Effects of cyclopenta[c]phenanthrene and its derivatives on zona radiata protein, ERα, and CYP1A mRNA expression in liver of rainbow trout (Oncorhynchus mykiss Walbaum)

Chemico-Biological Interactions

Volumn 174, Issue 1, 2008, Pages 60-68

  Woźny, Maciej ^a   Brzuzan, Paweł ^a   Łuczyński, Michał K ^a   Góra, Maciej ^b   Bidzińska, Joanna ^a   Jurkiewicz, Paweł ^a  

^a UNIVERSITY OF WARMIA AND MAZURY IN OLSZTYN   (Poland)

^b JAGIELLONIAN UNIVERSITY   (Poland)

Author keywords

Cyclopenta c phenanthrenes; CYP1A mRNA; Estrogen receptor mRNA; Rainbow trout; Zona radiata protein mRNA

Indexed keywords

5 AMINO 6 METHOXY CYCLOPENTA[C]PHENANTHRENE; 5 AMINO 9 METHOXY CYCLOPENTA[C]PHENANTHRENE; 5 AMINO CYCLOPENTA[C]PHENANTHRENE; BENZO[A]PYRENE; BENZO[C]PHENANTHRENE; CYCLOPENTA[C]PHENANTHRENE; CYTOCHROME P450 1A; ESTROGEN RECEPTOR ALPHA; PROTEIN ZONA RADIATA; XENOBIOTIC AGENT; ZEARALENONE;

ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; DNA SYNTHESIS; DRUG EFFECT; DRUG STRUCTURE; LIVER; NONHUMAN; PROTEIN BINDING; RAINBOW TROUT; REAL TIME POLYMERASE CHAIN REACTION; RNA EXTRACTION; UPREGULATION;

ANIMALS; CYTOCHROME P-450 CYP1A1; EGG PROTEINS; ESTROGEN RECEPTOR ALPHA; GENE EXPRESSION REGULATION; GONANES; LIVER; ONCORHYNCHUS MYKISS; REVERSE TRANSCRIPTASE POLYMERASE CHAIN REACTION; RNA, MESSENGER;

ONCORHYNCHUS MYKISS; RADIATA;

EID: 45849148051     PISSN: 00092797     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cbi.2008.04.022     Document Type: Article

References (48)

