Enantiomeric profiling of chiral illicit drugs in a pan-European study
The aim of this paper is to present the first study on spatial and temporal variation in the enantiomeric profile of chiral drugs in eight European cities. Wastewater-based epidemiology (WBE) and enantioselective analysis were combined to evaluate trends in illicit drug use in the context of their c...
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Veröffentlicht in: | Water research (Oxford) 2018-03, Vol.130, p.151-160 |
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creator | Castrignanò, Erika Yang, Zhugen Bade, Richard Baz-Lomba, Jose A. Castiglioni, Sara Causanilles, Ana Covaci, Adrian Gracia-Lor, Emma Hernandez, Felix Kinyua, Juliet McCall, Ann-Kathrin van Nuijs, Alexander L.N. Ort, Christoph Plósz, Benedek G. Ramin, Pedram Rousis, Nikolaos I. Ryu, Yeonsuk Thomas, Kevin V. de Voogt, Pim Zuccato, Ettore Kasprzyk-Hordern, Barbara |
description | The aim of this paper is to present the first study on spatial and temporal variation in the enantiomeric profile of chiral drugs in eight European cities. Wastewater-based epidemiology (WBE) and enantioselective analysis were combined to evaluate trends in illicit drug use in the context of their consumption vs direct disposal as well as their synthetic production routes. Spatial variations in amphetamine loads were observed with higher use in Northern European cities. Enantioselective analysis showed a general enrichment of amphetamine with the R-(−)-enantiomer in wastewater indicating its abuse. High loads of racemic methamphetamine were detected in Oslo (EF = 0.49 ± 0.02). This is in contrast to other European cities where S-(+)-methamphetamine was the predominant enantiomer. This indicates different methods of methamphetamine synthesis and/or trafficking routes in Oslo, compared with the other cities tested. An enrichment of MDMA with the R-(−)-enantiomer was observed in European wastewaters indicating MDMA consumption rather than disposal of unused drug. MDA's chiral signature indicated its enrichment with the S-(+)-enantiomer, which confirms its origin from MDMA metabolism in humans. HMMA was also detected at quantifiable concentrations in wastewater and was found to be a suitable biomarker for MDMA consumption. Mephedrone was only detected in wastewater from the United Kingdom with population-normalised loads up to 47.7 mg 1000 people−1 day−1. The enrichment of mephedrone in the R-(+)-enantiomer in wastewater suggests stereoselective metabolism in humans, hence consumption, rather than direct disposal of the drug. The investigation of drug precursors, such as ephedrine, showed that their presence was reasonably ascribed to their medical use.
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•First spatio-temporal enantiomeric profiling of wastewater from eight European cities•First verification of variable potency of methamphetamine used across Europe using WBE•Mephedrone profiling showed human use in one city. |
doi_str_mv | 10.1016/j.watres.2017.11.051 |
format | Article |
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[Display omitted]
•First spatio-temporal enantiomeric profiling of wastewater from eight European cities•First verification of variable potency of methamphetamine used across Europe using WBE•Mephedrone profiling showed human use in one city.</description><identifier>ISSN: 0043-1354</identifier><identifier>EISSN: 1879-2448</identifier><identifier>DOI: 10.1016/j.watres.2017.11.051</identifier><identifier>PMID: 29216482</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>Amphetamine - analysis ; Amphetamine - chemistry ; Chiral drugs ; Cities - epidemiology ; Enantioselective analysis ; Europe - epidemiology ; Humans ; Illicit drugs ; Methamphetamine - analogs & derivatives ; Methamphetamine - analysis ; Methamphetamine - chemistry ; Stereoisomerism ; Street Drugs - analysis ; Street Drugs - chemistry ; Substance Abuse Detection - methods ; Substance-Related Disorders - epidemiology ; Waste Water - analysis ; Waste Water - chemistry ; Wastewater-based epidemiology ; Water Pollutants, Chemical - analysis ; Water Pollutants, Chemical - chemistry</subject><ispartof>Water research (Oxford), 