Cobalt(III)-py2en systems as potential carriers of β-ketoester-based ligands

Detalhes bibliográficos
Autor(a) principal: Mello, Marcos Vinícius Palmeira de
Data de Publicação: 2023
Outros Autores: Caballero, Ana Belen, Herrera-Ramírez, Piedad, Costa, Analu Rocha, Santana, Savyo Souza, Guedes, Guilherme Pereira, Caubet, Amparo, Batista, Alzir Azevedo, Gamez, Patrick, Lanznaster, Mauricio
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UFSCAR
Texto Completo: https://doi.org/10.1016/j.jinorgbio.2023.112345
https://repositorio.ufscar.br/handle/ufscar/19283
Resumo: Two cobalt(III) complexes containing different β-ketoesters, namely [CoIII(L1)(py2en)](ClO4)2⋅H2O (1) and [CoIII(L2)(py2en)](ClO4)2 (2) (py2en = N,N′-bis(pyridin-2-ylmethyl)ethylenediamine; L1¡ = methylacetoacetate; L2¡ = ethyl 4-chloroacetoacetate) have been prepared and investigated as prototypes of bioreductive prodrugs. The presence of β-ketoester and py2en ligands in 1 and 2, as well as the perchlorate counterions, was supported by IR spectroscopy and CHN elemental analysis. The composition molecular structure of both complexes was confirmed by NMR spectroscopy and ESI mass spectrometry. Structural information was also obtained for 2 via Xray diffraction analysis. The redox properties indicate that 1 and 2 are suitable for reduction under biological conditions. Investigation of DNA-interacting suggest that 1 and 2 bind DNA via electrostatic forces. Both complexes may be employed as possible platforms for the delivery of biologically active compounds, since their reaction with ascorbic acid in PBS at pH 6.2 and 7.4 at 37◦C results in the release of the β-ketoester ligands upon Co(III)/Co(II) reduction.
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spelling Mello, Marcos Vinícius Palmeira deCaballero, Ana BelenHerrera-Ramírez, PiedadCosta, Analu RochaSantana, Savyo SouzaGuedes, Guilherme PereiraCaubet, AmparoBatista, Alzir AzevedoGamez, PatrickLanznaster, Mauriciohttp://lattes.cnpq.br/8894654634441028https://orcid.org/0000-0003-2550-53152024-02-15T16:44:37Z2024-02-15T16:44:37Z2023-08-02https://doi.org/10.1016/j.jinorgbio.2023.112345MELLO, Marcos Vinícius Palmeira de; CABALLERO, Ana Belen; HERRERA-RAMÍREZ, Piedad; COSTA, Analu Rocha; SANTANA, Savyo Souza; GUEDES, Guilherme Pereira; CAUBET, Amparo; BATISTA, Alzir Azevedo; GAMEZ, Patrick; LANZNASTER, Mauricio. Cobalt(III)-py2en systems as potential carriers of β-ketoester-based ligands. Journal of Inorganic Biochemistry, v. 248, p. 112345, 2023. Disponível em: https://repositorio.ufscar.br/handle/ufscar/19283.https://repositorio.ufscar.br/handle/ufscar/19283Two cobalt(III) complexes containing different β-ketoesters, namely [CoIII(L1)(py2en)](ClO4)2⋅H2O (1) and [CoIII(L2)(py2en)](ClO4)2 (2) (py2en = N,N′-bis(pyridin-2-ylmethyl)ethylenediamine; L1¡ = methylacetoacetate; L2¡ = ethyl 4-chloroacetoacetate) have been prepared and investigated as prototypes of bioreductive prodrugs. The presence of β-ketoester and py2en ligands in 1 and 2, as well as the perchlorate counterions, was supported by IR spectroscopy and CHN elemental analysis. The composition molecular structure of both complexes was confirmed by NMR spectroscopy and ESI mass spectrometry. Structural information was also obtained for 2 via Xray diffraction analysis. The redox properties indicate that 1 and 2 are suitable for reduction under biological conditions. Investigation of DNA-interacting suggest that 1 and 2 bind DNA via electrostatic forces. Both complexes may be employed as possible platforms for the delivery of biologically active compounds, since their reaction with ascorbic acid in PBS at pH 6.2 and 7.4 at 37◦C results in the release of the β-ketoester ligands upon Co(III)/Co(II) reduction.Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Processo nº 2021/01787-0, Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Processo nº 88881.187405/2018-01, Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)112345engUniversidade Federal de São CarlosCâmpus São CarlosUFSCarCentro de Ciências Exatas e de Tecnologia - CCETDepartamento de Química - DQPrograma de Pós-Graduação em Química - PPGQJournal of Inorganic BiochemistryAttribution-NonCommercial-NoDerivs 3.0 Brazilhttp://creativecommons.org/licenses/by-nc-nd/3.0/br/info:eu-repo/semantics/openAccessCobalt(III) complexesProdrugsHypoxia-activated drug deliveryAnticancer drugsDNA bindingb-KetoesterCIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICA::CAMPOS DE COORDENACAOCIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICA::QUIMICA BIO-INORGANICACIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICACobalt(III)-py2en systems as potential carriers of β-ketoester-based ligandsinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article248reponame:Repositório Institucional da UFSCARinstname:Universidade Federal de São Carlos (UFSCAR)instacron:UFSCARORIGINALJIB 2023, 248, 112345.pdfJIB 2023, 248, 112345.pdfMain articleapplication/pdf5832435https://repositorio.ufscar.br/bitstream/ufscar/19283/1/JIB%202023%2c%20248%2c%20112345.pdf382179738c6779539deb66d7339ecc21MD51CC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; charset=utf-8810https://repositorio.ufscar.br/bitstream/ufscar/19283/2/license_rdff337d95da1fce0a22c77480e5e9a7aecMD52TEXTJIB 2023, 248, 112345.pdf.txtJIB 2023, 248, 112345.pdf.txtExtracted texttext/plain58491https://repositorio.ufscar.br/bitstream/ufscar/19283/3/JIB%202023%2c%20248%2c%20112345.pdf.txt4db7a90c3379f0483d3625dfe2bbd0dbMD53ufscar/192832024-05-14 17:32:49.48oai:repositorio.ufscar.br:ufscar/19283Repositório InstitucionalPUBhttps://repositorio.ufscar.br/oai/requestopendoar:43222024-05-14T17:32:49Repositório Institucional da UFSCAR - Universidade Federal de São Carlos (UFSCAR)false
dc.title.eng.fl_str_mv Cobalt(III)-py2en systems as potential carriers of β-ketoester-based ligands
title Cobalt(III)-py2en systems as potential carriers of β-ketoester-based ligands
spellingShingle Cobalt(III)-py2en systems as potential carriers of β-ketoester-based ligands
Mello, Marcos Vinícius Palmeira de
Cobalt(III) complexes
Prodrugs
Hypoxia-activated drug delivery
Anticancer drugs
DNA binding
b-Ketoester
CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICA::CAMPOS DE COORDENACAO
CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICA::QUIMICA BIO-INORGANICA
CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICA
title_short Cobalt(III)-py2en systems as potential carriers of β-ketoester-based ligands
title_full Cobalt(III)-py2en systems as potential carriers of β-ketoester-based ligands
title_fullStr Cobalt(III)-py2en systems as potential carriers of β-ketoester-based ligands
title_full_unstemmed Cobalt(III)-py2en systems as potential carriers of β-ketoester-based ligands
title_sort Cobalt(III)-py2en systems as potential carriers of β-ketoester-based ligands
author Mello, Marcos Vinícius Palmeira de
author_facet Mello, Marcos Vinícius Palmeira de
Caballero, Ana Belen
Herrera-Ramírez, Piedad
Costa, Analu Rocha
Santana, Savyo Souza
Guedes, Guilherme Pereira
Caubet, Amparo
Batista, Alzir Azevedo
Gamez, Patrick
Lanznaster, Mauricio
author_role author
author2 Caballero, Ana Belen
Herrera-Ramírez, Piedad
Costa, Analu Rocha
Santana, Savyo Souza
Guedes, Guilherme Pereira
Caubet, Amparo
Batista, Alzir Azevedo
Gamez, Patrick
Lanznaster, Mauricio
author2_role author
author
author
author
author
author
author
author
author
dc.contributor.authorlattes.por.fl_str_mv http://lattes.cnpq.br/8894654634441028
dc.contributor.authororcid.por.fl_str_mv https://orcid.org/0000-0003-2550-5315
dc.contributor.author.fl_str_mv Mello, Marcos Vinícius Palmeira de
Caballero, Ana Belen
Herrera-Ramírez, Piedad
Costa, Analu Rocha
Santana, Savyo Souza
Guedes, Guilherme Pereira
Caubet, Amparo
Batista, Alzir Azevedo
Gamez, Patrick
Lanznaster, Mauricio
dc.subject.eng.fl_str_mv Cobalt(III) complexes
Prodrugs
Hypoxia-activated drug delivery
Anticancer drugs
DNA binding
topic Cobalt(III) complexes
Prodrugs
