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dc.contributor.authorBusto Vázquez, Natalia 
dc.contributor.authorGarcía Calvo, José 
dc.contributor.authorCuevas Vicario, José Vicente 
dc.contributor.authorHerrera, Antonio
dc.contributor.authorMergny, Jean-Louis
dc.contributor.authorPons, Sebastian
dc.contributor.authorTorroba Pérez, Tomás 
dc.contributor.authorGarcía Ruiz, Begoña 
dc.date.accessioned2021-04-05T11:46:16Z
dc.date.available2021-04-05T11:46:16Z
dc.date.issued2021-03
dc.identifier.issn0045-2068
dc.identifier.urihttp://hdl.handle.net/10259/5677
dc.description.abstractA structure–activity relationship (SAR) study in terms of G-quadruplex binding ability and antiproliferative activity of six fluorescent perylenemonoimide (PMIs) derivatives is reported. A positive charge seems to be the key to target G4. This study also reveals the importance of the element substitution in the potential biological activity of PMIs, being the polyethylene glycol (PEG) chains in the peri position responsible for their antiproliferative activity. Among them, the cationic PMI6 with two PEG chains is the most promising compound since its fluorescence is enhanced in the presence of G-quadruplex structures. Moreover, PMI6 binds to the human telomeric G-quadruplex hTelo with high affinity and displays a high antiproliferative potential towards HeLa (cervical adenocarcinoma), A549 (lung adenocarcinoma) and A2780 (ovarian adenocarcinoma) cells. Its fate can be followed inside cells thanks to its fluorescent properties: the compound is found to accumulate in the mitochondria.es
dc.description.sponsorship“la Caixa” Foundation (LCF/PR/PR12/11070003), Ministerio de Ciencia, Innovación y Universidades-FEDER (RTI2018-102040-B-100), Junta de Castilla y León-FEDER (BU305P18 and BU263P18) is gratefully acknowledged. N.B. is grateful to Aurore Guédin of the ARNA Laboratory for technical support and also to the financial support of the José Castillejo Program by the Spanish Ministry of Education, Culture and Sports (JC2015-00403). A.H. was funded by a Juan de la Cierva fellowship (FJCI-2015-26175) from the Ministerio de Economía y Competitividad. This research has made use of the high-performance computing resources of the Castilla y León Supercomputing Center (SCAYLE, https://www.scayle.es), financed by FEDER (Fondo Europeo de Desarrollo Regional). Networking support of NECTAR COST Action CA18202 is fully acknowledged. This work was supported by the SYMBIT project (reg. no. CZ.02.1.01/0.0/0.0/15_003/0000477) financed by the ERDF.es
dc.format.mimetypeapplication/pdf
dc.language.isoenges
dc.publisherElsevieres
dc.relation.ispartofBioorganic Chemistry. 2021, V. 108, 104660es
dc.rightsAttribution-NonCommercial-NoDerivatives 4.0 Internacional*
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/4.0/*
dc.subjectG-quadruplexeses
dc.subjectAntiproliferativees
dc.subjectPerylenemonoimidees
dc.subjectDNA bindinges
dc.subject.otherQuímica físicaes
dc.subject.otherChemistry, Physical and theoreticalen
dc.subject.otherQuímica orgánicaes
dc.subject.otherChemistry, Organicen
dc.subject.otherQuímica inorgánicaes
dc.subject.otherChemistry, Inorganicen
dc.titleInfluence of core extension and side chain nature in targeting G-quadruplex structures with perylene monoimide derivativeses
dc.typeinfo:eu-repo/semantics/articlees
dc.rights.accessRightsinfo:eu-repo/semantics/openAccesses
dc.relation.publisherversionhttps://doi.org/10.1016/j.bioorg.2021.104660es
dc.identifier.doi10.1016/j.bioorg.2021.104660
dc.relation.projectIDinfo:eu-repo/grantAgreement/FundaciónLaCaixa/LCF/PR/PR12/11070003
dc.relation.projectIDinfo:eu-repo/grantAgreement/MICINN/RTI2018-102040-B-100
dc.relation.projectIDinfo:eu-repo/grantAgreement/JCyL/BU305P18
dc.relation.projectIDinfo:eu-repo/grantAgreement/JCyL/BU263P18
dc.journal.titleBioorganic Chemistryes
dc.volume.number108es
dc.page.initial104660es
dc.type.hasVersioninfo:eu-repo/semantics/publishedVersiones


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