Photodegradation of the steroid hormones 17β-estradiol (E2) and 17α-ethinylestradiol (EE2) in dilute aqueous solution

Chemosphere

Volumn 73, Issue 8, 2008, Pages 1216-1223

  Mazellier, Patrick ^a   Méité, Ladji ^a   De Laat, Joseph ^a  

^a UNIVERSITÉ DE POITIERS   (France)

Author keywords

Emerging pollutants; Mass spectrometry; Photoproducts; Phototransformation; Steroid hormones

Indexed keywords

AQUEOUS SOLUTIONS; CHEMICAL ACTINOMETERS; DILUTE AQUEOUS SOLUTIONS; EMERGING POLLUTANTS; ETHINYLESTRADIOL; MODEL COMPOUNDS; PHENOLIC GROUPS; PHOTOCHEMICAL TRANSFORMATIONS; PHOTOPRODUCTS; PHOTOTRANSFORMATION; SECONDARY PRODUCTS; STEROID HORMONES; STRUCTURAL INFORMATIONS;

ENDOCRINOLOGY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HORMONES; IRRADIATION; MASS SPECTROMETRY; METEOROLOGICAL INSTRUMENTS; PHENOLS; PHOTOLYSIS; SOLUTIONS;

PHOTODEGRADATION;

ESTRADIOL; ETHINYLESTRADIOL;

AQUEOUS SOLUTION; IRRADIATION; MASS SPECTROMETRY; PHOTOCHEMISTRY; PHOTODEGRADATION; STEROID; TRANSFORMATION;

AQUEOUS SOLUTION; ARTICLE; CHEMICAL STRUCTURE; IRRADIATION; PHOTODEGRADATION; PHOTOLYSIS; QUANTUM YIELD;

ENDOCRINE DISRUPTORS; ESTRADIOL; ETHINYL ESTRADIOL; KINETICS; NAPHTHOLS; PHENOL; PHOTOLYSIS; SOLUTIONS; SUNLIGHT; ULTRAVIOLET RAYS; WATER;

EID: 54049117948     PISSN: 00456535     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemosphere.2008.07.046     Document Type: Article

References (33)