2018-03, Vol.130, p.151-160</ispartof><rights>2017 Elsevier Ltd</rights><rights>Copyright © 2017 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c408t-cdcb651c78f4a9ed67763159689ac97414562cdf0ca82839e0b24ca1f5c6c2fd3</citedby><cites>FETCH-LOGICAL-c408t-cdcb651c78f4a9ed67763159689ac97414562cdf0ca82839e0b24ca1f5c6c2fd3</cites><orcidid>0000-0002-6809-2875</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S004313541730979X$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/29216482$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Castrignanò, Erika</creatorcontrib><creatorcontrib>Yang, Zhugen</creatorcontrib><creatorcontrib>Bade, Richard</creatorcontrib><creatorcontrib>Baz-Lomba, Jose A.</creatorcontrib><creatorcontrib>Castiglioni, Sara</creatorcontrib><creatorcontrib>Causanilles, Ana</creatorcontrib><creatorcontrib>Covaci, Adrian</creatorcontrib><creatorcontrib>Gracia-Lor, Emma</creatorcontrib><creatorcontrib>Hernandez, Felix</creatorcontrib><creatorcontrib>Kinyua, Juliet</creatorcontrib><creatorcontrib>McCall, Ann-Kathrin</creatorcontrib><creatorcontrib>van Nuijs, Alexander L.N.</creatorcontrib><creatorcontrib>Ort, Christoph</creatorcontrib><creatorcontrib>Plósz, Benedek G.</creatorcontrib><creatorcontrib>Ramin, Pedram</creatorcontrib><creatorcontrib>Rousis, Nikolaos I.</creatorcontrib><creatorcontrib>Ryu, Yeonsuk</creatorcontrib><creatorcontrib>Thomas, Kevin V.</creatorcontrib><creatorcontrib>de Voogt, Pim</creatorcontrib><creatorcontrib>Zuccato, Ettore</creatorcontrib><creatorcontrib>Kasprzyk-Hordern, Barbara</creatorcontrib><title>Enantiomeric profiling of chiral illicit drugs in a pan-European study</title><title>Water research (Oxford)</title><addtitle>Water Res</addtitle><description>The aim of this paper is to present the first study on spatial and temporal variation in the enantiomeric profile of chiral drugs in eight European cities. Wastewater-based epidemiology (WBE) and enantioselective analysis were combined to evaluate trends in illicit drug use in the context of their consumption vs direct disposal as well as their synthetic production routes. Spatial variations in amphetamine loads were observed with higher use in Northern European cities. Enantioselective analysis showed a general enrichment of amphetamine with the R-(−)-enantiomer in wastewater indicating its abuse. High loads of racemic methamphetamine were detected in Oslo (EF = 0.49 ± 0.02). This is in contrast to other European cities where S-(+)-methamphetamine was the predominant enantiomer. This indicates different methods of methamphetamine synthesis and/or trafficking routes in Oslo, compared with the other cities tested. An enrichment of MDMA with the R-(−)-enantiomer was observed in European wastewaters indicating MDMA consumption rather than disposal of unused drug. MDA's chiral signature indicated its enrichment with the S-(+)-enantiomer, which confirms its origin from MDMA metabolism in humans. HMMA was also detected at quantifiable concentrations in wastewater and was found to be a suitable biomarker for MDMA consumption. Mephedrone was only detected in wastewater from the United Kingdom with population-normalised loads up to 47.7 mg 1000 people−1 day−1. The enrichment of mephedrone in the R-(+)-enantiomer in wastewater suggests stereoselective metabolism in humans, hence consumption, rather than direct disposal of the drug. The investigation of drug precursors, such as ephedrine, showed that their presence was reasonably ascribed to their medical use.
[Display omitted]
•First spatio-temporal enantiomeric profiling of wastewater from eight European cities•First verification of variable potency of methamphetamine used across Europe using WBE•Mephedrone profiling showed human use in one city.