Lumiestrone is photochemically derived from estrone and may be released to the environment without detection

Frontiers in Endocrinology

Volumn 2, Issue DEC, 2011, Pages

  Trudeau, Vance L ^a   Heyne, Belinda ^b,c   Blais, Jules M ^a   Temussi, Fabio ^b,d   Atkinson, Susanna K ^a   Pakdel, Farzad ^e   Popesku, Jason T ^a   Marlatt, Vicki L ^a   Scaiano, Juan C ^b   Previtera, Lucio ^d   Lean, David R S ^a  

^a UNIVERSITY OF OTTAWA   (Canada)

^b UNIVERSITY OF OTTAWA   (Canada)

^c UNIVERSITY OF CALGARY   (Canada)

^d UNIVERSITY OF NAPLES FEDERICO II   (Italy)

^e UNIVERSITÉ DE RENNES 1   (France)

Author keywords

Endocrine disruption; Environmental estrogens; Estrone; Fish; Liver; Lumiestrone; Photochemistry; Sewage effluents

Indexed keywords

EID: 84865995856     PISSN: None     EISSN: 16642392     Source Type: Journal    
DOI: 10.3389/fendo.2011.00083     Document Type: Article

References (53)

1. Al-Ansari, A. M., Saleem, A., Kimpe, L. E., Sherry, J. P., McMaster, M. E., Trudeau, V. L., and Blais, J. M. (2010). Bioaccumulation of the pharmaceutical 17alphaethinylestradiol in shorthead redhorse suckers (Moxostoma macrolepidotum) from the St. Clair River, Canada. Environ. Pollut. 158, 2566-2571.
2. Andersen, H. R., Andersson, A. M., Arnold, S. F., Autrup, H., Barfoed, M., Beresford, N. A., Bjerregaard, P., Christiansen, L. B., Gissel, B., Hummel, R., Jørgensen, E. B., Korsgaard, B., Le Guevel, R., Leffers, H., McLachlan, J., Møller, A., Nielsen, J. B., Olea, N., OlesKarasko, A., Pakdel, F., Pedersen, K. L., Perez, P., Skakkeboek, N. E., Sonnenschein, C., Soto, A. M., Sumpter, J. P., Thorpe, S. M., and Grandjean, P. (1999). Comparison of short-term estrogenicity tests for identification of hormonedisrupting chemicals. Environ. Health Perspect. 107(Suppl. 1), 89-108.
3. Atkinson, S. K., Marlatt, V. L., Kimpe, L. E., Lean, D. R., Trudeau, V. L., and Blais, J. M. (2011). Environmental factors affecting ultraviolet photodegradation rates and estrogenicity of estrone and ethinylestradiol in natural waters. Arch. Environ. Contam. Toxicol. 60, 1-7.
4. Bilotta, P., and Daniel, L. A. (2010). Advanced process of microbiological control of wastewater in combined system of disinfection with UV radiation. Water Sci. Technol. 61, 2469-2475.
5. Braga, O., Smythe, G. A., Schäfer, A. I., and Feitz, A. J. (2004). Steroid estrogens in ocean sediments. Water Res. 38, 3233-3240.
6. Cicek, N., Londry, K., Oleszkiewicz, J. A., Wong, D., and Lee, Y. (2007). Removal of selected natural and synthetic estrogenic compounds in a Canadian full-scale municipal wastewater treatment plant. Water Environ. Res. 79, 795-800.
7. Coleman, H. M., Routledge, E. J., Sumpter, J. P., Eggins, B. R., and Byrne, J. A. (2004). Rapid loss of estrogenicity of steroid estrogens by UVA photolysis and photocatalysis over an immobilized titanium dioxide catalyst. Water Res. 38, 3233-3240.
8. Conesa, A., Götz, S., García-Gómez, J. M., Terol, J., Talón, M., and Robles, M. (2005). Blast2GO: a universal tool for annotation, visualization and analysis in functional genomics research. Bioinformatics 21, 3674-3676.
9. Das, D., Peterson, R. C., and Scovell, W. M. (2004). High mobility group B proteins facilitate strong estrogen receptor binding to classical and half-site estrogen response elements and relax binding selectivity. Mol. Endocrinol. 18, 2616-2232.
10. Das, T. K. (2001). Ultraviolet disinfection application to a wastewater treatment plant. Clean Prod. Process. 3, 69-80.
