Antibiotic-like properties of cationic linear-dendritic macromolecules having guanidinium peripheral groups

Data will be made available on request.

Detalles Bibliográficos
Autores: Martín-Martín, Javier, Bescós, Sara, Terrel, Almudena, Arruebo, Manuel, Piñol, Milagros, Yus, Cristina, Oriol, Luis
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2026
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/425257
Acceso en línea:http://hdl.handle.net/10261/425257
Access Level:acceso abierto
Palabra clave:Antibacterial activity
Click chemistry
Cytotoxicity
Guanidinium
Dendron
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dc.title.none.fl_str_mv Antibiotic-like properties of cationic linear-dendritic macromolecules having guanidinium peripheral groups
title Antibiotic-like properties of cationic linear-dendritic macromolecules having guanidinium peripheral groups
spellingShingle Antibiotic-like properties of cationic linear-dendritic macromolecules having guanidinium peripheral groups
Martín-Martín, Javier
Antibacterial activity
Click chemistry
Cytotoxicity
Guanidinium
Dendron
title_short Antibiotic-like properties of cationic linear-dendritic macromolecules having guanidinium peripheral groups
title_full Antibiotic-like properties of cationic linear-dendritic macromolecules having guanidinium peripheral groups
title_fullStr Antibiotic-like properties of cationic linear-dendritic macromolecules having guanidinium peripheral groups
title_full_unstemmed Antibiotic-like properties of cationic linear-dendritic macromolecules having guanidinium peripheral groups
title_sort Antibiotic-like properties of cationic linear-dendritic macromolecules having guanidinium peripheral groups
dc.creator.none.fl_str_mv Martín-Martín, Javier
Bescós, Sara
Terrel, Almudena
Arruebo, Manuel
Piñol, Milagros
Yus, Cristina
Oriol, Luis
author Martín-Martín, Javier
author_facet Martín-Martín, Javier
Bescós, Sara
Terrel, Almudena
Arruebo, Manuel
Piñol, Milagros
Yus, Cristina
Oriol, Luis
author_role author
author2 Bescós, Sara
Terrel, Almudena
Arruebo, Manuel
Piñol, Milagros
Yus, Cristina
Oriol, Luis
author2_role author
author
author
author
author
author
dc.contributor.none.fl_str_mv Agencia Estatal de Investigación (España)
Ministerio de Ciencia, Innovación y Universidades (España)
Gobierno de Aragón
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Antibacterial activity
Click chemistry
Cytotoxicity
Guanidinium
Dendron
topic Antibacterial activity
Click chemistry
Cytotoxicity
Guanidinium
Dendron
description Data will be made available on request.
publishDate 2026
dc.date.none.fl_str_mv 2026
2026
2026
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
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dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/425257
url http://hdl.handle.net/10261/425257
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
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info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2021-126132NB-I00
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2023-146091OB-I00
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2024-2027/PID2024-157398NB-I00
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/CEX2023-001286-S
The underlying dataset has been published as supplementary material of the article in the publisher platform at DOI 10.1016/j.mtchem.2025.103342
https://doi.org/10.1016/j.mtchem.2025.103342
Sí
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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)
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spelling Antibiotic-like properties of cationic linear-dendritic macromolecules having guanidinium peripheral groupsMartín-Martín, JavierBescós, SaraTerrel, AlmudenaArruebo, ManuelPiñol, MilagrosYus, CristinaOriol, LuisAntibacterial activityClick chemistryCytotoxicityGuanidiniumDendronData will be made available on request.The urgent development of alternatives to conventional antibiotics is essential to address the escalating burden of bacterial antibiotic resistance. Therefore, in this work, we focus on amphiphilic antimicrobial agents having a linear-dendritic structure. They are derived from the first four generations of dendritic polyesters derived from 2,2-bis(hydroxymethyl)propionic acid that are linked to different hydrophobic alkyl chains at the focal point and decorated with cationic guanidinium groups at their periphery. The preparation of these compounds is accomplished through a versatile and orthogonal click chemistry-based strategy. Firstly, alkyl chains are introduced at the focal point of the dendrons via a Cu(I)-catalyzed azide-alkyne cycloaddition. Subsequently, Boc-protected guanidinium groups are attached to the dendron periphery using a thiol-ene reaction, followed by deprotection to yield the cationic guanidinium groups. These amphiphilic linear-dendritic compounds exhibit antimicrobial activity against Gram-positive (Staphylococcus aureus ATCC 25923) and Gram-negative (Escherichia coli S17) bacteria. The antimicrobial activity and cytotoxicity toward eukaryotic cells, specifically, human dermal fibroblast, HaCaT human keratinocytes and J774A.1 mouse monocyte-macrophages, can be finely optimized to obtain antibiotic-like materials by varying the dendritic generation and adjusting the hydrophobic/hydrophilic balance, which is mainly governed by the length of the alkyl chain at the focal point of the dendron. The orthogonal click chemistry strategy enables facile modulation of the hydrophobic/hydrophilic balance from a common dendritic scaffold, achieving a linear-dendron agent that displays antimicrobial activity comparable to that of conventional antibiotics, while maintaining high cytocompatibility.This work was financially supported by MICIN/AEI (PDI2021-1261132NB-I00, PID2023-146091OB-I00 and PID2024-157398NB-I00) and Gobierno de Aragón-FSE (LMP93_21 and E47_23R). INMA authors acknowledge grant CEX2023-001286-S funded by MICIU/AEI/10.13039/501100011033. JMM acknowledges MICIN/AEI his FPI PhD grant and SBR her Gobierno de Aragón PhD grant. Authors would like to acknowledge the use of Servicio General de Apoyo a la Investigación-SAI, Universidad de Zaragoza, NAMBIOSIS and ELECMI-Laboratorio de Microscopías Avanzadas-LMA (INMA-Unizar) and Servicios Científicos Técnicos of CEQMA (CSIC-Unizar). CSIC-Conexión Nanomedicina is also acknowledged.With funding from the Spanish government through the "Severo Ochoa Centre of Excellence" accreditation (CEX2023-001286-S).Peer reviewedElsevierAgencia Estatal de Investigación (España)Ministerio de Ciencia, Innovación y Universidades (España)Gobierno de AragónConsejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]202620262026info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Publisher's versioninfo:eu-repo/semantics/publishedVersionapplication/pdfhttp://hdl.handle.net/10261/425257reponame: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##PLACEHOLDER_PARENT_METADATA_VALUE#info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2021-126132NB-I00info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2023-146091OB-I00info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2024-2027/PID2024-157398NB-I00info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/CEX2023-001286-SThe underlying dataset has been published as supplementary material of the article in the publisher platform at DOI 10.1016/j.mtchem.2025.103342https://doi.org/10.1016/j.mtchem.2025.103342Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/4252572026-05-22T06:33:51Z
score 15.81155

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