Platinum(II) Ring-Fused Chlorins as Near-Infrared Emitting Oxygen Sensors and Photodynamic Agents
Autor(a) principal: | |
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Data de Publicação: | 2017 |
Outros Autores: | , , , , , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/10316/41710 https://doi.org/10.1021/acsmedchemlett.6b00476 |
Resumo: | Novel near-infrared luminescent compounds based on platinum(II) 4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-fused chlorins are described. These compounds have high photostability and display light emission, in particular simultaneous fluorescence and phosphorescence emission in solution at room temperature, in the biologically relevant 700-850 nm red and near-infrared (NIR) spectral region, making them excellent materials for biological imaging. The simultaneous presence of fluorescence and phosphorescence emission at room temperature, with the phosphorescence strongly quenched by oxygen whereas fluorescence remains unaffected, allows these compounds to be used as ratiometric oxygen sensors in chemical and biological media. Both steady-state (fluorescence vs phosphorescence intensities) and dynamic (dependence of phosphorescence lifetimes upon oxygen concentration) luminescence approaches can be used. Photocytotoxicity studies against human melanocytic melanoma cells (A375) indicate that these compounds display potential as photosensitizers in photodynamic therapy. |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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7160 |
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Platinum(II) Ring-Fused Chlorins as Near-Infrared Emitting Oxygen Sensors and Photodynamic AgentsNovel near-infrared luminescent compounds based on platinum(II) 4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-fused chlorins are described. These compounds have high photostability and display light emission, in particular simultaneous fluorescence and phosphorescence emission in solution at room temperature, in the biologically relevant 700-850 nm red and near-infrared (NIR) spectral region, making them excellent materials for biological imaging. The simultaneous presence of fluorescence and phosphorescence emission at room temperature, with the phosphorescence strongly quenched by oxygen whereas fluorescence remains unaffected, allows these compounds to be used as ratiometric oxygen sensors in chemical and biological media. Both steady-state (fluorescence vs phosphorescence intensities) and dynamic (dependence of phosphorescence lifetimes upon oxygen concentration) luminescence approaches can be used. Photocytotoxicity studies against human melanocytic melanoma cells (A375) indicate that these compounds display potential as photosensitizers in photodynamic therapy.This work was funded by FEDER - Fundo Europeu de Desenvolvimento Regional through the COMPETE 2020 - Operational Programme for Competitiveness and Internationalisation (POCI), and by Portuguese funds through FCT - Fundação para a Ciência e a Tecnologia in the framework of the project POCI-01-0145-FEDER-PTDC/QEQ- MED/0262/2014.), Portuguese Agency for Scientific Research. The Coimbra Chemistry Centre (CQC) is supported by FCT through project no 007630 UID/QUI/00313/2013, co-funded by COMPETE2020-UE. The FCT is also acknowledged for a post-doctoral grant to J. Pina (ref. SFRH/BPD/108469/2015). We acknowledge the UC-NMR facility for obtaining the NMR data (www.nmrccc.uc.pt), and Professor Mário N. Berberan- Santos (Instituto Superior Técnico) for valuable discussions The authors also gratefully acknowledge Perkin-Helmer, Inc. and Intrumentos de Laboratório Científico, Lda (ILC) for providing the EnSpire Multimode Plate Reader and Dr. Hans-Peter Steffens (Perkin-Helmer, Inc) for technical support. MOS acknowledges grant SFI IvP 13/1894.2017info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://hdl.handle.net/10316/41710http://hdl.handle.net/10316/41710https://doi.org/10.1021/acsmedchemlett.6b00476engPereira, Nelson A. M.Laranjo, MafaldaCasalta-Lopes, JoãoSerra, Arménio C.Piñeiro, MartaPina, JoãoSeixas de Melo, J. SérgioSenge, Mathias O.Botelho, M. FilomenaMartelo, LilianaBurrows, Hugh D.Pinho e Melo, Teresa M. V. D.info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-04-06T10:19:53Zoai:estudogeral.uc.pt:10316/41710Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T21:01:51.005567Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse |
