Square-planar copper(II) complexes from a zwitterionic schiff-base N2/N2/2-donor ligand: DNA interaction and cytotoxicity

A new tetradentate ligand, namely 3,3′-((1E,1′E)-(ethane-1,2-diylbis(azaneylylidene))bis(methaneylylidene))bis(pyridin-2-amine) (en2ampy) was prepared and two copper(II) complexes, viz. [Cu(en2ampy)]Cl2 (1) and [Cu(en2ampy)](NO3)2 (2), were obtained through its reaction with copper(II) chloride and...

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Autores: Grau, Jordi, Montpeyó, David, Lorenzo, Julia, Roubeau, Olivier, Caubet, Amparo, Gamez, Patrick
Tipo de documento: artigo
Estado:Versão publicada
Data de publicação:2024
País:España
Recursos:Consejo Superior de Investigaciones Científicas (CSIC)
Repositório:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/371139
Acesso em linha:http://hdl.handle.net/10261/371139
Access Level:Acceso aberto
Palavra-chave:Copper
Cytotoxicity
Square-planar ligand
DNA Interaction
Amido ligands
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spelling Square-planar copper(II) complexes from a zwitterionic schiff-base N2/N2/2-donor ligand: DNA interaction and cytotoxicityGrau, JordiMontpeyó, DavidLorenzo, JuliaRoubeau, OlivierCaubet, AmparoGamez, PatrickCopperCytotoxicitySquare-planar ligandDNA InteractionAmido ligandsA new tetradentate ligand, namely 3,3′-((1E,1′E)-(ethane-1,2-diylbis(azaneylylidene))bis(methaneylylidene))bis(pyridin-2-amine) (en2ampy) was prepared and two copper(II) complexes, viz. [Cu(en2ampy)]Cl2 (1) and [Cu(en2ampy)](NO3)2 (2), were obtained through its reaction with copper(II) chloride and copper(II) nitrate, respectively. The single-crystal X-ray structure of the compounds showed that the metal centre was coordinated in a square-planar fashion by a doubly deprotonated en2ampy acting as a tetradentate N2/N2- 2 -donor ligand. DNA-binding studies revealed that 1 and 2 were electrostatically binding to DNA, probably in the grooves and cytotoxicity assays showed that the complexes were clearly more efficient than cisplatin against ovarian carcinoma (A2780) cells and the cisplatin-resistant (A2780Cis) ones.Financial support from the Spanish Ministerio de Ciencia e Innovación (Projects PID2020-115537RB-I00 and PCI2021-122027-2B, MCIN/AEI /10.13039/501100011033 and “European Union NextGenerationEU/PRTR) is kindly acknowledged.Peer reviewedWiley-VCHAgencia Estatal de Investigación (España)Ministerio de Ciencia, Innovación y Universidades (España)European CommissionConsejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]202420242024info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Publisher's versioninfo:eu-repo/semantics/publishedVersionapplication/pdfhttp://hdl.handle.net/10261/371139reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés#PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE#info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2020-115537RB-I00info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PCI2021-122027-2BGrau, Jordi; Montpeyó, David; Lorenzo, Julia; Roubeau, Olivier; Caubet, Amparo; Gamez, Patrick; 2024; Supporting Information: Square-planar copper(II) complexes from a zwitterionic schiff-base N2/N2/2-donor ligand: DNA interaction and cytotoxicity [Dataset]; Wiley-VCH; https://doi.org/10.1002/ejic.202400159https://doi.org/10.1002/ejic.202400159Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/3711392026-05-22T06:33:51Z
dc.title.none.fl_str_mv Square-planar copper(II) complexes from a zwitterionic schiff-base N2/N2/2-donor ligand: DNA interaction and cytotoxicity
title Square-planar copper(II) complexes from a zwitterionic schiff-base N2/N2/2-donor ligand: DNA interaction and cytotoxicity
spellingShingle Square-planar copper(II) complexes from a zwitterionic schiff-base N2/N2/2-donor ligand: DNA interaction and cytotoxicity
Grau, Jordi
Copper
Cytotoxicity
Square-planar ligand
DNA Interaction
Amido ligands
title_short Square-planar copper(II) complexes from a zwitterionic schiff-base N2/N2/2-donor ligand: DNA interaction and cytotoxicity
title_full Square-planar copper(II) complexes from a zwitterionic schiff-base N2/N2/2-donor ligand: DNA interaction and cytotoxicity
title_fullStr Square-planar copper(II) complexes from a zwitterionic schiff-base N2/N2/2-donor ligand: DNA interaction and cytotoxicity
title_full_unstemmed Square-planar copper(II) complexes from a zwitterionic schiff-base N2/N2/2-donor ligand: DNA interaction and cytotoxicity
title_sort Square-planar copper(II) complexes from a zwitterionic schiff-base N2/N2/2-donor ligand: DNA interaction and cytotoxicity
dc.creator.none.fl_str_mv Grau, Jordi
Montpeyó, David
Lorenzo, Julia
Roubeau, Olivier
Caubet, Amparo
Gamez, Patrick
author Grau, Jordi
author_facet Grau, Jordi
Montpeyó, David
Lorenzo, Julia
Roubeau, Olivier
Caubet, Amparo
Gamez, Patrick
author_role author
author2 Montpeyó, David
Lorenzo, Julia
Roubeau, Olivier
Caubet, Amparo
Gamez, Patrick
author2_role author
author
author
author
author
dc.contributor.none.fl_str_mv Agencia Estatal de Investigación (España)
Ministerio de Ciencia, Innovación y Universidades (España)
European Commission
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Copper
Cytotoxicity
Square-planar ligand
DNA Interaction
Amido ligands
topic Copper
Cytotoxicity
Square-planar ligand
DNA Interaction
Amido ligands
description A new tetradentate ligand, namely 3,3′-((1E,1′E)-(ethane-1,2-diylbis(azaneylylidene))bis(methaneylylidene))bis(pyridin-2-amine) (en2ampy) was prepared and two copper(II) complexes, viz. [Cu(en2ampy)]Cl2 (1) and [Cu(en2ampy)](NO3)2 (2), were obtained through its reaction with copper(II) chloride and copper(II) nitrate, respectively. The single-crystal X-ray structure of the compounds showed that the metal centre was coordinated in a square-planar fashion by a doubly deprotonated en2ampy acting as a tetradentate N2/N2- 2 -donor ligand. DNA-binding studies revealed that 1 and 2 were electrostatically binding to DNA, probably in the grooves and cytotoxicity assays showed that the complexes were clearly more efficient than cisplatin against ovarian carcinoma (A2780) cells and the cisplatin-resistant (A2780Cis) ones.
publishDate 2024
dc.date.none.fl_str_mv 2024
2024
2024
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Publisher's version
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/371139
url http://hdl.handle.net/10261/371139
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv #PLACEHOLDER_PARENT_METADATA_VALUE#
#PLACEHOLDER_PARENT_METADATA_VALUE#
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2020-115537RB-I00
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PCI2021-122027-2B
Grau, Jordi; Montpeyó, David; Lorenzo, Julia; Roubeau, Olivier; Caubet, Amparo; Gamez, Patrick; 2024; Supporting Information: Square-planar copper(II) complexes from a zwitterionic schiff-base N2/N2/2-donor ligand: DNA interaction and cytotoxicity [Dataset]; Wiley-VCH; https://doi.org/10.1002/ejic.202400159
https://doi.org/10.1002/ejic.202400159
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Wiley-VCH
publisher.none.fl_str_mv Wiley-VCH
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
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