Hypoxia-activated drug delivery
Anticancer drugs
DNA binding
b-Ketoester
CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICA::CAMPOS DE COORDENACAO
CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICA::QUIMICA BIO-INORGANICA
CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICA
dc.subject.por.fl_str_mv b-Ketoester
dc.subject.cnpq.fl_str_mv CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICA::CAMPOS DE COORDENACAO
CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICA::QUIMICA BIO-INORGANICA
CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICA
description Two cobalt(III) complexes containing different β-ketoesters, namely [CoIII(L1)(py2en)](ClO4)2⋅H2O (1) and [CoIII(L2)(py2en)](ClO4)2 (2) (py2en = N,N′-bis(pyridin-2-ylmethyl)ethylenediamine; L1¡ = methylacetoacetate; L2¡ = ethyl 4-chloroacetoacetate) have been prepared and investigated as prototypes of bioreductive prodrugs. The presence of β-ketoester and py2en ligands in 1 and 2, as well as the perchlorate counterions, was supported by IR spectroscopy and CHN elemental analysis. The composition molecular structure of both complexes was confirmed by NMR spectroscopy and ESI mass spectrometry. Structural information was also obtained for 2 via Xray diffraction analysis. The redox properties indicate that 1 and 2 are suitable for reduction under biological conditions. Investigation of DNA-interacting suggest that 1 and 2 bind DNA via electrostatic forces. Both complexes may be employed as possible platforms for the delivery of biologically active compounds, since their reaction with ascorbic acid in PBS at pH 6.2 and 7.4 at 37◦C results in the release of the β-ketoester ligands upon Co(III)/Co(II) reduction.
publishDate 2023
dc.date.issued.fl_str_mv 2023-08-02
dc.date.accessioned.fl_str_mv 2024-02-15T16:44:37Z
dc.date.available.fl_str_mv 2024-02-15T16:44:37Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
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dc.identifier.por.fl_str_mv https://doi.org/10.1016/j.jinorgbio.2023.112345
dc.identifier.citation.fl_str_mv MELLO, Marcos Vinícius Palmeira de; CABALLERO, Ana Belen; HERRERA-RAMÍREZ, Piedad; COSTA, Analu Rocha; SANTANA, Savyo Souza; GUEDES, Guilherme Pereira; CAUBET, Amparo; BATISTA, Alzir Azevedo; GAMEZ, Patrick; LANZNASTER, Mauricio. Cobalt(III)-py2en systems as potential carriers of β-ketoester-based ligands. Journal of Inorganic Biochemistry, v. 248, p. 112345, 2023. Disponível em: https://repositorio.ufscar.br/handle/ufscar/19283.
dc.identifier.uri.fl_str_mv https://repositorio.ufscar.br/handle/ufscar/19283
url https://doi.org/10.1016/j.jinorgbio.2023.112345
https://repositorio.ufscar.br/handle/ufscar/19283
identifier_str_mv MELLO, Marcos Vinícius Palmeira de; CABALLERO, Ana Belen; HERRERA-RAMÍREZ, Piedad; COSTA, Analu Rocha; SANTANA, Savyo Souza; GUEDES, Guilherme Pereira; CAUBET, Amparo; BATISTA, Alzir Azevedo; GAMEZ, Patrick; LANZNASTER, Mauricio. Cobalt(III)-py2en systems as potential carriers of β-ketoester-based ligands. Journal of Inorganic Biochemistry, v. 248, p. 112345, 2023. Disponível em: https://repositorio.ufscar.br/handle/ufscar/19283.
dc.language.iso.fl_str_mv eng
language eng
dc.relation.ispartof.por.fl_str_mv Journal of Inorganic Biochemistry
dc.rights.driver.fl_str_mv Attribution-NonCommercial-NoDerivs 3.0 Brazil
http://creativecommons.org/licenses/by-nc-nd/3.0/br/
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Attribution-NonCommercial-NoDerivs 3.0 Brazil
http://creativecommons.org/licenses/by-nc-nd/3.0/br/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 112345
dc.publisher.none.fl_str_mv Universidade Federal de São Carlos
Câmpus São Carlos
dc.publisher.initials.fl_str_mv UFSCar
dc.publisher.department.fl_str_mv Centro de Ciências Exatas e de Tecnologia - CCET
Departamento de Química - DQ
Programa de Pós-Graduação em Química - PPGQ
publisher.none.fl_str_mv Universidade Federal de São Carlos
Câmpus São Carlos
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