1. Payne J.F., Mathieu A., and Collier T.K. Ecotoxicological studies focusing on marine and freshwater fish. In: Dauben P.E.T. (Ed). PAHs-An Ecotoxicological Perspective (2003), Wiley, West Sussex, UK 191-224
2. Srogi K. Monitoring of environmental exposure to polycyclic aromatic hydrocarbons: a review. Environ. Chem. Lett. 5 (2007) 169-195
3. Harvey R.G. Polycyclic Aromatic Hydrocarbons (1997), Wiley-VCH, New York
4. Brenner R.C., Magar V.S., Ickes J.A., Abbott J.E., Stout S.A., Crecelius E.A., and Bingler L.S. Characterization and fate of PAH-contaminated sediments at the Wyckoff/Eagle Harbor Superfund site. Environ. Sci. Technol. 36 (2002) 2605-2613
5. Bailey G.S., Williams D.E., and Hendricks J.D. Fish models for environmental carcinogenesis: the rainbow trout. Environ. Health Perspect. 104 (1996) 5-21
6. White P.A., Robitaille S., and Rasmussen J.B. Heritable reproductive effects of benzo[a]pyrene on the fathead minnow (Pimephales promelas). Environ. Toxicol. Chem. 18 (1999) 1843-1847
7. Barron M.G., Carls M.G., Short J.W., and Rice S.D. Photoenhanced toxicity of aqueous phase and chemically dispersed, weathered Alaska North Slope crude oil to Pacific herring eggs and larvae. Environ. Toxicol. Chem. 22 (2003) 650-660
8. Brinkworth L.C., Hodson P.V., Tabash S., and Lee P. CYP1A induction and blue sac disease in early developmental stages of rainbow trout (Oncorhynchus mykiss) exposed to retene. J. Toxicol. Environ. Health 66A (2003) 627-646
9. Incardona J.P., Collier T.K., and Scholz N.L. Defects in cardiac function precede morphological abnormalities in fish embryos exposed to polycyclic aromatic hydrocarbons. Toxicol. Appl. Pharmacol. 196 (2004) 191-205
10. Nebert D.W., Roe A.L., Dieter M.Z., Solis W.A., Yang Y., and Dalton T.P. Role of the aromatic hydrocarbon receptor and [Ah] gene battery in the oxidative stress response, cell cycle control and apoptosis. Biochem. Pharmacol. 59 (2000) 65-85
11. Hahn M.E., Merson R.R., and Karchner S.I. Xenobiotic receptors in fish: structural and functional diversity and evolutionary insights. In: Moon T.W., and Mommsen T.P. (Eds). Biochemical and Molecular Biology of Fishes vol. 6. Environmental Toxicology (2005), Elsevier, New York 191-228
12. van der Oost R., Beyer J., and Vermeulen N.P.E. Fish bioaccumulation and biomarkers in environmental risk assessment: a review. Environ. Toxicol. Pharmacol. 13 (2003) 57-149
13. Kawajiri K., and Fujii-Kuriyama Y. Cytochrome P450 gene regulation and physiological functions mediated by the aryl hydrocarbon receptor. Arch. Biochem. Biophys. 464 (2007) 207-212
14. Charles G.D., Bartels M.J., Zacharewski T.R., Gollapudi B.B., Freshour N.L., and Carney E.W. Activity of benzo[a]pyrene and its hydroxylated metabolites in an estrogen receptor-α reporter gene assay. Toxicol. Sci. 14 (2000) 207-216
15. van Lipzig M.M.H., Vermeulen N.P.E., Gusinu R., Legler J., Frank H., Seidel A., and Meerman J.H.N. Formation of estrogenic metabolites of benzo[a]pyrene and chrysene by cytochrome P450 activity and their combined and supra-maximal estrogenic activity. Environ. Toxicol. Pharmacol. 19 (2005) 41-55
16. Mortensen A.S., and Arukwe A. Interactions between estrogen- and Ah-receptor signalling pathways in primary culture of salmon hepatocytes exposed to nonylphenol and 3,3′,4,4′-tetrachlorobiphenyl (Congener 77). Comp. Hepatol. 6 (2007) 2
17. Mortensen A.S., and Arukwe A. Targeted salmon gene array (SalArray): a toxicogenomic tool for gene expression profiling of interactions between estrogen and aryl hydrocarbon receptor signalling pathways. Chem. Res. Toxicol. 20 (2007) 474-488
