PMID- 24982024 OWN - NLM STAT- MEDLINE DCOM- 20150603 LR - 20221207 IS - 1879-1026 (Electronic) IS - 0048-9697 (Linking) VI - 493 DP - 2014 Sep 15 TI - Studies on the microbial biotransformation of the novel psychoactive substance methylenedioxypyrovalerone (MDPV) in wastewater by means of liquid chromatography-high resolution mass spectrometry/mass spectrometry. PG - 588-95 LID - S0048-9697(14)00859-6 [pii] LID - 10.1016/j.scitotenv.2014.06.016 [doi] AB - Sewage profiling as a mean to estimate consumption of drugs of abuse is gaining increasing attention. However, only scarce data are available so far on the impact of microbial biotransformation on the presence and hence detectability of drugs of abuse and their metabolites in wastewater (WW) samples. The aim of this work was therefore to study the biotransformation pathways of the novel psychoactive substance 3,4-methylenedioxypyrovalerone (MPDV) in WW by incubating it, based on the OECD guideline 314 A. MDPV was incubated (100 mug/L) for 10d at 22 degrees C in WW from a local WW treatment plant. Furthermore, urine and feces collected from rats administered 20mg MDPV/kg BW were incubated correspondingly. Samples were worked-up either by centrifugation/filtration and solid-phase (HCX) extraction or QuEChERS. High resolution (HR) mass spectra (MS) were recorded using an Orbitrap mass spectrometer. All products were identified via their HR-MS(2) spectra and chromatographic properties. The observed biotransformations in WW were: demethylenation and subsequent O-methylation, hydroxylation at the phenyl part, hydroxylation at the pyrrolidine part with subsequent methylation or oxidation, N-demethylation, and hydroxylation at the alkyl part as well as combination of them. In total, 12 biotransformation products were identified after 10 days of incubation. Three of these biotransformation products were previously reported to be also rat and human metabolites. No additional MDPV biotransformation products could be found after incubating the rat urine and feces samples. Instead, the urinary phase II glucuronides were nearly completely cleaved after one day of WW incubation. The presented study indicates that demethylenyl-methyl MDPV, the most abundant metabolite in human urine, should be the best indicator in WW to estimate its use. CI - Copyright (c) 2014 Elsevier B.V. All rights reserved. FAU - Mardal, Marie AU - Mardal M AD - Department of Experimental and Clinical Toxicology, Institute of Experimental and Clinical Pharmacology and Toxicology, Saarland University, Homburg, Saar, Germany. FAU - Meyer, Markus R AU - Meyer MR AD - Department of Experimental and Clinical Toxicology, Institute of Experimental and Clinical Pharmacology and Toxicology, Saarland University, Homburg, Saar, Germany. Electronic address: markus.meyer@uks.eu. LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't DEP - 20140628 PL - Netherlands TA - Sci Total Environ JT - The Science of the total environment JID - 0330500 RN - 0 (Benzodioxoles) RN - 0 (Psychotropic Drugs) RN - 0 (Pyrrolidines) RN - 0 (Waste Water) RN - 0 (Water Pollutants, Chemical) RN - 0 (Synthetic Cathinone) SB - IM MH - Benzodioxoles/analysis/*metabolism MH - Biotransformation MH - Chromatography, Liquid MH - Psychotropic Drugs/analysis/*metabolism MH - Pyrrolidines/analysis/*metabolism MH - Tandem Mass Spectrometry MH - Waste Disposal, Fluid/methods MH - Wastewater/*chemistry/microbiology MH - *Water Microbiology MH - Water Pollutants, Chemical/analysis/*metabolism MH - Synthetic Cathinone OTO - NOTNLM OT - Drugs of abuse OT - High-resolution mass spectrometry OT - MDPV OT - Microbial biotransformation OT - Sewage profiling OT - Wastewater analysis EDAT- 2014/07/02 06:00 MHDA- 2015/06/04 06:00 CRDT- 2014/07/02 06:00 PHST- 2014/04/24 00:00 [received] PHST- 2014/06/04 00:00 [revised] PHST- 2014/06/04 00:00 [accepted] PHST- 2014/07/02 06:00 [entrez] PHST- 2014/07/02 06:00 [pubmed] PHST- 2015/06/04 06:00 [medline] AID - S0048-9697(14)00859-6 [pii] AID - 10.1016/j.scitotenv.2014.06.016 [doi] PST - ppublish SO - Sci Total Environ. 2014 Sep 15;493:588-95. doi: 10.1016/j.scitotenv.2014.06.016. Epub 2014 Jun 28.