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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
dc.contributor.authorAlves, Vera
dc.contributor.authorAguiar, Joselin
dc.contributor.authorCaldeira, Maria J.
dc.contributor.authorTeixeira, Helena M.
dc.contributor.authorCâmara, José S.
dc.date.accessioned2021-05-27T14:51:56Z
dc.date.available2021-05-27T14:51:56Z
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: 4'-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.sponsorshipM1420-01-0145-FEDER-000005
dc.description.sponsorshipM1420-01-0145-FEDER-000008
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. (2021). Structure Assignment of Seized Products Containing Cathinone Derivatives Using High Resolution Analytical Techniques. Metabolites, 11(3), 144. https://doi.org/10.3390/metabo11030144pt_PT
dc.identifier.doi10.3390/metabo11030144pt_PT
dc.identifier.issn2218-1989 (Electronic)
dc.identifier.urihttp://hdl.handle.net/10400.26/36635
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherMDPIpt_PT
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.relationMadeira Chemistry Research Centre
dc.relationEstudo da influência do metabolismo na toxicidade das novas substâncias psicoativas pertencentes ao grupo dos canabinóides sintéticos
dc.relation.publisherversionhttps://www.mdpi.com/2218-1989/11/3/144pt_PT
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/pt_PT
dc.subjectNovas Substâncias Psicoativaspt_PT
dc.subjectCatinonas Sintéticaspt_PT
dc.subjectMétodos de Análisept_PT
dc.subjectChemical characterization
dc.subjectNew psychoactive substances
dc.subjectSynthetic cathinones
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.awardTitleEstabelecimento do perfil metabólico e avaliação da citotoxicidade das novas substâncias psicoativas pertencentes à classe das catinonas sintéticas
oaire.awardTitleMadeira Chemistry Research Centre
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/OE/SFRH%2FBD%2F116895%2F2016/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDP%2F00674%2F2020/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.fundingStreamOE
oaire.fundingStream6817 - DCRRNI ID
person.familyNameGonçalves
person.familyNameAlves
person.familyNameTeixeira
person.familyNameCâmara
person.givenNameJoão
person.givenNameVera
person.givenNameHelena M.
person.givenNameJosé
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person.identifier.ciencia-id4214-85EB-E58C
person.identifier.orcid0000-0002-1265-6686
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person.identifier.orcid0000-0003-1965-3151
person.identifier.ridC-1348-2019
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person.identifier.scopus-author-id7003981256
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project.funder.identifierhttp://doi.org/10.13039/501100001871
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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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