18. Navas J.M., and Segner H. Antiestrogenicity of β-naphthoflavone and PAHs in cultured rainbow trout hepatocytes: evidence for a role of the arylhydrocarbon receptor. Aquat. Toxicol. 51 (2000) 79-92
19. Arukwe A., Yadetie F., Male R., and Goksøyr A. In vivo modulation of nonylphenol-induced zonagenesis and vitellogenesis by the antiestrogen, 3 3′4,4′-tetrachlorobiphenyl (PCB-77) in juvenile fish. Environ. Toxicol. Pharmacol. 10 (2001) 5-15
20. Marrocchi A., Minuti L., Morozzi G., Pampanella L., and Taticchi A. Synthesis and mutagenicity of some cyclopenta[c]phenanthrenes and indeno[c]phenanthrenes. Carcinogenesis 9 (1996) 2009-2012
21. Brzuzan P., Góra M., Łuczyński M.K., Jurczyk Ł., Kuźmiński H., Nitek W., and Woźny M. Molecular geometry, CYP1A gene induction and clastogenic activity of cyclopenta[c]phenanthrene in rainbow trout. Polycyclic Aromat. Compd. 26 (2006) 345-365
22. Brzuzan P., Woźny M., Łuczyński M.K., Góra M., Ciesielski S., and Kuźmiński H. Cyclopenta[c]phenanthrene induction of CYP1A in brain of rainbow trout (Oncorhynchus mykiss). Environ. Biotechnol. 3 (2007) 10-14
23. Łuczyński M.K., Góra M., Mielżyńska D., Brzuzan P., Tejs S., Pirogowicz P., and Luczynski M. Preliminary evaluation of mutagenic activity of two amino derivatives of cyclopenta[c]phenanthrene. Environ. Biotechnol. 3 (2007) 15-19
24. Coombs M.M., and Bhatt T.S. Cyclopenta[a]phenanthrenes: Polycyclic Aromatic Compounds Structurally Related to Steroids (1987), Cambridge University Press, Cambridge
25. Arukwe A., Grotmol T., Haugen T.B., Knudsen F.R., and Goksøyr A. Fish model for assessing the in vivo estrogenic potency of the mycotoxin zearalenone and its metabolites. Sci. Total Environ. 236 (1999) 153-161
26. Takemura H., Shim J.-Y., Sayama K., Tsubura A., Zhu B.T., and Shimoi K. Characterization of the estrogenic activities of zearalenone and zeranol in vivo and in vitro. J. Steroid Biochem. Mol. Biol. 103 (2007) 170-177
27. Góra M., Łuczyński M.K., and Sepioł J.J. A convenient synthesis of 2-naphthylcyclopentanones and 2-naphthylcyclohexanones from 1-naphthylcycloalkenes. Synthesis 10 (2005) 1625-1630
28. NIH, Guide for the care and use of laboratory animals, National Institute of Health, Public Health Service, NIH publication no. 86-23, Bethesda, 1985.
29. Prentice E.F., Flagg T.A., McCutcheon C.A., Brastow D.F., and Cross D.C. Equipment, methods, and automated data-entry station for PIT tagging. Am. Fish. Soc. Symp. 7 (1990) 335-340
30. W. Dzbańska, CYP1A gene activity in rainbow trout (Oncorhynchus mykiss) exposed to cyclopenta[c]phenanthrene, M.Sc. Thesis, University of Warmia and Mazury in Olsztyn, Faculty of Environmental Sciences and Fisheries, Olsztyn, Poland, 2006 (in Polish).
31. Brzuzan P., Woźny M., Łuczyński M.K., and Góra M. CYP1A gene expression in adipose fin of rainbow trout (Oncorhynchus mykiss Walbaum) exposed to benzo[a]pyrene. Environ. Biotechnol. 3 (2007) 20-24
32. Pfaffl M.W. A new mathematical model for relative quantification in real-time RT-PCR. Nucleic Acid Res. 29 (2001) 2002-2007
33. Pfaffl M.W., Horgan G.W., and Dempfle L. Relative expression software tool (REST©) for group-wise comparison and statistical analysis of relative expression results in real-time PCR. Nucleic Acid Res. 30 (2002) e36
