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Structure assignment of seized products containing cathinone derivatives using high resolution analytical techniques

2021Journal article Open access
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dc.contributor.authorGonçalves, João L.
dc.contributor.authorAlves, Vera L.
dc.contributor.authorAguiar, Joselin
dc.contributor.authorCaldeira, Maria J.
dc.contributor.authorTeixeira, Helena M.
dc.contributor.authorCâmara, José S.
dc.date.accessioned2022-10-06T16:06:32Z
dc.date.available2022-10-06T16:06:32Z
dc.date.issued2021
dc.description.abstractThe innovation of the new psychoactive substances (NPS) market requires the rapid identification of new substances that can be a risk to public health, in order to reduce the damage from their use. Twelve seized products suspected to contain illicit substances were analyzed by attenuated total reflectance Fourier transform infrared spectroscopy (ATR-FTIR), gas chromatography coupled to mass spectrometry (GC-MS), and nuclear magnetic resonance spectroscopy (NMR). Synthetic cathinones (SCat) were found in all products, either as a single component or in mixtures. Infrared spectra of all products were consistent with the molecular structure of SCat, showing an intense absorption band at 1700–1674 cm−1 , corresponding to the carbonyl stretching, a medium/strong peak at 1605–1580 cm−1 , indicating stretching vibrations in the aromatic ring (C=C) and bands with relative low intensity at frequencies near 2700–2400 cm−1 , corresponding to an amine salt. It was possible to identify a total of eight cathinone derivatives by GC-MS and NMR analysis: 40 -methyl-α pyrrolidinohexanophenone (MPHP), α-pyrrolidinohexanophenone (α-PHP), 3-fluoromethcathinone (3-FMC), methedrone, methylone, buphedrone, N-ethylcathinone, and pentedrone. Among the adulterants found in these samples, caffeine was the most frequently detected substance, followed by ethylphenidate. These results highlight the prevalence of SCat in seized materials of the Portuguese market. Reference standards are usually required for confirmation, but when reference materials are not available, the combination of complementary techniques is fundamental for a rapid and an unequivocal identification of such substances.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationGonçalves, J.L.; Alves, V.L.; Aguiar, J.; Caldeira, M.J.; Teixeira, H.M.; Câmara, J.S. Structure Assignment of Seized Products Containing Cathinone Derivatives Using High Resolution Analytical Techniques. Metabolites 2021, 11, 144. https://doi.org/10.3390/ metabo11030144pt_PT
dc.identifier.doi10.3390/metabo11030144pt_PT
dc.identifier.urihttp://hdl.handle.net/10400.13/4694
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherMDPIpt_PT
dc.relationMadeira Chemistry Research Centre
dc.relationMadeira Chemistry Research Centre
dc.relationEstabelecimento do perfil metabólico e avaliação da citotoxicidade das novas substâncias psicoativas pertencentes à classe das catinonas sintéticas
dc.relationEstudo da influência do metabolismo na toxicidade das novas substâncias psicoativas pertencentes ao grupo dos canabinóides sintéticos
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/pt_PT
dc.subjectChemical characterizationpt_PT
dc.subjectNew psychoactive substancespt_PT
dc.subjectSynthetic cathinonespt_PT
dc.subjectFTIRpt_PT
dc.subjectGC-MSpt_PT
dc.subjectNMRpt_PT
dc.subject.pt_PT
dc.subjectFaculdade de Ciências Exatas e da Engenhariapt_PT
dc.subjectCentro de Química da Madeira
dc.titleStructure assignment of seized products containing cathinone derivatives using high resolution analytical techniquespt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.awardTitleMadeira Chemistry Research Centre
oaire.awardTitleMadeira Chemistry Research Centre
oaire.awardTitleEstabelecimento do perfil metabólico e avaliação da citotoxicidade das novas substâncias psicoativas pertencentes à classe das catinonas sintéticas
oaire.awardTitleEstudo da influência do metabolismo na toxicidade das novas substâncias psicoativas pertencentes ao grupo dos canabinóides sintéticos
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDB%2F00674%2F2020/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDP%2F00674%2F2020/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/OE/SFRH%2FBD%2F116895%2F2016/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT//SFRH%2FBD%2F117426%2F2016/PT
oaire.citation.issue3pt_PT
oaire.citation.startPage144pt_PT
oaire.citation.titleMetabolitespt_PT
oaire.citation.volume11pt_PT
oaire.fundingStream6817 - DCRRNI ID
oaire.fundingStream6817 - DCRRNI ID
oaire.fundingStreamOE
person.familyNameGonçalves
person.familyNameAlves
person.familyNameVieira de Aguiar
person.familyNameCâmara
person.givenNameJoão
person.givenNameVera
person.givenNameJoselin Maria
person.givenNameJosé
person.identifierG-3003-2013
person.identifier.ciencia-id8C14-3188-9E44
person.identifier.ciencia-idE515-0AFA-CB1D
person.identifier.ciencia-id3F12-E8DA-B5F1
person.identifier.ciencia-id481C-08CE-90E5
person.identifier.orcid0000-0002-1265-6686
person.identifier.orcid0000-0002-1485-6032
person.identifier.orcid0000-0002-9085-6405
person.identifier.orcid0000-0003-1965-3151
person.identifier.ridC-1348-2019
person.identifier.scopus-author-id52163735200
person.identifier.scopus-author-id55792994000
person.identifier.scopus-author-id10140393000
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsopenAccesspt_PT
rcaap.typearticlept_PT
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