Photodegradation of quinestrol in waters and the transformation products by UV irradiation

Chemosphere

Volumn 89, Issue 11, 2012, Pages 1419-1425

  Tang, Tao ^a,b   Qian, Kun ^a   Shi, Tianyu ^a   Wang, Fang ^a   Li, Pingliang ^a   Li, Jianqiang ^a   Cao, Yongsong ^a  

^a CHINA AGRICULTURAL UNIVERSITY   (China)

^b AGRO ENVIRONMENTAL PROTECTION INSTITUTE   (China)

Author keywords

Degradation pathways; Photodegradation; Quinestrol; Transformation products

Indexed keywords

DEGRADATION; DISEASES; GAS CHROMATOGRAPHY; HYDROGEN PEROXIDE; IRRADIATION; MASS SPECTROMETRY; OXIDATION; PEROXIDES; SEWAGE; SOLAR POWER GENERATION; SOLAR RADIATION; WASTE DISPOSAL;

DEGRADATION PATHWAYS; GAS CHROMATOGRAPHY/MASS SPECTROMETRY; HORMONE REPLACEMENT THERAPY; PHOTODEGRADATION KINETICS; PHOTODEGRADATION PRODUCTS; PSEUDO FIRST-ORDER KINETICS; QUINESTROL; TRANSFORMATION PRODUCTS;

PHOTODEGRADATION;

HYDROGEN PEROXIDE; QUINESTROL; WATER;

ALCOHOL; CANCER; CONCENTRATION (COMPOSITION); DISCHARGE; DISTILLATION; EXCRETION; HORMONE; HYDROGEN PEROXIDE; PHOTODEGRADATION; SOLAR RADIATION; TRANSFORMATION; ULTRAVIOLET RADIATION;

AQUEOUS SOLUTION; ARTICLE; CHEMICAL STRUCTURE; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; DEGRADATION KINETICS; MASS FRAGMENTOGRAPHY; PHOTODEGRADATION; RADIATION EXPOSURE; SOLAR RADIATION; ULTRAVIOLET RADIATION;

EID: 84866603405     PISSN: 00456535     EISSN: 18791298     Source Type: Journal    
DOI: 10.1016/j.chemosphere.2012.06.011     Document Type: Article

References (41)

