{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,2]],"date-time":"2026-10-02T13:33:18Z","timestamp":1790947998011,"version":"4.1.0"},"reference-count":36,"publisher":"Wiley","issue":"2","license":[{"start":{"date-parts":[[2018,9,28]],"date-time":"2018-09-28T00:00:00Z","timestamp":1538092800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["analyticalsciencejournals.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Drug Testing and Analysis"],"published-print":{"date-parts":[[2019,2]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Psychoactive substances of the 2C\u2010series (2Cs) are phenethylamine\u2010derived designer drugs that can induce psychostimulant and hallucinogenic effects. Chemically, the classic 2Cs contain two methoxy groups in positions 2 and 5 of the phenyl ring, whereas substances of the so\u2010called FLY series contain rigidified methoxy groups integrated in a 2,3,6,7\u2010tetrahydrobenzo[1,2\u2010b:4,5\u2010b\u2019]difuran core. One of the pharmacological features that has not been investigated in detail is the inhibition of monoamine oxidase (MAO). Inhibition of this enzyme can cause elevated monoamine levels that have been associated with adverse events such as agitation, nausea, vomiting, tachycardia, hypertension, or seizures. The aim of this study was to extend the knowledge surrounding the potential of MAO inhibition for 17 test drugs, which consisted of 12 2Cs (2C\u2010B, 2C\u2010D, 2C\u2010E, 2C\u2010H, 2C\u2010I, 2C\u2010N, 2C\u2010P, 2C\u2010T\u20102, 2C\u2010T\u20107, 2C\u2010T\u201021, bk\u20102C\u2010B, and bk\u20102C\u2010I) and five FLY analogs (2C\u2010B\u2010FLY, 2C\u2010E\u2010FLY, 2C\u2010EF\u2010FLY, 2C\u2010I\u2010FLY, and 2C\u2010T\u20107\u2010FLY). The extent of MAO inhibition was assessed using an established in vitro procedure based on heterologously expressed enzymes and analysis by hydrophilic interaction liquid chromatography\u2013high resolution tandem mass spectrometry. Thirteen test drugs showed inhibition potential for MAO\u2010A and 11 showed inhibition of MAO\u2010B. In cases where MAO\u2010A IC<jats:sub>50<\/jats:sub> values were determined, values ranged from 10 to 125\u00a0\u03bcM (7 drugs) and from 1.7 to 180\u00a0\u03bcM for MAO\u2010B (9 drugs). In the absence of detailed clinical information on most test drugs, it is concluded that a pharmacological contribution of MAO inhibition cannot be excluded and that further studies are warranted.<\/jats:p>","DOI":"10.1002\/dta.2494","type":"journal-article","created":{"date-parts":[[2018,9,6]],"date-time":"2018-09-06T06:28:50Z","timestamp":1536215330000},"page":"318-324","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":24,"title":["Interactions of phenethylamine\u2010derived psychoactive substances of the 2C\u2010series with human monoamine oxidases"],"prefix":"10.1002","volume":"11","author":[{"given":"Lea","family":"Wagmann","sequence":"first","affiliation":[{"name":"Department of Experimental and Clinical Toxicology, Institute of Experimental and Clinical Pharmacology and Toxicology, Center for Molecular Signaling (PZMS) Saarland University  Homburg Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8632-5372","authenticated-orcid":false,"given":"Simon D.","family":"Brandt","sequence":"additional","affiliation":[{"name":"School of Pharmacy and Biomolecular Sciences Liverpool John Moores University  Liverpool UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Alexander","family":"Stratford","sequence":"additional","affiliation":[{"name":"Synex Synthetics BV  Karveelweg 20 6222 NH Maastricht The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4579-4660","authenticated-orcid":false,"given":"Hans H.","family":"Maurer","sequence":"additional","affiliation":[{"name":"Department of Experimental and Clinical Toxicology, Institute of Experimental and Clinical Pharmacology and Toxicology, Center for Molecular Signaling (PZMS) Saarland University  Homburg Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4377-6784","authenticated-orcid":false,"given":"Markus R.","family":"Meyer","sequence":"additional","affiliation":[{"name":"Department of Experimental and Clinical Toxicology, Institute of Experimental and Clinical Pharmacology and Toxicology, Center for Molecular Signaling (PZMS) Saarland University  Homburg Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2018,9,28]]},"reference":[{"key":"e_1_2_7_2_1","unstructured":"World drug report 2018. 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