34. Hayakawa K., Onoda Y., Tachikawa C., Hohoi S., Yoshita M., Chung S.W., Kizu R., Toriba A., Kameda T., and Tang N. Estrogenic/antiestrogenic activities of polycyclic aromatic hydrocarbons and their monohydroxylated derivatives by yeast two-hybrid assay. J. Health Sci. 53 (2007) 562-570
35. Einolf H.J., Story W.T., Marcus C.B., Larsen M.C., Jefcoate C.R., Greenlee W.F., Yagi H., Jerina D.M., Amin S., Park S.S., Gelboin H.V., and Baird W.M. Role of cytochrome P450 enzyme induction in the metabolic activation of benzo[c]phenanthrene in human cell lines and mouse epidermis. Chem. Res. Toxicol. 10 (1997) 609-617
36. Hoffmann J.L., and Oris J.T. Altered gene expression: a mechanism for reproductive toxicity in zebrafish exposed to benzo[a]pyrene. Aquat. Toxicol. 78 (2006) 332-340
37. Fertuck K.C., Matthews J.B., and Zacharewski T.R. 3- and 9-hydroxybenzo[a]pyrene are responsible for in vitro estrogen receptor-mediated gene expression of benzo[a]pyrene, but do not elicit uterotrophic effects in vivo. Toxicol. Sci. 59 (2001) 231-240
38. Fertuck K.C., Kumar S., Sikka H.C., Matthews J.B., and Zacharewski T.R. Interaction of PAH-related compounds with the α and β isoforms of the estrogen receptor. Toxicol. Lett. 121 (2001) 167-177
39. Ohtake F., Baba A., Takada I., Okada M., Iwasaki K., Miki H., Takahashi S., Kouzmenko A., Nohara K., Chiba T., Furii-Kuriyama Y., and Kato S. Dioxin receptor is a ligand-dependent E3 ubiquitin ligase. Nature 446 (2007) 562-566
40. Malekinejad H., Van Tol H.T.A., Colenbrander B., and Fink-Gremmels J. Expression of 3α- and 3β-hydroxy steroid dehydrogenase mRNA in COCs and granulosa cells determines zearalenone biotransformation. Toxicol. In Vitro 20 (2006) 458-463
41. Jinno A., Maruyama Y., Ishizuka M., Kazusaka A., Nakamura A., and Fujita S. Induction of cytochrome P450-1A by the equine estrogen equilenin, a new endogenous aryl hydrocarbon receptor ligand. J. Steroid Biochem. Mol. Biol. 98 (2006) 48-55
42. Ohtake F., Takeyama K., Matsumoto T., Kitagawa H., Yamamoto Y., Nohara K., Tohyama C., Krust A., Mitura J., Chambon P., Yanagisawa J., Furii-Kuriyama Y., and Kato S. Modulation of oestrogen receptor signaling by association with the activated dioxin receptor. Nature 423 (2003) 545-550
43. Safe S., and Wormke M. Inhibitory aryl hydrocarbon receptor-estrogen receptor α cross-talk and mechanisms of action. Chem. Res. Toxicol. 16 (2003) 807-816
44. Bemanian V., Male R., and Goksøyr A. The aryl hydrocarbon receptor-mediated disruption of vitellogenin synthesis in the fish liver: cross-talk between AHR- and ERα-signalling pathways. Comp. Hepatol. 3 (2004) 2
45. Matthews J., Wihlén B., Heldring N., MacPherson L., Helguero L., Treuter E., Haldosén L.-A., and Gustafsson J.-A. Co-planar 3,3′,4,4′,5-pentachlorinated biphenyl and non-co-planar 2,2′,4,6,6′-pentachlorinated biphenyl differentially induce recruitment of oestrogen receptor a to aryl hydrocarbon receptor target genes. Biochem. J. 406 (2007) 343-353
46. Brzuzan P., Woźny M., Dobosz S., Kuźmiński H., Łuczyński M.K., and Góra M. Blue sac disease in larval whitefish, Coregonus lavaretus (L.): pathological changes in mRNA levels of CYP1A, ERα, and p53. J. Fish Dis. 30 (2007) 169-173
47. Rees C.B., and Li W. Development and application of a real-time quantitative PCR assay for determining CYP1A transcripts in three genera of salmonids. Aquat. Toxicol. 66 (2004) 357-368
48. Brzuzan P., Jurczyk Ł., Łuczyński M.K., and Góra M. Relative quantification of CYP1A gene expression in whitefish (Coregonus lavaretus) exposed to benzo[a]pyrene. Environ. Biotechnol. 1 (2005) 11-15