Nanostructured AABB Zn (II) Phthalocyanines as Photodynamic Agents for Bacterial Inactivation

In this work, the ability of amphiphilic Phthalocyanine (Pc) photosensitizers (PS) (Zn(II)Pcs PS1, PS2, and PS3) to assemble into cationic nanoparticles in water and to photo-inactivate bacterial strains is demonstrated. All the synthesized Zn(II)Pcs exhibit an AABB functionalization pattern, having...

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Detalles Bibliográficos
Autores: Paramio, Irene, Salazar, Ainhoa, Jordà Redondo, Mireia, Nonell, Santi, Torres, Tomás, De la Torre, Gema
Tipo de recurso: artículo
Fecha de publicación:2023
País:España
Institución:Universitat Ramon Llull (URL)
Repositorio:DAU Arxiu Digital de la Universitat Ramon Llull
OAI Identifier:oai:dau.url.edu:20.500.14342/4627
Acceso en línea:http://hdl.handle.net/20.500.14342/4627
https://doi.org/10.1002/adtp.202300116
Access Level:acceso abierto
Palabra clave:Amphiphiles
Nanoparticles
Photodynamic inactivation
Phthalocyanines
Self-assembly
Molècula amfipàtica
Nanopartícules
Ftalocianina
Autoassemblatge
Fotoquimioteràpia
539
577
615
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oai_identifier_str oai:dau.url.edu:20.500.14342/4627
network_acronym_str ES
network_name_str España
repository_id_str
spelling Nanostructured AABB Zn (II) Phthalocyanines as Photodynamic Agents for Bacterial InactivationParamio, IreneSalazar, AinhoaJordà Redondo, MireiaNonell, SantiTorres, TomásDe la Torre, GemaAmphiphilesNanoparticlesPhotodynamic inactivationPhthalocyaninesSelf-assemblyMolècula amfipàticaNanopartículesFtalocianinaAutoassemblatgeFotoquimioteràpia539577615In this work, the ability of amphiphilic Phthalocyanine (Pc) photosensitizers (PS) (Zn(II)Pcs PS1, PS2, and PS3) to assemble into cationic nanoparticles in water and to photo-inactivate bacterial strains is demonstrated. All the synthesized Zn(II)Pcs exhibit an AABB functionalization pattern, having a binaphthyloxy-linked bisisoindole (AA) functionalized at the chiral binaphthol core with branched (PS1) or linear (PS2 and PS3) poly-ammonium chains, and two non-functionalized isoindole rings (BB). The aggregation behavior and the stability of the nanoparticles formed by the three PS in water is studied by UV–vis, fluorescence and circular dichroism (CD) spectroscopies, and their shape and size is determined by transmission electron microscopy (TEM) and dynamic light scattering (DLS). The PS nanoparticles prove efficient in the photoinactivation of S. aureus and E. coli. Although PS2 and PS3 present better photophysical features in their monomeric form (i.e., improved singlet oxygen quantum yield), PS1 is more effective in killing both types of strains, especially the gram-negative E. coli. This observation may derive from the low stability found for PS1 nanoparticles, which easily disassemble after binding to the bacteria surface, recovering the photophysical properties of the non-aggregated species.info:eu-repo/semantics/publishedVersionWileyUniversitat Ramon Llull. IQS202420242023info:eu-repo/semantics/articlep.10application/pdfhttp://hdl.handle.net/20.500.14342/4627https://doi.org/10.1002/adtp.202300116reponame:DAU Arxiu Digital de la Universitat Ramon Llullinstname:Universitat Ramon Llull (URL)InglésAdvanced Therapeutics 2023, 6 (11), 2300116info:eu-repo/grantAgreement/MCI/PN I+D/PID2020‐116490GB‐I00info:eu-repo/grantAgreement/MCI/PN I+D/PID2020‐115801RB‐C21info:eu-repo/grantAgreement/MCI/PN I+D/PID2020‐115801RB‐C22info:eu-repo/grantAgreement/MINECO/Centro de Excelencia Severo Ochoa 2013-2016 Program/SEV2016‐0686info:eu-repo/grantAgreement/SUR del DEC/SGR/2021 SGR 01023© L'autor/aAttribution 4.0 Internationalhttp://creativecommons.org/licenses/by/4.0/info:eu-repo/semantics/openAccessoai:dau.url.edu:20.500.14342/46272026-06-21T06:40:37Z
dc.title.none.fl_str_mv Nanostructured AABB Zn (II) Phthalocyanines as Photodynamic Agents for Bacterial Inactivation
title Nanostructured AABB Zn (II) Phthalocyanines as Photodynamic Agents for Bacterial Inactivation
spellingShingle Nanostructured AABB Zn (II) Phthalocyanines as Photodynamic Agents for Bacterial Inactivation
Paramio, Irene
Amphiphiles
Nanoparticles
Photodynamic inactivation
Phthalocyanines
Self-assembly
Molècula amfipàtica
Nanopartícules
