Voltammetric Oxidation of Drugs of Abuse I. Morphine and Metabolites

Detalhes bibliográficos
Autor(a) principal: Garrido, J. M. P. J.
Data de Publicação: 2004
Outros Autores: Delerue-Matos, C., Borges, F., Macedo, T. R. A., Brett, A. M. Oliveira
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10316/8449
https://doi.org/10.1002/elan.200302966
Resumo: A detailed study of the electrochemical oxidative behavior of morphine in aqueous solution is reported. Through the synthesis of several metabolites and derivatives, pseudomorphine, morphine N-oxide, normorphine, dihydromorphine and 2-(N,N-dimethylaminomethyl)morphine, and their voltammetric study it was possible to identify the oxidation peaks for morphine. The anodic waves are related with the oxidation of phenolic and tertiary amine groups. It is also possible to verify that a poorly defined peak observable during morphine oxidation is not a consequence of further oxidation of pseudomorphine but due to formation of a dimer during phenolic group oxidation. The results obtained and especially those regarding the formation of a new polymer based on a C-O coupling could be useful for clarifying the discoloration phenomenon occurring during storage of morphine solutions as well as leading to a better understanding of its oxidative metabolic pathways.
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spelling Voltammetric Oxidation of Drugs of Abuse I. Morphine and MetabolitesA detailed study of the electrochemical oxidative behavior of morphine in aqueous solution is reported. Through the synthesis of several metabolites and derivatives, pseudomorphine, morphine N-oxide, normorphine, dihydromorphine and 2-(N,N-dimethylaminomethyl)morphine, and their voltammetric study it was possible to identify the oxidation peaks for morphine. The anodic waves are related with the oxidation of phenolic and tertiary amine groups. It is also possible to verify that a poorly defined peak observable during morphine oxidation is not a consequence of further oxidation of pseudomorphine but due to formation of a dimer during phenolic group oxidation. The results obtained and especially those regarding the formation of a new polymer based on a C-O coupling could be useful for clarifying the discoloration phenomenon occurring during storage of morphine solutions as well as leading to a better understanding of its oxidative metabolic pathways.2004info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://hdl.handle.net/10316/8449http://hdl.handle.net/10316/8449https://doi.org/10.1002/elan.200302966engElectroanalysis. 16:17 (2004) 1419-1426Garrido, J. M. P. J.Delerue-Matos, C.Borges, F.Macedo, T. R. A.Brett, A. M. Oliveirainfo:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2021-09-22T09:26:24Zoai:estudogeral.uc.pt:10316/8449Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T20:43:35.439852Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv Voltammetric Oxidation of Drugs of Abuse I. Morphine and Metabolites
title Voltammetric Oxidation of Drugs of Abuse I. Morphine and Metabolites
spellingShingle Voltammetric Oxidation of Drugs of Abuse I. Morphine and Metabolites
Garrido, J. M. P. J.
title_short Voltammetric Oxidation of Drugs of Abuse I. Morphine and Metabolites
title_full Voltammetric Oxidation of Drugs of Abuse I. Morphine and Metabolites
title_fullStr Voltammetric Oxidation of Drugs of Abuse I. Morphine and Metabolites
title_full_unstemmed Voltammetric Oxidation of Drugs of Abuse I. Morphine and Metabolites
title_sort Voltammetric Oxidation of Drugs of Abuse I. Morphine and Metabolites
author Garrido, J. M. P. J.
author_facet Garrido, J. M. P. J.
Delerue-Matos, C.
Borges, F.
Macedo, T. R. A.
Brett, A. M. Oliveira
author_role author
author2 Delerue-Matos, C.
Borges, F.
Macedo, T. R. A.
Brett, A. M. Oliveira
author2_role author
author
author
author
dc.contributor.author.fl_str_mv Garrido, J. M. P. J.
Delerue-Matos, C.
Borges, F.
Macedo, T. R. A.
Brett, A. M. Oliveira
description A detailed study of the electrochemical oxidative behavior of morphine in aqueous solution is reported. Through the synthesis of several metabolites and derivatives, pseudomorphine, morphine N-oxide, normorphine, dihydromorphine and 2-(N,N-dimethylaminomethyl)morphine, and their voltammetric study it was possible to identify the oxidation peaks for morphine. The anodic waves are related with the oxidation of phenolic and tertiary amine groups. It is also possible to verify that a poorly defined peak observable during morphine oxidation is not a consequence of further oxidation of pseudomorphine but due to formation of a dimer during phenolic group oxidation. The results obtained and especially those regarding the formation of a new polymer based on a C-O coupling could be useful for clarifying the discoloration phenomenon occurring during storage of morphine solutions as well as leading to a better understanding of its oxidative metabolic pathways.
publishDate 2004
dc.date.none.fl_str_mv 2004
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dc.identifier.uri.fl_str_mv http://hdl.handle.net/10316/8449
http://hdl.handle.net/10316/8449
https://doi.org/10.1002/elan.200302966
url http://hdl.handle.net/10316/8449
https://doi.org/10.1002/elan.200302966
dc.language.iso.fl_str_mv eng
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dc.relation.none.fl_str_mv Electroanalysis. 16:17 (2004) 1419-1426
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