1. Baronti A., Curini R., Dascenzo G., Gentili A., Samperi R. Monitoring natural and synthetic estrogens at activated sludge sewage treatment plants and in a receiving river water. Environ. Sci. Technol. 2000, 34:5059-5066.
2. Brion F., Tyler C.R., Palazzi X., Laillet B., Porcher J.M., Garric J., Flammarion P. Impacts of 17β-estradiol, including environmentally relevant concentrations, on reproduction after exposure during embryo-, larval-, juvenile- and adult-life stages in Zebrafish (Danio rerio). Aquat. Toxicol. 2004, 68:193-217.
3. Brody J.G., Rudel R.A. Environmental pollutants and breast cancer. Environ. Health Perspect. 2003, 111:1007-1019.
4. Burkhard N., Guth J.A. Photolysis of organophosphorus insecticide on soil surfaces. Pesticide Sci. 1979, 10:313-319.
5. Carlen E.A., Giweareman N., Keiding N., Skakkebaek N.E. Evidence for decreasing quality of semen during last 50years. Bri. Med. J. 1992, 305:609-613.
6. Chowdhury R.R., Charpentier P., Ray M.B. Photodegradation of estrone in solar irradiation. Ind. Eng. Chem. Res. 2010, 49:6923-6930.
7. Desbrow C., Routledge E.J., Brighty G.C., Sumpter J.P., Waldock M. Identification of estrogenic chemicals in STW effluent. I. Chemical fractionation and in vitro biological screening. Environ. Sci. Technol. 1998, 32:1549-1558.
8. Fent K., Escher C., Caminada D. Estrogenic activity of pharmaceuticals and pharmaceutical mixtures in a yeast reporter gene system. Reprod. Toxicol. 2006, 22:175-185.
9. Huber M.M., Ternes T.A., Gunten V. Removal of estrogenic activity and formation of oxidation products during ozonation of 17α-ethinylestradiol. Environ. Sci. Technol. 2004, 38:5177-5186.
10. Hwang S., Lee D.-I., Lee C.-H., Ahn I.-S. Oxidation of 17α-ethinylestradiol with Mn (III) and product identification. J. Hazard. Mater. 2008, 155:334-341.
11. Ince N.H. Critical effect of hydrogen peroxide in photochemical dye degradation. Water Res. 1999, 33:1080-1084.
12. Karpova T., Preis S., Kallas J. Selective photocatalytic oxidation of steroid estrogens in water treatment: urea as co-pollutant. J. Hazard. Mater. 2007, 146:465-471.
13. Koplin D.W., Furlong E.T., Neyer M.T., Thurman M., Zaugg S.D., Barber L.B., Buston H.T. Pharmaceuticals, hormones, and other organic wastewater contaminants in US Streams, 1999-2000: a national reconnaissance. Environ. Sci. Technol. 2002, 36:1202-1211.
14. Kuch H.M., Ballschmiter K. Endocrine-disrupting phenolic compounds and estrogens in surface and drinking water by HRGC-(NCl)-MS in the picogram per liter range. Environ. Sci. Technol. 2001, 35:3201-3206.
15. Kurisu F., Ogura M., Saitoh S., Yamazoe A., Yagi O. Degradation of natural estrogen and identification of the metabolites produced by soil isolates of Rhodococcus sp. and Sphingomonas sp. J. Biosci. Bioengi. 2010, 109:576-582.
16. Larsson D.G., de Pedro C., Paxeus N. Effluent from drug manufactures contains extremely high levels of pharmaceuticals. J. Hazard. Mater. 2007, 148:751-755.
17. Larsson D.G.J., Adolfsson-Erici M., Parkkonen J., Petterson M., Berg A.H., Olsson P.-E., Forlin L. Ethinylestradiol-an undesired fish contraceptive?. Aquat. Toxicol. 1999, 45:91-97.
18. Lin A.Y.C., Reinhard M. Photodegradation of common environmental pharmaceuticals and estrogens in river water. Enviro. Toxicol. Chem. 2005, 24:1303-1309.
19. Liu R., Zhou J.L., Wilding A. Simultaneous determination of endocrine disrupting phenolic compounds and steroids in water by solid-phase extraction-gas chromatography-mass spectrometry. J. Chromatogr. A 2004, 1022:179-189.
20. Lye C.M., Fird C.L.J., Gill M.E., McCormick D. Abnormalities in the reproductive health of flounder Platichthys flesus exposed to effluent from a sewage treatment works. Mar. Pollut. Bull. 1997, 34:34-41.
21. Matthiessen P., Gibbs P.E. Critical appraisal of the evidence for tributyltin-mediated endocrine disruption in molluscs. Environ. Toxicol. Chem. 1998, 17:37-43.
22. Mocarelli P., Bramilla P., Gerthoux P.M., Patterson D.G., Needham L.L. Change in sex ratios with exposure to dioxin. Lancet 1996, 348:409-412.
23. 2 process. Dyes Pigments. 2004, 62:269-275.
24. Nabekura J., Oomura Y., Minami T., Mizuno Y., Fukuda A. Mechanism of the rapid effect of 17β-estradiol on medial amygdala neurons. Science 1986, 233:226-228.
25. Nash J.P., Kime D.E., Van der Ven L.T.M., Wester P.W., Brion F., Maack G., Stahlschmidt-Allner P., Tyler C.R. Long-term exposure to environmental concentrations of the pharmaceutical ethynylestradiol causes reproductive failure in fish. Environ. Health Perspect. 2004, 112:1725-1733.
26. Odell W.D., Molitch M.E. The pharmacology of contraceptive agents. Annu. Rev. Pharmacool. 1974, 14:413-434.
27. Pelley J. Estrogen knocks out fish in whole-lake experiment. Environ. Sci. Technol. 2003, 37:313A-314A.
28. Purdom C.E., Haridman P.A., Bye V.J., Eno N., Tyler C.R., Sumpter J.P. Chem. Ecol. 1994, 8:275-285.
29. Rodger-Gray T.P., Jobling J.P., Kelly C., Morris S., Brighty G., Waldock M.J., Sumpter J.P., Tyler C.R. Exposure of juvenile roach (Rutilus rutilus) to treated sewage effluent induces does-dependent and persistent disrupting in gonadal duct development. Environ. Sci. Technol. 2001, 35:462-470.
30. Samanidou V., Fytianos K., Pfister G., Bahadir M. Photochemical decomposition of carbamate pesticides in natural waters of northern Greece. Sci. Total Environ. 1988, 76:85-92.
31. Scherr F.F., Sarmah A.K., Di H.J., Cameron K.C. Degradation and metabolite formation of 17β-estradiol-3-sulphate in New Zealand pasture soils. Environ. Int. 2009, 35:291-297.
32. Skotnicka-Pitak J., Garcia E.M., Pitak M., Aga D.S. Identification of the transformation products of 17α-ethinylestradiol and 17β-estradiol by mass spectrometry and other instrumental techniques. Trends Anal. Chem. 2008, 27:1036-1052.
33. Ternes T.A., Stumpf M., Mueller J., Haberer K., Wilken R.-D., Servos M. Behavior and occurrence of estrogens in municipal sewage treatment plants-1. Investigations in German, Canada and Brazil. Sci. Total Environ. 1999, 225:80-90.
34. Thorpe K.L., Cummings R.I., Hutchinson T.H., Scholze M., Brighty G., Sumpter J.P., Tyler C.R. Relative potencies and combination effects of steroidal estrogens in fish. Sci. Total Environ. 2003, 37:1142-1149.
35. Toppari J., Larsen J.C., Christiansen P., Giwercman A., Grand-hean P., Guilette, Jégou B., Jensen T.K., Jouannet P., Keiding N., Leffers H., MaLachlan J.A., Meyer O., Müller J., Meyts E.R., Scheike T., Sharpe R., Sumpter J., Skakkebaek N.E. Male reproduction health and environmental xenoestrogens. Environ. Health Perspect. 1996, 104:741-803.
36. Wicks C., Kelley C., Peterson E. Estrogen in a karstic aquifer. Ground Water 2004, 42:384-389.
37. Zhang K., Zuo Y. Pitfalls and solution for simultaneous deter-mination of estrone and 17α-ethinylestradiol by gas chromatography-mass spectrometry after derivatization with N, O-bis (trimethylsilyl) trifluoroacetamide. Anal. Chim. Acta. 2005, 554:190-196.
38. Zhang Y., Zhou J.L., Ning B. Photodegradation of estrone and 17β-estradiol in water. Water Res. 2007, 41:19-26.
39. 2 technology. J. Hazard. Mater. 2010, 181:1127-1133.
40. Zheng H., Ye C. Photodegradation of acetochlor and butachlor in waters containing humic acid and inorganic ion. Bull. Environ. Contam. Toxicol. 2001, 67:601-608.
41. Zuo Y., Zhang K., Deng Y. Occurrence and photochemical degradation of 17α-ethinylestradiol in Acushnet river estuary. Chemosphere 2006, 63:1583-1590.