Naphthalimide-based macrophage nucleus imaging probes

The photophysical properties of naphthalimide-based fluorophores can be easily tuned by chemical manipulation of the substituents on that privileged scaffold. Replacement of a OMe group at position 6 in 2-(hydroxyl)ethyl-naphthalimide derivatives by diverse amines, including 2-(hydroxyl)ethylamine,...

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Autores: Fueyo-González, Francisco, Fernández-Gutiérrez, Mar, Orte, Angel, González-Vera, Juan A., García-Puentes, Diego, Herranz, Rosario
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2020
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:dnet:digitalcsic_::08a4d10a39c60b48b3b5c3c1067a23ea
Acceso en línea:http://hdl.handle.net/10261/214126
Access Level:acceso abierto
Palabra clave:Fluorescence probes
Naphthalimide derivatives
Quinolimide derivatives
Macrophage imaging probes
DNA intercalants
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spelling Naphthalimide-based macrophage nucleus imaging probesFueyo-González, FranciscoFernández-Gutiérrez, MarOrte, AngelGonzález-Vera, Juan A.García-Puentes, DiegoHerranz, RosarioFluorescence probesNaphthalimide derivativesQuinolimide derivativesMacrophage imaging probesDNA intercalantsThe photophysical properties of naphthalimide-based fluorophores can be easily tuned by chemical manipulation of the substituents on that privileged scaffold. Replacement of a OMe group at position 6 in 2-(hydroxyl)ethyl-naphthalimide derivatives by diverse amines, including 2-(hydroxyl)ethylamine, trans-(4-acetamido)cyclohexylamine and azetidine increases the solvatochromic (ICT) character, while this replacement in 2-(dimethylamino)ethyl-naphthalimide analogues (PET fluorophores) decrease their solvent polarity sensitivity or even reversed them to solvatochromic fluorophores. These fluorophores resulted macrophage nucleus imaging probes, which bind DNA as intercalants and showed low cytotoxicity in human cancer cellsThe work was supported by grants SAF2012-32209, FU2015-67284-R, CTQ2017-85658-R form the Spanish Ministerio de Economía y Competividad, Agencia Estatal de Investigación and the European Regional Development Fund; and the CSIC grant 201580E073Peer reviewedElsevierMinisterio de Economía y Competitividad (España)Agencia Estatal de Investigación (España)European CommissionConsejo Superior de Investigaciones Científicas (España)Fueyo-González, FranciscoFernández-Gutiérrez, MarGonzález-Vera, Juan A.García-Puentes, Diego [0000-0002-8093-4334]Herranz, Rosario [0000-0002-0273-2761]Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]202020202020info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Postprintinfo:eu-repo/semantics/acceptedVersionhttp://hdl.handle.net/10261/214126reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés#PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE#info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/BFU2015-67284-Rinfo:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/CTQ2017-85658-Rinfo:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/SAF2012-32209https://doi.org/10.1016/j.ejmech.2020.112407Síinfo:eu-repo/semantics/openAccessoai:dnet:digitalcsic_::08a4d10a39c60b48b3b5c3c1067a23ea2026-05-22T06:33:51Z
dc.title.none.fl_str_mv Naphthalimide-based macrophage nucleus imaging probes
title Naphthalimide-based macrophage nucleus imaging probes
spellingShingle Naphthalimide-based macrophage nucleus imaging probes
Fueyo-González, Francisco
Fluorescence probes
Naphthalimide derivatives
Quinolimide derivatives
Macrophage imaging probes
DNA intercalants
title_short Naphthalimide-based macrophage nucleus imaging probes
title_full Naphthalimide-based macrophage nucleus imaging probes
title_fullStr Naphthalimide-based macrophage nucleus imaging probes
title_full_unstemmed Naphthalimide-based macrophage nucleus imaging probes
title_sort Naphthalimide-based macrophage nucleus imaging probes
dc.creator.none.fl_str_mv Fueyo-González, Francisco
Fernández-Gutiérrez, Mar
Orte, Angel
González-Vera, Juan A.
García-Puentes, Diego
Herranz, Rosario
author Fueyo-González, Francisco
author_facet Fueyo-González, Francisco
Fernández-Gutiérrez, Mar
Orte, Angel
González-Vera, Juan A.
García-Puentes, Diego
Herranz, Rosario
author_role author
author2 Fernández-Gutiérrez, Mar
Orte, Angel
González-Vera, Juan A.
García-Puentes, Diego
Herranz, Rosario
author2_role author
author
author
author
author
dc.contributor.none.fl_str_mv Ministerio de Economía y Competitividad (España)
Agencia Estatal de Investigación (España)
European Commission
Consejo Superior de Investigaciones Científicas (España)
Fueyo-González, Francisco
Fernández-Gutiérrez, Mar
González-Vera, Juan A.
García-Puentes, Diego [0000-0002-8093-4334]
Herranz, Rosario [0000-0002-0273-2761]
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Fluorescence probes
Naphthalimide derivatives
Quinolimide derivatives
Macrophage imaging probes
DNA intercalants
topic Fluorescence probes
Naphthalimide derivatives
Quinolimide derivatives
Macrophage imaging probes
DNA intercalants
description The photophysical properties of naphthalimide-based fluorophores can be easily tuned by chemical manipulation of the substituents on that privileged scaffold. Replacement of a OMe group at position 6 in 2-(hydroxyl)ethyl-naphthalimide derivatives by diverse amines, including 2-(hydroxyl)ethylamine, trans-(4-acetamido)cyclohexylamine and azetidine increases the solvatochromic (ICT) character, while this replacement in 2-(dimethylamino)ethyl-naphthalimide analogues (PET fluorophores) decrease their solvent polarity sensitivity or even reversed them to solvatochromic fluorophores. These fluorophores resulted macrophage nucleus imaging probes, which bind DNA as intercalants and showed low cytotoxicity in human cancer cells
publishDate 2020
dc.date.none.fl_str_mv 2020
2020
2020
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Postprint
info:eu-repo/semantics/acceptedVersion
format article
status_str acceptedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/214126
url http://hdl.handle.net/10261/214126
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#
#PLACEHOLDER_PARENT_METADATA_VALUE#
info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/BFU2015-67284-R
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/CTQ2017-85658-R
info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/SAF2012-32209
https://doi.org/10.1016/j.ejmech.2020.112407
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
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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score 15.812429

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