., Tungtrongchitr R., Migasena P. Study on serum bile acids in opisthorchiasis in Thailand. J Med Assoc Thai 1983, 66:464-469.
23. Brown A.J., Jessup W. Oxysterols: sources, cellular storage and metabolism, and new insights into their roles in cholesterol homeostasis. Mol Aspects Med 2009, 30:111-122.
24. Diczfalusy U., Lund E., Lutjohann D., Bjorkhem I. Novel pathways for elimination of cholesterol by extrahepatic formation of side-chain oxidized oxysterols. Scand J Clin Lab Invest 1996, 226:9-17.
25. Meaney S., Bodin K., Diczfalusy U., Bjorkhem I. On the rate of translocation in vitro and kinetics in vivo of the major oxysterols in human circulation: critical importance of the position of the oxygen function. J Lipid Res 2002, 43:2130-2135.
26. Scalia S. Bile acid separation. J Chromatogr B Biomed Sci Appl 1995, 671:299-317.
27. Bobeldijk L., Hekman J., de Vries-van der Weij J., Coulier L., Ramaker R., Kleemann R., et al. Quantitative profiling of bile acids in biolfluids and tissues based on accurate mass high resolution LC-FT-MS: compound class targeting in metabolomics workflow. J Chromatogr B Analyt Technol Biomed Life Sci 2008, 871:306-313.
28. Burkard L., von Eckardstein A., Rentsch K.M. Differentiated quantification of human bile acids in serum by high performance liquid chromatography-tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci 2005, 826:147-159.
29. Young N.D., Campbell B.E., Hall R.S., Jex A.R., Cantacessi C., Laha T., et al. Unlocking the transcriptomes of the carcinogens Clonorchis sinensis and Opisthorchis viverrini. PLoS Negl Trop Dis 2010, 4:e719.
30. Sripa B., Brindley P.J., Mulvenna J., Laha T., Smout M.J., Mairiang E., et al. The tumorigenic liver fluke Opisthorchis viverrini - multiple pathways to cancer. Trends Parasitol 2012, 28:395-407.
31. Porter F.D., Scherrer D.E., Lanier M.H., Langmade S.J., Molugu V., Gale S.E., et al. Cholesterol oxidation products are sensitive and specific blood-based biomarkers for Niemann-Pick C1 disease. Sci Transl Med 2010, 2:56ra81.