Effects of nonylphenol on hepatic testosterone metabolism and the expression of acute phase proteins in winter flounder (Pleuronectes americanus): Comparison to the effects of Saint John's Wort

Comparative Biochemistry and Physiology - C Toxicology and Pharmacology

Volumn 140, Issue 1, 2005, Pages 87-96

  Baldwin, William S ^a   Roling, Jonathan A ^a   Peterson, Sean ^a   Chapman, Laura M ^a  

^a UNIVERSITY OF TEXAS AT EL PASO   (United States)

Author keywords

Acute phase proteins; CYP3A; Flounder; Gene expression; Nonylphenol; P450; PXR; Testosterone metabolism

Indexed keywords

4 NONYLPHENOL; ACUTE PHASE PROTEIN; CATHEPSIN L; CYTOCHROME P450 3A; CYTOCHROME P450 3A4; FK 506 BINDING PROTEIN; HYPERICUM PERFORATUM EXTRACT; LECTIN; MESSENGER RNA; PREGNANE X RECEPTOR; TESTOSTERONE;

ANIMAL CELL; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; DETOXIFICATION; ENZYME ACTIVITY; ENZYME INDUCTION; EXPRESSED SEQUENCE TAG; FLOUNDER; GENE EXPRESSION; HYDROXYLATION; HYPOTHESIS; LIVER METABOLISM; NONHUMAN; NUCLEOTIDE SEQUENCE; PRIORITY JOURNAL; PROTEIN DETERMINATION; PROTEIN DOMAIN; PROTEIN EXPRESSION; QUANTITATIVE ANALYSIS; REAL TIME POLYMERASE CHAIN REACTION; RNA ISOLATION; SUBTRACTIVE HYBRIDIZATION; TESTOSTERONE METABOLISM; WESTERN BLOTTING;

MAMMALIA; PLEURONECTES; PLEURONECTOIDEI; PSEUDOPLEURONECTES AMERICANUS; RODENTIA;

EID: 15744398038     PISSN: 15320456     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cca.2005.01.007     Document Type: Article

References (55)

