Interactions of nitromusk parent compounds and their amino-metabolites with the estrogen receptors of rainbow trout (Oncorhynchus mykiss) and the South African clawed frog (Xenopus laevis)

Toxicology Letters

Volumn 111, Issue 1-2, 1999, Pages 27-36

  Chou, Ya Juin ^a   Dietrich, Daniel R ^a  

^a UNIVERSITY OF KONSTANZ   (Germany)

Author keywords

Amphibian; Competitive binding; Fish; Hepatic estrogen receptor; Nitromusk metabolites; Nitromusks

Indexed keywords

ESTROGEN RECEPTOR; MUSK KETONE; MUSK XYLENE; XENOBIOTIC AGENT;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; ENVIRONMENTAL EXPOSURE; FISH; NONHUMAN; PRIORITY JOURNAL; RAINBOW TROUT; TOXICITY TESTING; XENOBIOTIC METABOLISM; XENOPUS;

ANIMALS; BINDING, COMPETITIVE; ESTRADIOL; FEMALE; INDANS; ONCORHYNCHUS MYKISS; PERFUME; RECEPTORS, ESTROGEN; WATER POLLUTANTS, CHEMICAL; XENOPUS LAEVIS; XYLENES;

AMPHIBIA; ANURA; MYKISS; ONCORHYNCHUS MYKISS; SALMONIDAE; XENOPUS (GENUS); XENOPUS LAEVIS;

EID: 0032708615     PISSN: 03784274     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0378-4274(99)00168-X     Document Type: Article

References (30)

