Red haloBODIPYs as theragnostic agents: The role of the substitution at meso position

Three different molecular designs based on BODIPY dye have been proposed as photosensitizers (PSs) for photodynamic therapy (PDT) by the inclusion of halogen atoms (Iodine) at 2,6-positions and with extended conjugation at 3, 5-positions and varying the substitution at meso position. The synthesis i...

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Autores: Prieto Montero, Ruth, Prieto Castañeda, Alejandro, Katsumiti, Alberto, Sola Llano, Rebeca, Rodríguez Agarrabeitia, Antonia, Cajaraville, Miren P., Ortiz García, María Josefa, Martínez Martínez, Virginia
Tipo de recurso: artículo
Fecha de publicación:2021
País:España
Institución:Universidad Complutense de Madrid (UCM)
Repositorio:Docta Complutense
Idioma:inglés
OAI Identifier:oai:docta.ucm.es:20.500.14352/4603
Acceso en línea:https://hdl.handle.net/20.500.14352/4603
Access Level:acceso abierto
Palabra clave:547.1:615.8
543.426
615.8
BODIPY photosensitizer
Singlet oxygen
Photodynamic therapy
HeLa cells
Theragnosis
Química física (Física)
Química orgánica (Química)
2210 Química Física
2306 Química Orgánica
id ES_b5a41bb3c140aa771d2f88f8e43e07ea
oai_identifier_str oai:docta.ucm.es:20.500.14352/4603
network_acronym_str ES
network_name_str España
repository_id_str
spelling Red haloBODIPYs as theragnostic agents: The role of the substitution at meso positionPrieto Montero, RuthPrieto Castañeda, AlejandroKatsumiti, AlbertoSola Llano, RebecaRodríguez Agarrabeitia, AntoniaCajaraville, Miren P.Ortiz García, María JosefaMartínez Martínez, Virginia547.1:615.8543.426615.8BODIPY photosensitizerSinglet oxygenPhotodynamic therapyHeLa cellsTheragnosisQuímica física (Física)Química orgánica (Química)2210 Química Física2306 Química OrgánicaThree different molecular designs based on BODIPY dye have been proposed as photosensitizers (PSs) for photodynamic therapy (PDT) by the inclusion of halogen atoms (Iodine) at 2,6-positions and with extended conjugation at 3, 5-positions and varying the substitution at meso position. The synthesis is described and their main photophysical features including singlet oxygen production and triplet states were characterized by absorption and fluorescence spectroscopy (steady-state and time-correlated) and nanosecond transient absorption spectroscopy. The results were compared with the commercial Chlorin e6. The three new red-halogen-BODIPYs showed a great balance between singlet oxygen generation (ΦΔ≥0.40) and fluorescence (Φfl≥0.22) for potential application on PDT, and particularly in theragnosis. In vitro experiments in HeLa cells were done to study their performance and to elucidate the best potential candidate for PDT.ElsevierUniversidad Complutense de Madrid20212021-12-0420212021-12-04journal articlehttp://purl.org/coar/resource_type/c_6501info:eu-repo/semantics/articleapplication/pdfhttps://hdl.handle.net/20.500.14352/4603reponame:Docta Complutenseinstname:Universidad Complutense de Madrid (UCM)Inglésengopen accesshttp://purl.org/coar/access_right/c_abf2Atribución-NoComercial-SinDerivadas 3.0 Españahttps://creativecommons.org/licenses/by-nc-nd/3.0/es/info:eu-repo/semantics/openAccessoai:docta.ucm.es:20.500.14352/46032026-06-02T12:44:21Z
dc.title.none.fl_str_mv Red haloBODIPYs as theragnostic agents: The role of the substitution at meso position
title Red haloBODIPYs as theragnostic agents: The role of the substitution at meso position
spellingShingle Red haloBODIPYs as theragnostic agents: The role of the substitution at meso position
Prieto Montero, Ruth
547.1:615.8
543.426
615.8
BODIPY photosensitizer
Singlet oxygen
Photodynamic therapy
HeLa cells
Theragnosis
Química física (Física)