11. Decherf, S., and Demeneix, B. A. (2011). The obesogen hypothesis: a shift of focus from the periphery to the hypothalamus. J. Toxicol. Environ. Health B Crit. Rev. 14, 423-448.
12. Desforges, J.-P. W, Peachey, B. D. L., Sanderson, P. M., White, P. A., and Blais, J. M. (2010). Plasma vitellogenin in male teleost fish from 43 rivers worldwide is correlated with upstream human population size. Environ. Pollut. 158, 3279-3284.
13. Fielding, L., Diepeveen, Y., Fletcher, D., and Hamilton, N. (2001). Unnaturally configured 13-epi steroids: full 1H and 13C assignments and ring C D conformations from 1H, 1H vicinal couplings. Magn. Reson. Chem. 39, 323-328.
14. Fox, J. E., Starcevic, M., Joners, P. E., Burow, M. E., and McLachlan, J. A. (2004). Phytoestrogen signaling and symbiotic gene activation are disrupted by endocrine-disrupting chemicals. Environ. Health Perspect. 112, 672-677.
15. Friedler, E., and Gilboa, Y. (2010). Performance of UV disinfection and the microbial quality of greywater effluent along a reuse system for toilet flushing. Sci. Total Environ. 408, 2109-2117.
16. Gracey, A. Y., Fraser, E. J., Li, W., Fang, Y., Taylor, R. R., Rogers, J., Brass, A., and Cossins, A. R. (2004). Coping with cold: an integrative, multitissue analysis of the transcriptome of a poikilothermic vertebrate. Proc. Natl. Acad. Sci. U.S.A. 101, 16970-16975.
17. Guillette, L.J. Jr., Edwards, T. M., and Moore, B. C. (2007). Alligators, contaminants and steroid hormones. Environ. Sci. 14, 331-347.
18. Harris, C. A., Hamilton, P. B., Runnalls, T. J., Vinciotti, V., Henshaw, A., Hodgson, D., Coe, T. S., Jobling, S., Tyler, C. R., and Sumpter, J. P. (2011). The consequences of feminization in breeding groups of wild fish. Environ. Health Perspect. 119, 306-311.
19. Hébert, N., Gagné, F., Cejka, P., Bouchard, B., Hausler, R., Cyr, D. G., Blaise, C., and Fournier, M. (2008). Effects of ozone, ultraviolet and peracetic acid disinfection of a primary-treated municipal effluent on the immune system of rainbow trout (Oncorhynchus mykiss). Comp. Biochem. Physiol. C Toxicol. Pharmacol. 148, 122-127.
20. Hotckiss, A. K., Rider, C. V., Blystone, C. R., Wilson, V. S., Hartig, P. C., Ankley, G. T., Foster, P. M., Gray, C. L., and Gray, L. E. (2008). Fifteen years after "wingspread"environmental endocrine disrupters and human and wildlife health: where we aretodayandwhereweneedtogo. Toxicol. Sci. 105, 235-259.
21. Hutchins, S. R., White, M. V., Hudson, F. M., and Fine, D. D. (2005). Analysis of lagoon samples from different concentrated animal feeding operations for estrogens and estrogen conjugates. Chemosphere 61, 827-833.
22. Johnson, A. C., Aerni, H. R., Gerritsen, A., Gibert, M., Giger,. W, Hylland, K., Jürgens, M., Nakari, T., Pickering, A., Suter, M. J., Svenson, A., and Wettstein, F. E. (2005). Comparing steroid estrogen, and nonylphenol content across a range of European sewage plants with different treatment and management practices. Water Res. 39, 47-58.
23. Kidd, K. A., Blanchfield, P. J., Mills, K. H., Palace, V. P., Evans, R. E., Lazorchak, J. M., and Flick, R. W. (2007). Collapse of a fish population after exposure to a synthetic estrogen. Proc. Natl. Acad. Sci. U.S.A. 104, 8897-8901.
24. Kimura, N., Takamatsu, N., Yaoita, Y., Osamura, R. Y., and Kimura, N. (2008). Identification of transcriptional regulatory elements in the human somatostatin receptor sst2 promoter and regions including estrogen response element halfsite for estrogen activation. J. Mol. Endocrinol. 40, 75-91.
