Light induced degradation of testosterone in waters |
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Authors: | Emmanuelle Vulliet Marine Falletta Thierry Lomberget Marie-Florence Grenier-Loustalot |
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Affiliation: | a Service Central d'Analyse du CNRS — USR59, Chemin du Canal, F-69360 Solaize, France b Laboratoire des Sciences Analytiques — UMR 5180, Université Claude Bernard, 43 bd du 11 Novembre 1918, F-69622 Villeurbanne Cedex, France c Laboratoire de Chimie Thérapeutique, Université de Lyon, Université Lyon 1, Faculté de Pharmacie-ISPB, EA 4443 Biomolécules, Cancer et Chimiorésistances, INSERM U863 Hormones stéroïdes et protéines de liaison, IFR 62, 8 avenue Rockefeller, F-69373, Lyon Cedex 08, France |
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Abstract: | The degradation of testosterone under simulated irradiations was studied in phosphate buffers and in natural waters at various excitation wavelengths. The quantum yield of photolysis was significantly lower at 313 nm (2.4 × 10− 3) than at 254 nm (0.225). The formation of several photoproducts was observed, some of them being rapidly transformed in turn while others show higher stability towards subsequent irradiations. The nature of the main products was tentatively identified, both deduced from their spectral and spectrometric data and by comparison with synthesised standard compounds. Among the obtained photoproducts, the main one is possibly a spiro-compound, hydroxylated derivative of testosterone originating from the photohydratation of the enone group. The photodegradation pathway includes also photorearrangements. One of them leads to (1,5,10)-cyclopropyl-17β-hydroxyandrostane-2-one. The pH of the water does not seem to affect the rate of phototransformation and the nature of the by-products. |
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Keywords: | Testosterone Photolysis Kinetics Photodegradation products |
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