Química orgánica (Química)
2210 Química Física
2306 Química Orgánica
title_short Red haloBODIPYs as theragnostic agents: The role of the substitution at meso position
title_full Red haloBODIPYs as theragnostic agents: The role of the substitution at meso position
title_fullStr Red haloBODIPYs as theragnostic agents: The role of the substitution at meso position
title_full_unstemmed Red haloBODIPYs as theragnostic agents: The role of the substitution at meso position
title_sort Red haloBODIPYs as theragnostic agents: The role of the substitution at meso position
dc.creator.none.fl_str_mv Prieto Montero, Ruth
Prieto Castañeda, Alejandro
Katsumiti, Alberto
Sola Llano, Rebeca
Rodríguez Agarrabeitia, Antonia
Cajaraville, Miren P.
Ortiz García, María Josefa
Martínez Martínez, Virginia
author Prieto Montero, Ruth
author_facet Prieto Montero, Ruth
Prieto Castañeda, Alejandro
Katsumiti, Alberto
Sola Llano, Rebeca
Rodríguez Agarrabeitia, Antonia
Cajaraville, Miren P.
Ortiz García, María Josefa
Martínez Martínez, Virginia
author_role author
author2 Prieto Castañeda, Alejandro
Katsumiti, Alberto
Sola Llano, Rebeca
Rodríguez Agarrabeitia, Antonia
Cajaraville, Miren P.
Ortiz García, María Josefa
Martínez Martínez, Virginia
author2_role author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidad Complutense de Madrid
dc.subject.none.fl_str_mv 547.1:615.8
543.426
615.8
BODIPY photosensitizer
Singlet oxygen
Photodynamic therapy
HeLa cells
Theragnosis
Química física (Física)
Química orgánica (Química)
2210 Química Física
2306 Química Orgánica
topic 547.1:615.8
543.426
615.8
BODIPY photosensitizer
Singlet oxygen
Photodynamic therapy
HeLa cells
Theragnosis
Química física (Física)
Química orgánica (Química)
2210 Química Física
2306 Química Orgánica
description Three different molecular designs based on BODIPY dye have been proposed as photosensitizers (PSs) for photodynamic therapy (PDT) by the inclusion of halogen atoms (Iodine) at 2,6-positions and with extended conjugation at 3, 5-positions and varying the substitution at meso position. The synthesis is described and their main photophysical features including singlet oxygen production and triplet states were characterized by absorption and fluorescence spectroscopy (steady-state and time-correlated) and nanosecond transient absorption spectroscopy. The results were compared with the commercial Chlorin e6. The three new red-halogen-BODIPYs showed a great balance between singlet oxygen generation (ΦΔ≥0.40) and fluorescence (Φfl≥0.22) for potential application on PDT, and particularly in theragnosis. In vitro experiments in HeLa cells were done to study their performance and to elucidate the best potential candidate for PDT.
publishDate 2021
dc.date.none.fl_str_mv 2021
2021-12-04
2021
2021-12-04
dc.type.none.fl_str_mv journal article
http://purl.org/coar/resource_type/c_6501
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv https://hdl.handle.net/20.500.14352/4603
url https://hdl.handle.net/20.500.14352/4603
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
Atribución-NoComercial-SinDerivadas 3.0 España
https://creativecommons.org/licenses/by-nc-nd/3.0/es/
dc.rights.openaire.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv open access
http://purl.org/coar/access_right/c_abf2
Atribución-NoComercial-SinDerivadas 3.0 España
https://creativecommons.org/licenses/by-nc-nd/3.0/es/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:Docta Complutense
instname:Universidad Complutense de Madrid (UCM)
instname_str Universidad Complutense de Madrid (UCM)
reponame_str Docta Complutense
collection Docta Complutense
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,300724

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