Cobalt(III)-py2en systems as potential carriers of β-ketoester-based ligands
Autor(a) principal: | |
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Data de Publicação: | 2023 |
Outros Autores: | , , , , , , , , |
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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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 |
format |
article |
status_str |
publishedVersion |
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 |
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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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