Abstract
Tamiflu (oseltamivir ethylester) is an antiviral agent for the treatment of influenza A and B. The pro-drug Tamiflu is converted in the human body to the pharmacologically active metabolite, oseltamivir acid, with a yield of 75%. Oseltamivir acid is indirectly photodegradable and slowly biodegradable in sewage works and sediment/water systems. A previous environmental risk assessment has concluded that there is no bioaccumulation potential of either of the compounds. However, little was known about the ecotoxicity of the metabolite. Ester hydrolysis typically reduces the hydrophobicity and thus the toxicity of a compound. In this case, a zwitterionic, but overall neutral species is formed from the charged parent compound. If the speciation and predicted partitioning into biological membranes is considered, the metabolite may have a relevant contribution to the overall toxicity. These theoretical considerations triggered a study to investigate the toxicity of oseltamivir acid (OA), alone and in binary mixtures with its parent compound oseltamivir ethylester (OE). OE and OA were found to be baseline toxicants in the bioluminescence inhibition test with Vibrio fischeri. Their mixture effect lay between predictions for concentratio...Continue Reading
References
Feb 12, 1998·Chemical Research in Toxicology·W H VaesJ L Hermens
Jan 11, 2000·Clinical Pharmacokinetics·G HeP Ward
Oct 22, 2002·Environmental Science & Technology·Beate I Escher, Joop L M Hermens
Aug 20, 2003·Environmental Toxicology and Chemistry·Rolf AltenburgerGerrit Schüürmann
Nov 1, 2003·Environmental Toxicology and Chemistry·Kai-Uwe GossRené P Schwarzenbach
Dec 16, 2004·Environmental Science & Technology·Beate I Escher, Joop L M Hermens
Mar 23, 2005·Environmental Toxicology and Chemistry·Beate I EscherMischa Zschokke
Jun 2, 2005·Environmental Science & Technology·Beate I EscherManuela Richter
Dec 31, 2005·Nucleic Acids Research·David S WishartJennifer Woolsey
Apr 28, 2006·Statistics in Medicine·UNKNOWN Committee for Medicinal Products for Human UseUNKNOWN Committee for Release for Consultation
Dec 22, 2006·Environmental Science & Technology·Beate I EscherJudit Lienert
Jul 14, 2007·Environmental Science & Technology·Judit LienertBeate I Escher
May 2, 2008·Journal of Environmental Monitoring : JEM·Beate I EscherEtiënne L M Vermeirssen
Aug 5, 2008·The Science of the Total Environment·Peter Bartels, Wolf von Tümpling
Dec 6, 2008·Environmental Health Perspectives·Andrew C SingerChris Watts
Jan 7, 2009·Chemosphere·Maria Ludovica SaccàBjörn Olsen
Jun 27, 2009·PloS One·Hanna SöderströmJerker Fick
Jun 30, 2009·Ecotoxicology and Environmental Safety·Jürg Oliver Straub
Sep 22, 2009·Environmental Science & Technology·Judith NeuwoehnerBeate I Escher
Jan 9, 2010·Environmental Health Perspectives·Gopal C GhoshHiroaki Tanaka
Citations
Mar 4, 2011·Environmental Health Perspectives·Andrew C SingerRichard J Williams
Jul 26, 2014·Journal of Hazardous Materials·M I VasquezD Fatta-Kassinos
Apr 2, 2015·The Science of the Total Environment·Takashi AzumaHiroaki Tanaka
Jan 11, 2012·Environmental Pollution·Hana MestankovaSilvio Canonica
Sep 26, 2014·PloS One·Andrew C SingerHanna Söderström
Jan 2, 2010·Aquatic Toxicology·Judith NeuwoehnerBeate I Escher
May 6, 2017·Biopharmaceutics & Drug Disposition·Vamshi Krishna JogirajuDavid R Taft
Jan 24, 2019·Journal of Toxicology and Environmental Health. Part a·Sara DallarésMontserrat Solé
May 30, 2019·International Journal of Molecular Sciences·Krystian Miazek, Beata Brozek-Pluska
Nov 5, 2019·The Science of the Total Environment·Christina NannouDimitra Lambropoulou
Apr 9, 2011·Environmental Science & Technology·Beate I Escher, Kathrin Fenner