Phosphorylated Nitrones—Synthesis and Applications

Phosphorylated nitrones belong to an important class of compounds with several applications, such as their therapeutic potency to reduce oxidative stress or as spin-trapping agents. This review covers available synthetic methods for the preparation of both non-cyclic and cyclic phosphorylated nitron...

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Detalles Bibliográficos
Autores: Rozpara, I., Marco-Contelles, José, Piotrowska, D. G., Głowacka, E.
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2025
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/387868
Acceso en línea:http://hdl.handle.net/10261/387868
Access Level:acceso abierto
Palabra clave:nitrones
phosphonates
synthesis
spin-trappingagents
biologicalactivity
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spelling Phosphorylated Nitrones—Synthesis and ApplicationsRozpara, I.Marco-Contelles, JoséPiotrowska, D. G.Głowacka, E.nitronesphosphonatessynthesisspin-trappingagentsbiologicalactivityPhosphorylated nitrones belong to an important class of compounds with several applications, such as their therapeutic potency to reduce oxidative stress or as spin-trapping agents. This review covers available synthetic methods for the preparation of both non-cyclic and cyclic phosphorylated nitrones, including the possibilities of the modification of structures with selected functional groups, as well as examples of their application. As reported, the incorporation of diethoxyphosphoryl function into the structure of PBN and DMPO resulted in obtaining their phosphorylated analogs, i.e., N-benzylidene-1-diethoxyphosphoryl-1-methylethylamine N-oxide (PPN) and 5-(diethoxyphosphoryl)-5-methyl-1-pyrroline-N-oxide (DEPMPO), respectively, both forming spin adducts of improved stability in comparison to the reference non-phosphorus nitrones. Moreover, antioxidant and neuroprotective activity observed in the group of phosphorylated nitrones makes them promising candidates for therapeutics.This work was funded by the Medical University of Lodz (internal fund503/3-014-01/503-31-001).Molecular Diversity Preservation InternationalUniversity of LodzConsejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]2025202520252025info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_dcae04bcPublisher's versioninfo:eu-repo/semantics/publishedVersionhttp://hdl.handle.net/10261/387868reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Ingléshttp://dx.doi.org/10.3390/molecules30061333Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/3878682026-05-22T06:33:51Z
dc.title.none.fl_str_mv Phosphorylated Nitrones—Synthesis and Applications
title Phosphorylated Nitrones—Synthesis and Applications
spellingShingle Phosphorylated Nitrones—Synthesis and Applications
Rozpara, I.
nitrones
phosphonates
synthesis
spin-trappingagents
biologicalactivity
title_short Phosphorylated Nitrones—Synthesis and Applications
title_full Phosphorylated Nitrones—Synthesis and Applications
title_fullStr Phosphorylated Nitrones—Synthesis and Applications
title_full_unstemmed Phosphorylated Nitrones—Synthesis and Applications
title_sort Phosphorylated Nitrones—Synthesis and Applications
dc.creator.none.fl_str_mv Rozpara, I.
Marco-Contelles, José
Piotrowska, D. G.
Głowacka, E.
author Rozpara, I.
author_facet Rozpara, I.
Marco-Contelles, José
Piotrowska, D. G.
Głowacka, E.
author_role author
author2 Marco-Contelles, José
Piotrowska, D. G.
Głowacka, E.
author2_role author
author
author
dc.contributor.none.fl_str_mv University of Lodz
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv nitrones
phosphonates
synthesis
spin-trappingagents
biologicalactivity
topic nitrones
phosphonates
synthesis
spin-trappingagents
biologicalactivity
description Phosphorylated nitrones belong to an important class of compounds with several applications, such as their therapeutic potency to reduce oxidative stress or as spin-trapping agents. This review covers available synthetic methods for the preparation of both non-cyclic and cyclic phosphorylated nitrones, including the possibilities of the modification of structures with selected functional groups, as well as examples of their application. As reported, the incorporation of diethoxyphosphoryl function into the structure of PBN and DMPO resulted in obtaining their phosphorylated analogs, i.e., N-benzylidene-1-diethoxyphosphoryl-1-methylethylamine N-oxide (PPN) and 5-(diethoxyphosphoryl)-5-methyl-1-pyrroline-N-oxide (DEPMPO), respectively, both forming spin adducts of improved stability in comparison to the reference non-phosphorus nitrones. Moreover, antioxidant and neuroprotective activity observed in the group of phosphorylated nitrones makes them promising candidates for therapeutics.
publishDate 2025
dc.date.none.fl_str_mv 2025
2025
2025
2025
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_dcae04bc
Publisher's version
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/387868
url http://hdl.handle.net/10261/387868
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv http://dx.doi.org/10.3390/molecules30061333
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Molecular Diversity Preservation International
publisher.none.fl_str_mv Molecular Diversity Preservation International
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869405248919961600
score 15,81155

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