White-rot fungus-mediated degradation of the analgesic ketoprofen and identification of intermediates by HPLC-DAD-MS and NMR

Chemosphere
Ernest Marco-UrreaTeresa Vicent

Abstract

Ketoprofen is a nonsteroidal anti-inflammatory drug that has been detected in the environment in the range of ng L(-1)-microg L(-1) due to its low degradability in some wastewater treatment plants. In this study, the use of the white-rot fungus Trametes versicolor to effectively degrade ketoprofen in a defined liquid medium was assessed. The fungus eliminated ketoprofen to nondetectable levels in 24h when it was added at 10mgL(-1) whereas at low concentration of 40microgL(-1) it was almost completely removed (95%) after 5h. Low extracellular laccase activity was detected in the T. versicolor cultures but the addition of the laccase-mediator system did not lead to ketoprofen oxidation. The cytochrome P-450 inhibitor 1-aminobenzotriazole reduced ketoprofen oxidation. These data suggest that the first oxidation step is cytochrome P450 mediated. During time-course degradation experiments, three intermediates were structurally elucidated and quantified by HPLC-DAD-MS and NMR: 2-[3-(4-hydroxybenzoyl)phenyl]-propanoic acid, 2-[(3-hydroxy(phenyl)methyl)phenyl]-propanoic acid, and 2-(3-benzoyl-4-hydroxyphenyl)-propanoic acid. The latter was reported for the first time in biological systems. After 7 d of incubation, only small amounts of...Continue Reading

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Jan 31, 2009·Journal of Hazardous Materials·Ernest Marco-UrreaTeresa Vicent

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Citations

Feb 8, 2011·Nature Reviews. Microbiology·Hauke HarmsLukas Y Wick
Sep 17, 2013·Environmental Science and Pollution Research International·Attef Dâas, Oualid Hamdaoui
Apr 24, 2014·Environmental Science and Pollution Research International·Ling FengMehmet A Oturan
Jan 29, 2016·Environmental Science and Pollution Research International·A Arca-RamosH Cabana
Oct 17, 2012·Bioresource Technology·Sattar Ostadhadi-DehkordiMohammad Ali Faramarzi
Jul 14, 2010·Journal of Hazardous Materials·Takayuki HataTomoaki Nishida
Jun 22, 2014·The Science of the Total Environment·Carles Cruz-MoratóErnest Marco-Urrea
Jul 16, 2014·Journal of Environmental Management·Danuta WojcieszyńskaUrszula Guzik
Mar 14, 2012·Bioresource Technology·Yongjun Zhang, Sven-Uwe Geissen
Jun 9, 2016·Biotechnology Letters·Maha M IsmailFathia E Mourad
Jan 4, 2017·Environmental Science & Technology·Lounès HarouneJean-Philippe Bellenger
Jan 24, 2017·Water Science and Technology : a Journal of the International Association on Water Pollution Research·Gülay BayramoğluM Yakup Arıca
Jun 5, 2019·Journal of Biological Engineering·Josep Anton Mir-TutusausGlòria Caminal
Apr 28, 2020·Environmental Science and Pollution Research International·Rayana ManasfiMonica Brienza
Dec 20, 2017·The Science of the Total Environment·Elham JahangiriDietmar Schlosser
Jun 18, 2021·The Science of the Total Environment·Ewa MulkiewiczMagda Caban
Jun 22, 2021·Journal of Environmental Health Science & Engineering·Marcelina Jureczko, Wioletta Przystaś

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