1. Aguer J.P., Mailhot G., and Bolte M. Unexpected 2,4,6-trimethylphenol oxidation in the presence of Fe(III) aquacomplexes. New J. Chem. 30 (2006) 191-196
2. Baronti C., Curini R., D'Ascenzo G., Corcia A.D., Gentili A., and Samperi R. Monitoring natural and synthetic estrogens at activated sludge sewage treatment plants and in receiving river water. Environ. Sci. Technol. 34 (2000) 5050-5066
3. Canonica S., Meunier L., and Von Gunten U. Phototransformation of selected pharmaceuticals during UV treatment of drinking water. Water Res. 42 (2008) 121-128
4. Canonica S., Hellrung B., and Wirz J. Oxidation of phenols by triplet aromatic ketones in aqueous solution. J. Phys. Chem. A 104 (2000) 1226-1232
5. Cargouët M., Perdiz D., Mouatassim-Souali A., Tamisier-Karolak S., and Levi Y. Assessment of river contamination by estrogenic compounds in Paris area (France). Sci. Total Environ. 324 (2004) 55-66
6. Colucci M.S., Bork H., and Topp E. Persistence of estrogenic hormones in agricultural soils: I. 17β-estradiol and estrone. J. Environ. Qual. 30 (2001) 2070-2076
7. Colucci M.S., and Topp E. Persistence of estrogenic hormones in agricultural soils: II. 17α-ethinylestradiol. J. Environ. Qual. 30 (2001) 2077-2080
8. D'Ascenzo G., Di Corcia A., Gentili A., Mancini R., Mastropasqua R., and Samperi R. Fate of natural estrogen conjugates in municipal sewage transport and treatment facilities. Sci. Total Environ. 302 (2003) 199-209
9. Daughton C.G., and Ternes T.A. Pharmaceuticals and personal care products in the environment: agents of subtle change?. Environ. Health Perspect. 107 (1999) 907-938
10. Desbrow C., Routledge E.J., Brighty G.C., Sumpter J.P., and Waldock M. Identification of estrogenic chemicals in STW effluent. 1. Chemical fractionation and in vitro biological screening. Environ. Sci. Technol. 32 (1998) 1549-1558
11. Grabner A.C., Kohler G., Zechner J., and Getoff N. Pathways for formation of hydrated electrons from excited phenol and related compounds. Photochem. Photobiol. 26 (1977) 449-458
12. Hohenblum P., Gans O., Moche W., Scharf S., and Lorbeer G. Monitoring of selected estrogenic hormones and industrial chemicals in groundwaters and surface waters in Australia. Sci. Total Environ. 333 (2004) 185-193
13. Huber M.M., Ternes T.A., and von Gunten U. Removal of estrogenic activity and formation of oxidation products during ozonation of 17α-ethinylestradiol. Environ. Sci. Technol. 38 (2004) 5177-5186
14. Jorgensen S.E., and Halling-Sorensen B. Drugs in the environment. Chemosphere 40 (2000) 691-699
15. Jürgens M.D., Holtaus K.I.E., Johnson C., Smith J.L., Hetheridge M., and Williams R.J. The potential for estradiol and ethinylestradiol degradation in English rivers. Environ. Toxicol. Chem. 3 (2002) 480-488
16. Kavlock R.J., Daston G.P., De Rosa C., Fenner-Crisp P., Earl Gray L., Kaattari S., Lucier G., Luster M., Mac M.J., Maczka C., Miller R., Moore J., Rolland R., Scott G., Sheehan D.M., Sinks T., and Tilson H.A. Research needs for the risk assessment of health and environment effects of endocrine disruptors: a report of the U.S. EPA-sponsored Workshop. Environ. Health Perspect. 104 (1996) 1-26
17. Kolpin D., Furlong E.D., Meyer M.T., Thurman E.M., Zaugg S., Barber L.B., and Buxton H.T. Pharmaceuticals, hormones, and other organic wastewater contaminants in U.S. streams, 1999-2000: a national reconnaissance. Environ. Sci. Technol. 36 (2002) 1202-1211
18. Labadie P., and Budzinski H. Determination of steroidal hormone profiles along the Jalle d'Eysines River (near Bordeaux, France). Environ. Sci. Technol. 39 (2005) 5113-5120
19. Leifer,A., 1988. The Kinetics of Environmental Aquatic Photochemistry: Theory and Practice. ACS Professional Reference Book.
20. Liu B., Wu F., and Deng N.S. UV-light induced photodegradation of 17α-ethynylestradiol in aqueous solutions. J. Hazard. Mater. B98 (2003) 311-316
21. Liu B., and Liu X.L. Direct photolysis of estrogens in aqueous solutions. Sci. Total Environ. 320 (2004) 269-274
22. 2/UV process in aqueous solution, Photochem. Photobiol. Sci. 2 (2003) 946-953
23. Mazellier P., and Bolte M. Photochemical behaviour of 2,6-dimethylbenzoquinone in the absence and in the presence of iron(III). J. Photochem. Photobiol. A: Chem. 98 (1996) 141-147
24. Mol H., Suryati S., and Steijger O.M. Determination of endocrine disrupters in water after derivatization with N-methyl-N-(tertbutyldimethyltrifluoroacetamide) using gas chromatography with mass spectrometric detection. J. Chromatogr., A 879 (2000) 97-112
25. Nicole J., De Laat J., Doré M., Duguet J.P., and Bonnel C. Use of U.V. radiation in water treatment measurement of photonic flux by hydrogen peroxide actinometry. Water Res. 24 (1990) 157-168
26. Patai S., and Rappoport Z. The Chemistry of the Quinonoid Compounds Part 1 & Part 2 (1998), Wiley J. & Sons Editors, UK
27. Rosenfeldt E.J., and Linden K.G. Degradation of endocrine disrupting chemicals bisphenol A, ethinylestradiol, and estradiol during UV photolysis and advanced oxidation processes. Environ. Sci. Technol. 38 (2004) 5476-5483
28. Segmuller B.E., Armstrong B.L., Dunphy R., and Oyler A.R. Identification of autooxidation and photodegradation products of ethynylestradiol by on-line HPLC-NMR and HPLC-MS. J. Pharm. Biomed. 23 (2000) 927-937
29. Segner H., Caroll K., Frenske M., Janssen C.R., Maack G., Pascoe D., Schäfers C., Vandenbergh G.F., Watts M., and Wenzel A. Identification of endocrine-disruptor effects in aquatic vertebrates and invertebrates: report from European idea project. Ecotoxicol. Environ. Saf. 54 (2003) 302-314
30. Sonnenschein C., and Soto A.M. An updated review of environmental estrogen an androgen mimics and antagonists. J. Steroid Biochem. 65 (1998) 143-150
31. Tercero Espinoza L.A., Neamţu M., and Frimmel F.H. The effect of nitrate, Fe(III) and bicarbonate on the degradation of bisphenol A by simulated solar UV-irradiation. Water Res. 41 (2007) 4479-4487
32. Zamy C., Mazellier P., and Legube B. Phototransformation of selected organophosphorus pesticides in dilute aqueous solutions. Water Res. 38 (2004) 2304-2313
33. Zuo Y., Zhang K., and Deng Y. Occurrence and photochemical degradation of 17α-ethinylestradiol in Acushnet river estuary. Chemosphere 63 (2006) 1583-1590