</description><subject>Amphetamine - analysis</subject><subject>Amphetamine - chemistry</subject><subject>Chiral drugs</subject><subject>Cities - epidemiology</subject><subject>Enantioselective analysis</subject><subject>Europe - epidemiology</subject><subject>Humans</subject><subject>Illicit drugs</subject><subject>Methamphetamine - analogs & derivatives</subject><subject>Methamphetamine - analysis</subject><subject>Methamphetamine - chemistry</subject><subject>Stereoisomerism</subject><subject>Street Drugs - analysis</subject><subject>Street Drugs - chemistry</subject><subject>Substance Abuse Detection - methods</subject><subject>Substance-Related Disorders - epidemiology</subject><subject>Waste Water - analysis</subject><subject>Waste Water - chemistry</subject><subject>Wastewater-based epidemiology</subject><subject>Water Pollutants, Chemical - analysis</subject><subject>Water Pollutants, Chemical - chemistry</subject><issn>0043-1354</issn><issn>1879-2448</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kMtOwzAQRS0EoqXwBwh5ySbB4zgPb5BQ1QJSJTawttyxU1zlhZ2A-vcEpbBkNZtz584cQq6BxcAgu9vHX7r3NsScQR4DxCyFEzKHIpcRF6I4JXPGRBJBkooZuQhhzxjjPJHnZMYlh0wUfE7Wq0Y3vWtr6x3Szrelq1yzo21J8d15XVFXVQ5dT40fdoG6hmra6SZaDb7trG5o6AdzuCRnpa6CvTrOBXlbr16XT9Hm5fF5-bCJULCij9DgNksB86IUWlqT5XmWQCqzQmqUuQCRZhxNyVAXvEikZVsuUEOZYoa8NMmC3E57x0s_Bht6VbuAtqp0Y9shKJB5ykDkIEdUTCj6NgRvS9V5V2t_UMDUj0G1V5NB9WNQAajR4Bi7OTYM29qav9CvshG4nwA7_vnprFcBnW3QGuct9sq07v-Gb36Bg-w</recordid><startdate>20180301</startdate><enddate>20180301</enddate><creator>Castrignanò, Erika</creator><creator>Yang, Zhugen</creator><creator>Bade, Richard</creator><creator>Baz-Lomba, Jose A.</creator><creator>Castiglioni, Sara</creator><creator>Causanilles, Ana</creator><creator>Covaci, Adrian</creator><creator>Gracia-Lor, Emma</creator><creator>Hernandez, Felix</creator><creator>Kinyua, Juliet</creator><creator>McCall, Ann-Kathrin</creator><creator>van Nuijs, Alexander L.N.</creator><creator>Ort, Christoph</creator><creator>Plósz, Benedek G.</creator><creator>Ramin, Pedram</creator><creator>Rousis, Nikolaos I.</creator><creator>Ryu, Yeonsuk</creator><creator>Thomas, Kevin V.</creator><creator>de Voogt, Pim</creator><creator>Zuccato, Ettore</creator><creator>Kasprzyk-Hordern, Barbara</creator><general>Elsevier Ltd</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-6809-2875</orcidid></search><sort><creationdate>20180301</creationdate><title>Enantiomeric profiling of chiral illicit drugs in a pan-European study</title><author>Castrignanò, Erika ; Yang, Zhugen ; Bade, Richard ; Baz-Lomba, Jose A. ; Castiglioni, Sara ; Causanilles, Ana ; Covaci, Adrian ; Gracia-Lor, Emma ; Hernandez, Felix ; Kinyua, Juliet ; McCall, Ann-Kathrin ; van Nuijs, Alexander L.N. ; Ort, Christoph ; Plósz, Benedek G. ; Ramin, Pedram ; Rousis, Nikolaos I. ; Ryu, Yeonsuk ; Thomas, Kevin V. ; de Voogt, Pim ; Zuccato, Ettore ; Kasprzyk-Hordern, Barbara</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c408t-cdcb651c78f4a9ed67763159689ac97414562cdf0ca82839e0b24ca1f5c6c2fd3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Amphetamine - analysis</topic><topic>Amphetamine - chemistry</topic><topic>Chiral drugs</topic><topic>Cities - epidemiology</topic><topic>Enantioselective analysis</topic><topic>Europe - epidemiology</topic><topic>Humans</topic><topic>Illicit drugs</topic><topic>Methamphetamine - analogs & derivatives</topic><topic>Methamphetamine - analysis</topic><topic>Methamphetamine - chemistry</topic><topic>Stereoisomerism</topic><topic>Street Drugs - analysis</topic><topic>Street Drugs - chemistry</topic><topic>Substance Abuse Detection - methods</topic><topic>Substance-Related Disorders - epidemiology</topic><topic>Waste Water - analysis</topic><topic>Waste Water - chemistry</topic><topic>Wastewater-based epidemiology</topic><topic>Water Pollutants, Chemical - analysis</topic><topic>Water Pollutants, Chemical - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Castrignanò, Erika</creatorcontrib><creatorcontrib>Yang, Zhugen</creatorcontrib><creatorcontrib>Bade, Richard</creatorcontrib><creatorcontrib>Baz-Lomba, Jose A.</creatorcontrib><creatorcontrib>Castiglioni, Sara</creatorcontrib><creatorcontrib>Causanilles, Ana</creatorcontrib><creatorcontrib>Covaci, Adrian</creatorcontrib><creatorcontrib>Gracia-Lor, Emma</creatorcontrib><creatorcontrib>Hernandez, Felix</creatorcontrib><creatorcontrib>Kinyua, Juliet</creatorcontrib><creatorcontrib>McCall, Ann-Kathrin</creatorcontrib><creatorcontrib>van Nuijs, Alexander L.N.</creatorcontrib><creatorcontrib>Ort, Christoph</creatorcontrib><creatorcontrib>Plósz, Benedek G.</creatorcontrib><creatorcontrib>Ramin, Pedram</creatorcontrib><creatorcontrib>Rousis, Nikolaos I.