25. Kolpin, D. W., Furlong, E. T., Meyer, M. T., Thurman, E. M., Zaugg, S. D., Barber, L. B., and Buxton, H. T. (2002). Pharmaceuticals, hormones, and other organic wastewater contaminants in U.S. streams, 1999-2000: a national reconnaissance. Environ. Sci. Technol. 36, 1202-1211.
26. Kuch, H. M., and Ballschmiter, K. (2001). Determination of endocrine-disrupting phenolic compounds and estrogens in surface and drinking water by HRGC(NIC)-MS in the pictogram per litre range. Environ. Sci. Technol. 35, 3201-3206.
27. Kumar, V., Nakada, N., Yamashita, N., Johnson, A. C., and Tanaka, H. (2011). How seasonality affects the flow of estrogens and their conjugates in one of Japan's most populous catchments. Environ. Pollut. 159, 2906-2912.
28. Le Page, Y., Menuet, A., Kah, O., and Pakdel, F. (2008). Characterization of a cis-acting element involved in cell-specific expression of the zebrafish brain aromatase gene. Mol. Reprod. Dev. 75, 1549-1557.
29. Le Page, Y., Scholze, M., Kah, O., and Pakdel, F. (2006). Assessment of xenoestrogens using three distinct estrogen receptors and zebrafish brain aromatase gene in a highly responsive glial cell system. Environ. Health Perspect. 114, 752-758.
30. Lee, H. B., and Peart, T. E. (1998). Determination of 17β-estradiol and its metabolites in sewage effluent by solid-phase extraction and gas chromatography/mass spectrometry. J. AOAC Int. 81, 1209-1216.
31. Lin, A.Y., and Reinhard, M. (2005). Photodegradation of common environmental pharmaceuticals and estrogens in river water. Environ. Toxicol. Chem. 24, 1303-1309. [Erratum in: Environ. Toxicol. Chem. 2005, 24, 3000].
32. Liu, B., and Liu, X. (2004). Direct photolysis of estrogens in aqueous solutions. Sci. Total Environ. 320, 269-274.
33. Long, J., Lang, Z. W., Wang, H. G., Wang, T. L., Wang, B. E., and Liu, S. Q. (2010). Glutamine synthetase as an early marker for hepatocellular carcinoma based on proteomic analysis of resected small hepatocellular carcinomas. Hepatobiliary Pancreat. Dis. Int. 9, 296-305.
34. Marlatt, V. L., Martyniuk, C. J., Zhang, D., Xiong, H., Watt, J., Xia, X., Moon, T., and Trudeau, V. L. (2008). Tissuespecific auto-regulation of estrogen receptor subtypes and gene expression profiling of 17β-estradiol action in the neuroendocrine axis of male goldfish (Carassius auratus). J. Mol. Endocrinol. 283, 38-48.
35. Martyniuk, C. J., Gerrie, E. R., Popesku, J. T., Ekker, M., and Trudeau, V. L. (2007). Microarray analysis in the zebrafish liver (Danio rerio) and telencephalon after exposure to low concentration of 17αethinyl-estradiol. Aquat. Toxicol. 84, 38-49.
36. Martyniuk, C. J., Xiong, H., Crump, K., Chiu, S., Sardana, R., Nadler, A., Gerrie, E. R., Xia, X., and Trudeau, V. L. (2006). Gene expression profiling in the neuroendocrine brain of male goldfish (Carassius auratus) exposed to 17-α ethinylestradiol. Physiol. Genomics 27, 328-336.
37. Maruthamuthu, O., and Scaiano, J. C. (1978). Biradical double trapping by nitric oxide. An electron spin resonance study. J. Phys. Chem. 82, 1588-1591.
38. Menuet, A., Pellegrini, E., Anglade, I., Blaise, O., Laudet, V., Kah, O., and Pakdel, F. (2002). Molecular characterization of three estrogen receptor forms in zebrafish: binding characteristics, transactivation properties and tissue distributions. Biol. Reprod. 66, 1881-1892.
39. Metcalfe, C. D., Koenig, B. G., Bennie, D. T., Servos, M., Ternes, T. A., and Hirsch, R. (2003). Occurrence of neutral and acidic drugs in the effluents of Canadian sewage treatment plants. Environ. Toxicol. Chem. 22, 2872-2880.