1. M. Ahel, W. Giger, and M. Koch Behaviour of alkylphenol polyethoxylate surfactants in the aquatic environment: I. Occurrence and transformation in sewage treatment Water Res. 23 1994 1131 1142
2. A. Arukwe, L. Forlin, and A. Goksoyr Xenobiotic and steroid biotransformation enzymes in Atlantic Salmon (Salmo Salar) liver treated with an estrogenic compound, 4-nonylphenol Environ. Toxicol. Chem. 16 1997 2576 2583
3. J.T. Ashley, A. Moore, H.M. Stapleton, D.J. Velinsky, and M.P. Wilhelm Sedimentary nonylphenol contamination in an urbanized, industrialized segment of the Delaware River estuary, USA Bull. Environ. Contam. Toxicol. 70 2003 978 984
4. W.S. Baldwin, and G.A. LeBlanc The anti-carcinogenic plant compound indole-3-carbinol differentially modulates P450-mediated steroid hydroxylase activities in mice Chem.-Biol. Interact. 83 1992 155 169
5. A.P. Beigneux, A.H. Moser, J.K. Shigenaga, C. Grunfeld, and K.R. Feingold The acute phase response is associated with retinoid X receptor repression in rodent liver J. Biol. Chem. 275 2000 16390 16399
6. N.C. Bols, J.L. Brubacher, R.C. Ganassin, and L.E. Lee Ecotoxicology and innate immunity in fish Dev. Comp. Immunol. 25 2001 853 873
7. B.J. Bray, N.B. Perry, D.B. Menkes, and R.J. Rosengren St. John's wort extracts induces CYP3A and CYP2E in the Swiss Webster mouse Toxicol. Sci. 66 2002 27 33
8. Brendehaug, J., Johnsen, S., Bryne, K.H., Gjøse, A.L., Eide, T.H., Aamot, E.I.R., J. P., Engelhart, F.R. (Eds.), Produced Water. Plenum Press, New York, pp. 245-256., 1992. Toxicity testing and chemical characterization of produced water - a preliminary study. In: Ray, J.P., Engelhart, F.R. (Eds.), Produced Water, vol. Plenum Press, New York, pp. 245-256.
9. Brendehaug, J., Johnsen, S., Bryne, K.H., Gjøse, A.L., Eide, T.H., Aamot, E.I.R., J. P., Engelhart, F.R. (Eds.), Produced Water. Plenum Press, New York, pp. 245-256., 1992. Toxicity testing and chemical characterization of produced water - a preliminary study. In: Ray, J.P., Engelhart, F.R. (Eds.), Produced Water, vol. Plenum Press, New York, pp. 245-256.
10. D.R. Buhler, and J.L. Wang-Buhler Rainbow trout cytochrome P450s: purification, molecular aspects, metabolic activity, induction and role in environmental monitoring Comp. Biochem. Physiol., Part C: Pharmacol., Toxicol. Endocrinol. 121 1998 107 137
11. M. Celander, D.R. Buhler, L. Forlin, A. Goksoyr, C.L. Miranda, B.R. Woodin, and J.J. Stegeman Immunochemical relationships of cytochrome P4503A-like proteins in teleost fish Fish Physiol. Biochem. 15 1996 323 332
12. L.M. Chapman, J.A. Roling, L.K. Bingham, M.R. Herald, and W.S. Baldwin Construction of a subtractive library from hexavalent chromium treated winter flounder (Pseudopleuronectes americanus) reveals alterations in non-selenium glutathione peroxidases Aquat. Toxicol. 67 2004 181 194
13. P. Chomczynski, and N. Sacchi Single step method of RNA isolation by acidic guanidinium thiocyanate-phenol-chloroform extraction Anal. Biochem. 162 1987 156 159
14. S. Ekins, and J.A. Erickson A pharmacophore for human pregnane X receptor ligands Drug Metab. Dispos. 30 2002 96 99
15. P.L. Ferguson, R.F. Bopp, S.N. Chillrud, R.C. Aller, and B.J. Brownawell Biogeochemistry of nonylphenol ethoxylates in urban estuarine sediments Environ. Sci. Technol. 37 2003 3499 3506
16. S. Grimmond, G. Weber, C. Larsson, M. Walters, B. Teh, J. Shepherd, M. Nordenskjold, and N. Hayward Exclusion of the 13-kDa rapamycin binding protein gene (FKBP2) as a candidate gene for multiple endocrine neoplasia type 1 Hum. Genet. 95 1995 455 458
17. L. Hasselberg, S. Meier, A. Svardal, T. Hegelund, and M.C. Celander Effects of alkylphenols on CYP1A and CYP3A expression in first spawning Atlantic cod (Gadus morhua) Aquat. Toxicol. 67 2004 303 313