</creatorcontrib><creatorcontrib>Ryu, Yeonsuk</creatorcontrib><creatorcontrib>Thomas, Kevin V.</creatorcontrib><creatorcontrib>de Voogt, Pim</creatorcontrib><creatorcontrib>Zuccato, Ettore</creatorcontrib><creatorcontrib>Kasprzyk-Hordern, Barbara</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Water research (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Castrignanò, Erika</au><au>Yang, Zhugen</au><au>Bade, Richard</au><au>Baz-Lomba, Jose A.</au><au>Castiglioni, Sara</au><au>Causanilles, Ana</au><au>Covaci, Adrian</au><au>Gracia-Lor, Emma</au><au>Hernandez, Felix</au><au>Kinyua, Juliet</au><au>McCall, Ann-Kathrin</au><au>van Nuijs, Alexander L.N.</au><au>Ort, Christoph</au><au>Plósz, Benedek G.</au><au>Ramin, Pedram</au><au>Rousis, Nikolaos I.</au><au>Ryu, Yeonsuk</au><au>Thomas, Kevin V.</au><au>de Voogt, Pim</au><au>Zuccato, Ettore</au><au>Kasprzyk-Hordern, Barbara</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Enantiomeric profiling of chiral illicit drugs in a pan-European study</atitle><jtitle>Water research (Oxford)</jtitle><addtitle>Water Res</addtitle><date>2018-03-01</date><risdate>2018</risdate><volume>130</volume><spage>151</spage><epage>160</epage><pages>151-160</pages><issn>0043-1354</issn><eissn>1879-2448</eissn><abstract>The aim of this paper is to present the first study on spatial and temporal variation in the enantiomeric profile of chiral drugs in eight European cities. Wastewater-based epidemiology (WBE) and enantioselective analysis were combined to evaluate trends in illicit drug use in the context of their consumption vs direct disposal as well as their synthetic production routes. Spatial variations in amphetamine loads were observed with higher use in Northern European cities. Enantioselective analysis showed a general enrichment of amphetamine with the R-(−)-enantiomer in wastewater indicating its abuse. High loads of racemic methamphetamine were detected in Oslo (EF = 0.49 ± 0.02). This is in contrast to other European cities where S-(+)-methamphetamine was the predominant enantiomer. This indicates different methods of methamphetamine synthesis and/or trafficking routes in Oslo, compared with the other cities tested. An enrichment of MDMA with the R-(−)-enantiomer was observed in European wastewaters indicating MDMA consumption rather than disposal of unused drug. MDA's chiral signature indicated its enrichment with the S-(+)-enantiomer, which confirms its origin from MDMA metabolism in humans. HMMA was also detected at quantifiable concentrations in wastewater and was found to be a suitable biomarker for MDMA consumption. Mephedrone was only detected in wastewater from the United Kingdom with population-normalised loads up to 47.7 mg 1000 people−1 day−1. The enrichment of mephedrone in the R-(+)-enantiomer in wastewater suggests stereoselective metabolism in humans, hence consumption, rather than direct disposal of the drug. The investigation of drug precursors, such as ephedrine, showed that their presence was reasonably ascribed to their medical use.
[Display omitted]
•First spatio-temporal enantiomeric profiling of wastewater from eight European cities•First verification of variable potency of methamphetamine used across Europe using WBE•Mephedrone profiling showed human use in one city.</abstract><cop>England</cop><pub>Elsevier Ltd</pub><pmid>29216482</pmid><doi>10.1016/j.watres.2017.11.051</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0002-6809-2875</orcidid><oa>free_for_read</oa></addata></record> |
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subjects | Amphetamine - analysis Amphetamine - chemistry Chiral drugs Cities - epidemiology Enantioselective analysis Europe - epidemiology Humans Illicit drugs Methamphetamine - analogs & derivatives Methamphetamine - analysis Methamphetamine - chemistry Stereoisomerism Street Drugs - analysis Street Drugs - chemistry Substance Abuse Detection - methods Substance-Related Disorders - epidemiology Waste Water - analysis Waste Water - chemistry Wastewater-based epidemiology Water Pollutants, Chemical - analysis Water Pollutants, Chemical - chemistry |
title | Enantiomeric profiling of chiral illicit drugs in a pan-European study |
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