Ftalocianina
Autoassemblatge
Fotoquimioteràpia
539
577
615
title_short Nanostructured AABB Zn (II) Phthalocyanines as Photodynamic Agents for Bacterial Inactivation
title_full Nanostructured AABB Zn (II) Phthalocyanines as Photodynamic Agents for Bacterial Inactivation
title_fullStr Nanostructured AABB Zn (II) Phthalocyanines as Photodynamic Agents for Bacterial Inactivation
title_full_unstemmed Nanostructured AABB Zn (II) Phthalocyanines as Photodynamic Agents for Bacterial Inactivation
title_sort Nanostructured AABB Zn (II) Phthalocyanines as Photodynamic Agents for Bacterial Inactivation
dc.creator.none.fl_str_mv Paramio, Irene
Salazar, Ainhoa
Jordà Redondo, Mireia
Nonell, Santi
Torres, Tomás
De la Torre, Gema
author Paramio, Irene
author_facet Paramio, Irene
Salazar, Ainhoa
Jordà Redondo, Mireia
Nonell, Santi
Torres, Tomás
De la Torre, Gema
author_role author
author2 Salazar, Ainhoa
Jordà Redondo, Mireia
Nonell, Santi
Torres, Tomás
De la Torre, Gema
author2_role author
author
author
author
author
dc.contributor.none.fl_str_mv Universitat Ramon Llull. IQS
dc.subject.none.fl_str_mv Amphiphiles
Nanoparticles
Photodynamic inactivation
Phthalocyanines
Self-assembly
Molècula amfipàtica
Nanopartícules
Ftalocianina
Autoassemblatge
Fotoquimioteràpia
539
577
615
topic Amphiphiles
Nanoparticles
Photodynamic inactivation
Phthalocyanines
Self-assembly
Molècula amfipàtica
Nanopartícules
Ftalocianina
Autoassemblatge
Fotoquimioteràpia
539
577
615
description In this work, the ability of amphiphilic Phthalocyanine (Pc) photosensitizers (PS) (Zn(II)Pcs PS1, PS2, and PS3) to assemble into cationic nanoparticles in water and to photo-inactivate bacterial strains is demonstrated. All the synthesized Zn(II)Pcs exhibit an AABB functionalization pattern, having a binaphthyloxy-linked bisisoindole (AA) functionalized at the chiral binaphthol core with branched (PS1) or linear (PS2 and PS3) poly-ammonium chains, and two non-functionalized isoindole rings (BB). The aggregation behavior and the stability of the nanoparticles formed by the three PS in water is studied by UV–vis, fluorescence and circular dichroism (CD) spectroscopies, and their shape and size is determined by transmission electron microscopy (TEM) and dynamic light scattering (DLS). The PS nanoparticles prove efficient in the photoinactivation of S. aureus and E. coli. Although PS2 and PS3 present better photophysical features in their monomeric form (i.e., improved singlet oxygen quantum yield), PS1 is more effective in killing both types of strains, especially the gram-negative E. coli. This observation may derive from the low stability found for PS1 nanoparticles, which easily disassemble after binding to the bacteria surface, recovering the photophysical properties of the non-aggregated species.
publishDate 2023
dc.date.none.fl_str_mv 2023
2024
2024
dc.type.none.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/20.500.14342/4627
https://doi.org/10.1002/adtp.202300116
url http://hdl.handle.net/20.500.14342/4627
https://doi.org/10.1002/adtp.202300116
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Advanced Therapeutics 2023, 6 (11), 2300116
info:eu-repo/grantAgreement/MCI/PN I+D/PID2020‐116490GB‐I00
info:eu-repo/grantAgreement/MCI/PN I+D/PID2020‐115801RB‐C21
info:eu-repo/grantAgreement/MCI/PN I+D/PID2020‐115801RB‐C22
info:eu-repo/grantAgreement/MINECO/Centro de Excelencia Severo Ochoa 2013-2016 Program/SEV2016‐0686
info:eu-repo/grantAgreement/SUR del DEC/SGR/2021 SGR 01023
dc.rights.none.fl_str_mv © L'autor/a
Attribution 4.0 International
http://creativecommons.org/licenses/by/4.0/
info:eu-repo/semantics/openAccess
rights_invalid_str_mv © L'autor/a
Attribution 4.0 International
http://creativecommons.org/licenses/by/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv p.10
application/pdf
dc.publisher.none.fl_str_mv Wiley
publisher.none.fl_str_mv Wiley
dc.source.none.fl_str_mv reponame:DAU Arxiu Digital de la Universitat Ramon Llull
instname:Universitat Ramon Llull (URL)
instname_str Universitat Ramon Llull (URL)
reponame_str DAU Arxiu Digital de la Universitat Ramon Llull
collection DAU Arxiu Digital de la Universitat Ramon Llull
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,811543

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