18. L. Hasselberg, S. Meier, and A. Svardal Effects of alkylphenols on redox status in first spawning Atlantic cod (Gadus morhua) Aquat. Toxicol. 69 2004 95 105
19. D. Hoole, J.W. Lewis, P.M. Schuwerack, C. Chakravarthy, A.K. Shrive, T.J. Greenhough, and J.R. Cartwright Inflammatory interactions in fish exposed to pollutants and parasites: a role for apoptosis and C reactive protein Parasitology 126 2003 S71 S85 (Suppl)
20. T. Isobe, H. Nishiyama, A. Nakashima, and H. Takada Distribution and behavior of nonylphenol, octylphenol, and nonylphenol monoethoxylate in Tokyo metropolitan area: their association with aquatic particles and sedimentary distributions Environ. Sci. Technol. 35 2001 1041 1049
21. N. Jonkers, R.W. Laane, and P. de Voogt Fate of nonylphenol ethoxylates and their metabolites in two Dutch estuaries: evidence of biodegradation in the field Environ. Sci. Technol. 37 2003 321 327
22. A.H. Karsten, and C.D. Rice c-Reactive protein levels as a biomarker of inflammation and stress in the Atlantic sharpnose shark (Rhizoprionodon terraenovae) from three southeastern USA estuaries Mar. Environ. Res. 58 2004 747 751
23. Y. Katsu, D.B. Lubahn, and T. Iguchi Expression of a novel C-type lectin in the mouse vagina Endocrinology 144 2003 2597 2605
24. S.A. Kliewer, J.T. Moore, L. Wade, J.L. Staudinger, M.A. Watson, S.A. Jones, D.D. McKee, B.B. Oliver, T.M. Willson, R.H. Zetterstrom, T. Perlmann, and J.M. Lehmann An orphan nuclear receptor activated by pregnanes defines a novel steroid signaling pathway Cell 92 1998 73 82
25. T.A. Kocarek, E.G. Schuetz, and P.S. Guzelian Regulation of phenobarbitol-inducible cytochrome P450 mRNAs by lovostatin and oxysterols in primary cultures of rat hepatocytes Toxicol. Appl. Pharmacol. 1993 120
26. P. Larkin, T. Sabo-Attwood, J. Kelso, and N.D. Denslow Gene expression analysis of largemouth bass exposed to estradiol, nonylphenol, and p, p′-DDE Comp. Biochem. Physiol., Part B Biochem. Mol. Biol. 133 2002 543 557
27. P.C. Lee, S.C. Patra, and M. Struve Modulation of rat hepatic CYP3A by nonylphenol Xenobiotica 26 1996 831 838
28. P. Lee, M. Marquardt, and J.J. Lech Metabolism of nonylphenol by rat and human microsomes Toxicol. Lett. 99 1998 117 126
29. H. Masuyama, Y. Hiramatsu, M. Kunitomi, K. Takafumi, and P.N. MacDonald Endocrine disrupting chemicals, phthalic acid and nonylphenol, activate Pregnane X Receptor-mediated transcription Mol. Endocrinol. 14 2000 421 428
30. J. McKenzie, A.J. Jaap, S. Gallacher, A. Kelly, L. Crawford, I.A. Greer, A. Rumley, J.R. Petrie, G.D. Lowe, K. Paterson, and N. Sattar Metabolic, inflammatory and haemostatic effects of a low-dose continuous combined HRT in women with type 2 diabetes: potentially safer with respect to vascular risk? Clin. Endocrinol. (Oxf.) 59 2003 682 689
31. E. Mikamo, S. Harada, J. Nishikawa, and T. Nishihara Endocrine disruptors induce cytochrome P450 by affecting transcriptional regulation via pregnane X receptor Toxicol. Appl. Pharmacol. 193 2003 66 72
32. C.L. Miranda, J.-L. Wang, M.C. Henderson, and D.R. Buhler Purification and characterization of hepatic steroid hydroxylases from untreated rainbow trout Arch. Biochem. Biophys. 268 1989 227 238
33. L.B. Moore, J.M. Maglich, D.D. McKee, B. Wisely, T.M. Willson, S.A. Kliewer, M.H. Lambert, and J.T. Moore Pregnane X receptor (PXR), constitutive androstane receptor (CAR), and benzoate X receptor (BXR) define three pharmacologically distinct classes of nuclear receptors Mol. Endocrinol. 16 2002 977 986
34. P.Y. Muller, H. Janovjak, A.R. Miserez, and Z. Dobbie Processing of gene expression data generated by quantitative real-time RT-PCR BioTechniques 32 2002 1372 1379
35. D.R. Nelson Comparison of P450s from human and fugu: 420 million years of vertebrate P450 evolution Arch. Biochem. Biophys. 409 2003 18 24
