Voltammetric Oxidation of Drugs of Abuse I. Morphine and Metabolites
Autor(a) principal: | |
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Data de Publicação: | 2004 |
Outros Autores: | , , , |
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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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 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
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 |
language |
eng |
dc.relation.none.fl_str_mv |
Electroanalysis. 16:17 (2004) 1419-1426 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.source.none.fl_str_mv |
reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
instname_str |
Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
instacron_str |
RCAAP |
institution |
RCAAP |
reponame_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
collection |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
repository.name.fl_str_mv |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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1817553610063478784 |