1. Anstead G.M., Carlson K.E., Katzenellenbogen J.A. The estradiol pharmacophore: ligand structure-estrogen receptor binding affinity relationships and a model for the receptor binding site. Steroids. 62:1997;268-303.
2. Campbell P.M., Pottinger T.G., Sumpter J.P. Changes in the affinity of estrogen and androgen receptors accompany changes in receptor abundance in brown and rainbow trout. Gen. Comp. Endocrinol. 94:1994;329-340.
3. Chou, Y.-J., Dietrich, D.R., 1999. Toxicity of nitromusks in early lifestages of South African clawed frog (Xenopus laevis) and zebrafish (Danio rerio). Toxicol. Lett., 111, 17-25.
4. Danzo B.J. Environmental xenobiotics may disrupt normal endocrine function by interfering with the binding of physiological ligands to steroid receptors and binding proteins. Environ. Health Perspect. 105:1997;294-301.
5. Eschke H.-D., Traud J., Dibowski H.-J. Analytik und befunde künstlicher nitromoschus-substanzen in oberflächen- und abwässern sowie fischen aus dem einzugsgebiet der ruhr. Vom Wasser. 83:1994;373-383.
6. Gatermann R., Hühnerfuss H., Rimkus G., Wolf M., Franke S. The distribution of nitrobenzene and other nitroaromatic compounds in the North Sea. Mar. Pollut. Bull. 30:1995;221-227.
7. Gatermann R., Hühnerfuss H., Rimkus G., Attar A., Kettrup A. Occurrence of musk xylene and musk ketone metabolites in the aquatic environment. Chemosphere. 36:1998;2535-2547.
8. Hahn J. Untersuchungen zum vorkommen von moschus-xylol in fischen. Dtsch. Lebensm.-Rdsch. 89:1993;175-177.
9. Hewitt L.M., Tremblay L., van der Kraak G.J., Solomon K.R., Servos M.R. Identification of the lampricide 3-trifluoromentyl-4-nitrophenol as an agonist for the rainbow trout estrogen receptor. Environ. Toxicol. Chem. 17:1998;425-432.
10. Klotz D.M., Beckman B.S., Hill S.M., McLachlan J.A., Walters M.R., Arnold S.F. Identification of environmental chemicals with estrogenic activity using a combination of in vitro assays. Environ. Health.Perspect. 104:1996;1084-1089.
11. Lazier C.B., Lonergan K., Mommsen T.P. Hepatic estrogen receptors and plasma estrogen-binding activity in the Atlantic salmon. Gen. Comp. Endocrinol. 57:1985;234-245.
12. Lutz I., Kloas W. Amphibians as a model to study endocrine disruptors: I. environmental pollution and estrogen receptor binding. Sci. Total Environ. 225:1999;49-57.
13. Nagel S.C., vom Saal F.S., Thayer K.A., Dhar M.G., Boechler M., Welshons W.V. Relative binding affinity-serum modified access (RBA-SMA) assay predicts the relative in vivo bioactivity of the xenoestrogens bisphenol A and octylphenol. Environ. Health Perspect. 105:1997;70-76.
14. Nimrod A.C., Benson W.H. Xenobiotic interaction with and alteration of channel catfish estrogen receptor. Toxicol. Appl. Pharmacol. 147:1997;381-390.
15. Perez P., Pulgar R., Olea-Serrano F., Villalobos M., Rivas A., Metzler M., Pedraza V., Olea N. The estrogenicity of bisphenol A - related diphenylalkanes with various substituents at the central carbon and the hydroxy groups. Environ. Health Perspect. 106:1998;167-174.
16. Perlman A.J., Wolffe A.P., Champion J., Tata J.R. Regulation by estrogen receptor of vitellogenin gene transcription in Xenopus hepatocyte cultures. Mol. Cell. Endocrinol. 38:1984;151-161.
17. Rimkus G., Wolf M. Rückstände und verunreinigungen in fischen aus aquakultur. Dtsch. Lebensm.-Rdsch. 89:1993;171-175.
18. Rimkus, G.G., Wolf, M., Attar, A., Gatermann, R., Hünerfuss, H., 1998. Nitro musk metabolites in biota samples from the aquatic environment. In: Proc. 20th Int. Symp. Capillary Chromatography, Riva del Garda, Italy. May, 1998.
19. Rimkus, G.G., Hühnerfuss, H., Gatermann, R., 1999. Musk xylene and musk ketone amino metabolites in the aquatic environment. Toxicol. Lett., 111, 5-15.
20. Scatchard G. The attractions of proteins for small molecules and ions. Ann. New York Acad. Sci. 51:1949;660-672.
21. Shelby M.D., Newbold R.R., Tully D.B., Chae K.C., Davis V.L. Assessing environmental chemicals for estrogenicity using a combination of in vitro and in vivo assays. Environ. Health Perspect. 104:1996;1296-1300.
22. Smith J.S., Thomas P. Binding characteristics of the hepatic estrogen receptor of the spotted seatrout, Cynoscion nebulosus. Gen. Comp. Endocrinol. 77:1990;29-42.
23. Sommer C. Gaschromatographische bestimmung von nitromoschusverbindungen in kosmetika und waschmitteln. Dtsch. Lebensm.-Rdsch. 89:1993;108-111.
24. Soto A.M., Sonnenschein C., Chung K.L., Fernandez M.F., Olea N., Serrano F.O. The E-SCREEN assay as a tool to identify estrogens: an update on estrogenic environmental pollutants. Environ. Health Perspect. 103:1995;113-122.
25. Tas, J.W., van de Plassche, E.J., 1996. Initial environmental risk assessment of musk ketone and musk xylene in the Netherlands in accordance with the EU-TGD. Report 601503002. National Institute of Public Health and the Environment, Bilthoven, The Netherlands.
26. Thomas P., Smith J. Binding of xenobiotics to the estrogen receptor of spotted seatrout: a screening assay for potential estrogenic effects. Mar. Environ. Res. 35:1993;147-151.
27. Vonier P.M., Crain D.A., McLachlan J.A., Guillette L.J., Arnold S.F. Interaction of environmental chemicals with the estrogen and progesterone receptors from the oviduct of the American alligator. Environ. Health Perspect. 104:1996;1318-1322.
28. Westley B., Knowland J. An estrogen receptor from Xenopus laevis liver possibly connected with vitellogenin synthesis. Cell. 15:1978;367-374.
29. Wright C.V.E., Wright S.C., Knowland J. Partial purification of estradiol receptor from Xenopus laevis liver and levels of receptor in relation to estradiol concentration. EMBO J. 2:1983;973-977.
30. Yamagishi T., Miyazaki T., Horii S., Kaneko S. Identification of musk xylene and musk ketone in freshwater fish collected from the Tama river, Tokyo. Bull. Environ. Contam. Toxicol. 26:1981;656-662.