dc.title.none.fl_str_mv |
Platinum(II) Ring-Fused Chlorins as Near-Infrared Emitting Oxygen Sensors and Photodynamic Agents |
title |
Platinum(II) Ring-Fused Chlorins as Near-Infrared Emitting Oxygen Sensors and Photodynamic Agents |
spellingShingle |
Platinum(II) Ring-Fused Chlorins as Near-Infrared Emitting Oxygen Sensors and Photodynamic Agents Pereira, Nelson A. M. |
title_short |
Platinum(II) Ring-Fused Chlorins as Near-Infrared Emitting Oxygen Sensors and Photodynamic Agents |
title_full |
Platinum(II) Ring-Fused Chlorins as Near-Infrared Emitting Oxygen Sensors and Photodynamic Agents |
title_fullStr |
Platinum(II) Ring-Fused Chlorins as Near-Infrared Emitting Oxygen Sensors and Photodynamic Agents |
title_full_unstemmed |
Platinum(II) Ring-Fused Chlorins as Near-Infrared Emitting Oxygen Sensors and Photodynamic Agents |
title_sort |
Platinum(II) Ring-Fused Chlorins as Near-Infrared Emitting Oxygen Sensors and Photodynamic Agents |
author |
Pereira, Nelson A. M. |
author_facet |
Pereira, Nelson A. M. Laranjo, Mafalda Casalta-Lopes, João Serra, Arménio C. Piñeiro, Marta Pina, João Seixas de Melo, J. Sérgio Senge, Mathias O. Botelho, M. Filomena Martelo, Liliana Burrows, Hugh D. Pinho e Melo, Teresa M. V. D. |
author_role |
author |
author2 |
Laranjo, Mafalda Casalta-Lopes, João Serra, Arménio C. Piñeiro, Marta Pina, João Seixas de Melo, J. Sérgio Senge, Mathias O. Botelho, M. Filomena Martelo, Liliana Burrows, Hugh D. Pinho e Melo, Teresa M. V. D. |
author2_role |
author author author author author author author author author author author |
dc.contributor.author.fl_str_mv |
Pereira, Nelson A. M. Laranjo, Mafalda Casalta-Lopes, João Serra, Arménio C. Piñeiro, Marta Pina, João Seixas de Melo, J. Sérgio Senge, Mathias O. Botelho, M. Filomena Martelo, Liliana Burrows, Hugh D. Pinho e Melo, Teresa M. V. D. |
description |
Novel near-infrared luminescent compounds based on platinum(II) 4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-fused chlorins are described. These compounds have high photostability and display light emission, in particular simultaneous fluorescence and phosphorescence emission in solution at room temperature, in the biologically relevant 700-850 nm red and near-infrared (NIR) spectral region, making them excellent materials for biological imaging. The simultaneous presence of fluorescence and phosphorescence emission at room temperature, with the phosphorescence strongly quenched by oxygen whereas fluorescence remains unaffected, allows these compounds to be used as ratiometric oxygen sensors in chemical and biological media. Both steady-state (fluorescence vs phosphorescence intensities) and dynamic (dependence of phosphorescence lifetimes upon oxygen concentration) luminescence approaches can be used. Photocytotoxicity studies against human melanocytic melanoma cells (A375) indicate that these compounds display potential as photosensitizers in photodynamic therapy. |
publishDate |
2017 |
dc.date.none.fl_str_mv |
2017 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://hdl.handle.net/10316/41710 http://hdl.handle.net/10316/41710 https://doi.org/10.1021/acsmedchemlett.6b00476 |
url |
http://hdl.handle.net/10316/41710 https://doi.org/10.1021/acsmedchemlett.6b00476 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.source.none.fl_str_mv |
reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
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Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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RCAAP |
institution |
RCAAP |
reponame_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
collection |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
repository.name.fl_str_mv |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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