40. Métivier, R., Gay, F., Hübner, M. R., Flouriot, G., Salbert, G., Gannon, F., Kah, O., and Pakdel, F. (2002). Formation of an hERα-COUPTFI complex enhances hERα, AF-1 through Ser118 phosphorylation by MAPK. EMBO J. 21, 3443-3453.
41. Moens, L. N., van der Ven, K., Van Remortel, P., Del-Favero, J., and De Coen, W. M. (2007). Gene expression analysis of estrogenic compounds in the liver of common carp (Cyprinus carpio) using a custom cDNA microarray. J. Biochem. Mol. Toxicol. 21, 299-311.
42. Mouritsen, A., Aksglaede, L., Sørensen, K., Mogensen, S. S., Leffers, H., Main, K. M., Frederiksen, H., Andersson, A. M., Skakkebaek, N. E., and Juul, A. (2010). Hypothesis: exposure to endocrine-disrupting chemicals may interfere with timing of puberty. Int. J. Androl. 33, 346-359.
43. Murray, B. W., Busby, E. R., Mommsen, T. P., and Wright, P. A. (2003). Evolution of glutamine synthetase in vertebrates: multiple glutamine synthetase genes expressed in rainbow trout (Oncorhynchus mykiss). J. Exp. Biol. 206, 1511-1521.
44. Ottinger, M. A., Lavoie, E., Thompson, N., Barton, A., Whitehouse, K., Barton, M., Abdelnabi, M., Quinn, M. Jr., Panzica, G., and VigliettiPanzica, C. (2008). Neuroendocrine and behavioral effects of embryonic exposure to endocrine disrupting chemicals in birds. Brain Res. Rev. 57, 376-385.
45. Reynaert, H., Rombouts, K., Jia, Y., Urbain, D., Chatterjee, N., Uyama, N., and Geerts, A. (2005). Somatostatin at nanomolar concentration reduces collagen I and III synthesis by, but not proliferation of activated rat hepatic stellate cells. Br. J. Pharmacol. 146, 77-88.
46. Servos, M. R., Bennie, D. T., Burnison, B. K., Jurkovic, A., McInnis, R., Neheli, T., Schnell, A., Seto, P., Smyth, S. A., and Ternes, T. A. (2005). Distribution of estrogens, 17betaestradiol and estrone, in Canadian municipal wastewater treatment plants. Sci. Total Environ. 336, 155-170.
47. Tusher, V. G., Tibshirani, R., and Chu, G. (2001). Significance analysis of microarrays applied to the ionizing radiation response. Proc. Natl. Acad. Sci. U.S.A. 98, 5116-5121.
48. (1993) United States Environmental Protection Agency. Guidelines Establishing Test Procedures for the Analysis of Pollutants, Washington, DC: U.S. Code of Federal Regulations. Title 40, Part 136, Appendix B.
49. Very, N. M., Kittilson, J. D., Klein, S. E., and Sheridan, M. A. (2008). Somatostatin inhibits basal and growth hormone-stimulated hepatic insulin-like growth factor-I production. Mol. Cell. Endocrinol. 281, 19-26.
50. Williams, D. R., Li, W., Hughes, M. A., Gonzalez, S. F., Vernon, C., Vidal, M. C., Jeney, Z., Jeney, G., Dixon, P., McAndrew, B., Bartfai, R., Orban, L., Trudeau, V., Rogers, J., Matthews, L., Fraser, E. J., Gracey, A. Y., and Cossins, A. R. (2008). Genomic resources and microarrays for the common carp (Cyprinus carpio L.). J. Fish Biol. 72, 1-32.
51. Williams, R. J., Johnson, A. C., Smith, J. J., and Kanda, R. (2003). Steroid estrogens profiles along river stretches arising from sewage treatment works discharges. Environ. Sci. Technol. 37, 1744-1750.
52. Ying, G. G., and Kookana, R. S. (2005). Sorption and degradation of estrogen-like-endocrine disrupting chemicals in soil. Environ. Toxicol. Chem. 24, 2640-2645.
53. Yoon, C. G., Chung, K. W., Ham, J. H., and Jeon, J. H. (2004). Feasibility study of UV disinfection for agricultural reuse of secondary level effluentinKorea.J. Environ. Sci. Health A Tox. Hazard. Subst. Environ. Eng. 39, 835-838.