Copper complexes for the promotion of iminopyridine ligands derived from β-alanine and self-aldol additions: relaxivity and cytotoxic properties
Producción Científica
| Authors: | , , , , , , |
|---|---|
| Format: | article |
| Status: | Versión aceptada para publicación |
| Publication Date: | 2019 |
| Country: | España |
| Institution: | Universidad de Valladolid |
| Repository: | UVaDOC. Repositorio Documental de la Universidad de Valladolid |
| OAI Identifier: | oai:uvadoc.uva.es:10324/39915 |
| Online Access: | https://doi.org/10.1039/c9dt03822a http://uvadoc.uva.es/handle/10324/39915 |
| Access Level: | Open access |
| Keyword: | Copper complexes Complejos de cobre Relaxivity Relajabilidad Cytotoxicity Citotoxicidad 2303.18 Metales 2303.29 Elementos de Transición |
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Copper complexes for the promotion of iminopyridine ligands derived from β-alanine and self-aldol additions: relaxivity and cytotoxic propertiesÁlvarez Miguel, LucíaÁlvarez Miguel, InesMartín Álvarez, José MiguelÁlvarez González, Celedonio ManuelRogez, GuillaumeGarcía Rodríguez, RaúlMiguel San José, DanielCopper complexesComplejos de cobreRelaxivityRelajabilidadCytotoxicityCitotoxicidad2303.18 Metales2303.29 Elementos de TransiciónProducción CientíficaIn the study presented herein, we explore the ability of copper complexes with coordinated pyridine-2-carboxaldehyde (pyca) or 2-acetylpyridine (acepy) ligands to promote the addition of amines (Schiff condensation) and other nucleophiles such as alcohols (hemiacetal formation). Distinct reactivity patterns are observed: unlike pyca complexes, acepy copper complexes can promote self-aldol addition. The introduction of a flexible chain via Schiff condensation with β-alanine allows the possibility of chelate ring ring-opening processes mediated by pH. Further derivatization of the complex [CuCl(py-2-C(H)[double bond, length as m-dash]NCH2CH2COO)] is possible by replacing its chloride ligand with different pseudohalogens (N3−, NCO− and NCS−). In addition to the change in their magnetism, which correlates with their solid-state structures, more unexpected effects in their cytotoxicity and relaxitivities are observed, which determines their possibility to be used as MRI contrast agents. The replacement of a chloride by another pseudohalogen, although a simple strategy, can be used to critically change the cytotoxicity of the Schiff base copper (II) complex and its selectivity towards specific cell lines.Ministerio de Ciencia, Innovación y Universidades - Agencia Estatal de Investigación - FEDER (projects PGC2018-096880-A-I00 / PGC2018-099470-B-I00)Ministerio de Economía, Industria y Competitividad - Agencia Estatal de Investigación - FEDER - UE (contract RYC-2015-19035)Junta de Castilla y León (project VA130G18)Laboratory of Excellence of Nanostructures in Interaction with their Environment (project ANR-11-LABX-0058-NIE within the Investissement d'Avenir program ANR-10-IDEX-0002-02))Royal Society of Chemistry2019info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersionapplication/pdfhttps://doi.org/10.1039/c9dt03822ahttp://uvadoc.uva.es/handle/10324/39915reponame:UVaDOC. Repositorio Documental de la Universidad de Valladolidinstname:Universidad de ValladolidIngléshttps://pubs.rsc.org/en/content/articlelanding/2019/dt/c9dt03822a#!divAbstractinfo:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by-nc-nd/4.0/oai:uvadoc.uva.es:10324/399152026-06-13T12:44:47Z |
| dc.title.none.fl_str_mv |
Copper complexes for the promotion of iminopyridine ligands derived from β-alanine and self-aldol additions: relaxivity and cytotoxic properties |
| title |
Copper complexes for the promotion of iminopyridine ligands derived from β-alanine and self-aldol additions: relaxivity and cytotoxic properties |
| spellingShingle |
