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Removal of Estrogenic Activity and Formation of Oxidation Products during Ozonation of 17α-Ethinylestradiol

Open access
Huber, Marc M., Ternes, Thomas A., von Gunten, Urs·2004·Environmental Science & Technology

Abstract

This study investigated the oxidation of the oral contraceptive 17alpha-ethinylestradiol (EE2) during ozonation. First, the effect of ozone (O3) on the estrogenic activity of aqueous solutions of EE2 was studied using a yeast estrogen screen (YES). It could be shown that O3 doses typically applied for the disinfection of drinking waters were sufficient to reduce estrogenicity by a factor of more than 200. However, it proved impossible to completely remove estrogenic activity due to the slow reappearance of 0.1-0.2% of the initial EE2 concentration after ozonation. Second, oxidation products formed during ozonation of EE2 were identified with LC-MS/MS and GC/MS and the help of the model compounds 5,6,7,8-tetrahydro-2-naphthol (THN) and 1-ethinyl-1-cyclohexanol (ECH), which represent the reactive phenolic moiety and the ethinyl group of EE2. Additionally, oxidation products of the natural steroid hormones 17beta-estradiol (E2) and estrone (E1) were identified. The chemical structures of the oxidation products were significantly altered as compared to the parent compounds, explaining the diminished estrogenic activity after ozonation. Overall,the results demonstrate that ozonation is a promising tool for the control of EE2, E2, and E1 in drinking water and wastewater.

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Crossref · 10.1021/es035205x

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Metadata

Authors
Huber, M. M., Ternes, T. A., & von Gunten, U.
Venue
Environmental Science & Technology
Published
2004-08-21
Volume
38
Issue
19
Pages
5177-5186
ISSN
  • 0013-936X (ISSN-L)
  • 1520-5851
OpenAlex
W2076219390
Cited by
267
References
1
FWCI
18.86
Type
journal article
Language
en
Open access
green

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