36. S. Ohmori, T. Taniguchi, T. Rikihisa, Y. Kanakubo, and M. Kitada Species differences of testosterone 16-hydroxylases in liver microsomes of guinea pig, rat and dog Xenobiotica 23 1993 419 426
37. B.N. Rexer, and D.E. Ong A novel short-chain alcohol dehydrogenase from rats with retinol dehydrogenase activity, cyclically expressed in uterine epithelium Biol. Reprod. 67 2002 1555 1564
38. J.A. Roling, L.J. Bain, and W.S. Baldwin Differential gene expression in mummichogs (Fundulus heteroclitus) following treatment with pyrene: comparison to a creosote contaminated site Mar. Environ. Res. 57 2004 377 395
39. Stvrtinova, V., Jakubovsky, J., Hulin, I., 1995. Inflammation and Fever. Academic Electronic Press and the Slovak Academy of Sciences. http://www.savba.sk/logos/books/scientific/Inffever.html.
40. S.S. Talmage Environmental and human safety of major surfactants: alcohol ethoxylates and alkylphenol ethoxylates 1994 Lewis Boca Raton, FL USA
41. R. Thibaut, L. Debrauwer, E. Perdu, A. Goksoyr, J.P. Cravedi, and A. Arukwe Regio-specific hydroxylation of nonylphenol and the involvement of CYP2K- and CYP2M-like iso-enzymes in Atlantic salmon (Salmo salar) Aquat. Toxicol. 56 2002 177 190
42. R.G. Tirona, B.F. Leake, L.M. Podust, and R.B. Kim Identification of amino acids in rat pregnane X receptor that determine species-specific activation Mol. Pharmacol. 65 2004 36 44
43. C.R. Tyler, S. Jobling, and J.P. Sumpter Endocrine disruption in wildlife: a critical review of the evidence Crit. Rev. Toxicol. 28 1998 319 361
44. T.A. Vander Hoeven, and M.J. Coon Preparation and properties of partially purified cytochrome P450 and NADPH-cytochrome P450 reductase from rabbit liver microsomes J. Biol. Chem. 249 1974 6302 6310
45. H. Watanabe, A. Suzuki, M. Goto, D.B. Lubahn, H. Handa, and T. Iguchi Tissue-specific estrogenic and non-estrogenic effects of a xenoestrogen, nonylphenol J. Mol. Endocrinol. 33 2004 243 252
46. K.L. Watson, R.W. Justice, and P.J. Bryant Drosophila in cancer research: the first fifty tumor suppressor genes J. Cell Sci., Suppl. 18 1994 19 33
47. D.J. Waxman Interactions of hepatic cytochromes P-450 with steroid hormones: regioselectivity and stereoselectivity of steroid metabolism and hormonal regulation of rat P-450 enzyme expression Biochem. Pharmacol. 37 1988 71 84
48. D.J. Waxman, A. Ko, and C. Walsh Regioselectivity and stereoselectivity of androgen hydroxylations catalyzed by cytochrome P-450 isozymes purified from phenobabital-induced rat liver J. Biol. Chem. 258 1983 11937 11947
49. P. Wei, J. Zhang, M. Egan-Hafley, S. Liang, and D.D. Moore The nuclear receptor CAR mediates specific xenobiotic induction of drug metabolism Nature 407 2000 920 923
50. V.S. Wilson, and G.A. LeBlanc Endosulfan elevates testosterone biotransformation and clearance in CD-1 Mice Toxicol. Appl. Pharmacol. 148 1998 158 168
51. U. Yamashita, T. Sugiura, and E. Kuroda Effect of endocrine disrupters on immune responses in vitro J. UOEH. 24 2002 1 10
52. M. Yilmazer, V. Fenkci, S. Fenkci, M. Sonmezer, O. Aktepe, M. Altindis, and G. Kurtay Hormone replacement therapy, C-reactive protein, and fibrinogen in healthy postmenopausal women Maturitas 46 2003 245 253
53. G.-G. Ying, B. Williams, and R. Krookana Environmental fate of alkylphenols and alkylphenol ethoxylates-a review Environ. Int. 28 2002 215 226
54. L. You Steroid hormone biotransformation and xenobiotic induction of hepatic steroid metabolizing enzymes Chem.-Biol. Interact. 147 2004 233 246
55. M. Zumbado, L.D. Boada, S. Torres, J.G. Monterde, B.N. Diaz-Chico, J.L. Alfonso, J.J. Cabrera, and A. Blanco Evaluation of acute hepatotoxic effects exerted by environmental estrogens nonylphenol and 4-octylphenol in immature female rats Toxicology 175 2002 49 62