Copper complexes for the promotion of iminopyridine ligands derived from β-alanine and self-aldol additions: relaxivity and cytotoxic properties Álvarez Miguel, Lucía Copper complexes Complejos de cobre Relaxivity Relajabilidad Cytotoxicity Citotoxicidad 2303.18 Metales 2303.29 Elementos de Transición |
| title_short |
Copper complexes for the promotion of iminopyridine ligands derived from β-alanine and self-aldol additions: relaxivity and cytotoxic properties |
| title_full |
Copper complexes for the promotion of iminopyridine ligands derived from β-alanine and self-aldol additions: relaxivity and cytotoxic properties |
| title_fullStr |
Copper complexes for the promotion of iminopyridine ligands derived from β-alanine and self-aldol additions: relaxivity and cytotoxic properties |
| title_full_unstemmed |
Copper complexes for the promotion of iminopyridine ligands derived from β-alanine and self-aldol additions: relaxivity and cytotoxic properties |
| title_sort |
Copper complexes for the promotion of iminopyridine ligands derived from β-alanine and self-aldol additions: relaxivity and cytotoxic properties |
| dc.creator.none.fl_str_mv |
Álvarez Miguel, Lucía Álvarez Miguel, Ines Martín Álvarez, José Miguel Álvarez González, Celedonio Manuel Rogez, Guillaume García Rodríguez, Raúl Miguel San José, Daniel |
| author |
Álvarez Miguel, Lucía |
| author_facet |
Álvarez Miguel, Lucía Álvarez Miguel, Ines Martín Álvarez, José Miguel Álvarez González, Celedonio Manuel Rogez, Guillaume García Rodríguez, Raúl Miguel San José, Daniel |
| author_role |
author |
| author2 |
Álvarez Miguel, Ines Martín Álvarez, José Miguel Álvarez González, Celedonio Manuel Rogez, Guillaume García Rodríguez, Raúl Miguel San José, Daniel |
| author2_role |
author author author author author author |
| dc.subject.none.fl_str_mv |
Copper complexes Complejos de cobre Relaxivity Relajabilidad Cytotoxicity Citotoxicidad 2303.18 Metales 2303.29 Elementos de Transición |
| topic |
Copper complexes Complejos de cobre Relaxivity Relajabilidad Cytotoxicity Citotoxicidad 2303.18 Metales 2303.29 Elementos de Transición |
| description |
Producción Científica |
| publishDate |
2019 |
| dc.date.none.fl_str_mv |
2019 |
| dc.type.none.fl_str_mv |
info:eu-repo/semantics/article info:eu-repo/semantics/acceptedVersion |
| format |
article |
| status_str |
acceptedVersion |
| dc.identifier.none.fl_str_mv |
https://doi.org/10.1039/c9dt03822a http://uvadoc.uva.es/handle/10324/39915 |
| url |
https://doi.org/10.1039/c9dt03822a http://uvadoc.uva.es/handle/10324/39915 |
| dc.language.none.fl_str_mv |
Inglés |
| language_invalid_str_mv |
Inglés |
| dc.relation.none.fl_str_mv |
https://pubs.rsc.org/en/content/articlelanding/2019/dt/c9dt03822a#!divAbstract |
| dc.rights.none.fl_str_mv |
info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by-nc-nd/4.0/ |
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openAccess |
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http://creativecommons.org/licenses/by-nc-nd/4.0/ |
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application/pdf |
| dc.publisher.none.fl_str_mv |
Royal Society of Chemistry |
| publisher.none.fl_str_mv |
Royal Society of Chemistry |
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reponame:UVaDOC. Repositorio Documental de la Universidad de Valladolid instname:Universidad de Valladolid |
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Universidad de Valladolid |
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UVaDOC. Repositorio Documental de la Universidad de Valladolid |
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UVaDOC. Repositorio Documental de la Universidad de Valladolid |
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1869404606981734400 |
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15,301603 |