Utilize este identificador para referenciar este registo:
https://hdl.handle.net/10316/107428
Campo DC | Valor | Idioma |
---|---|---|
dc.contributor.author | Laranjo, Mafalda | - |
dc.contributor.author | Pereira, Nelson A. M. | - |
dc.contributor.author | Oliveira, Andreia S. R. | - |
dc.contributor.author | Aguiar, Márcia Campos | - |
dc.contributor.author | Brites, Gonçalo Sousa | - |
dc.contributor.author | Nascimento, Bruno F. O. | - |
dc.contributor.author | Serambeque, Beatriz | - |
dc.contributor.author | Costa, Bruna D. P. | - |
dc.contributor.author | Pina, João | - |
dc.contributor.author | Seixas de Melo, J. Sérgio | - |
dc.contributor.author | Pineiro, Marta | - |
dc.contributor.author | Botelho, M. Filomena | - |
dc.contributor.author | Pinho e Melo, Teresa M. V. D. | - |
dc.date.accessioned | 2023-07-11T09:18:10Z | - |
dc.date.available | 2023-07-11T09:18:10Z | - |
dc.date.issued | 2022 | - |
dc.identifier.issn | 2296-2646 | pt |
dc.identifier.uri | https://hdl.handle.net/10316/107428 | - |
dc.description.abstract | Novel 4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-fused meso-tetraarylchlorins, with different degrees of hydrophilicity (with methyl ester, hydroxymethyl, and carboxylic acid moieties), have been synthesized and their photophysical characterization as well as in vitro photocytotoxicity assessment against human melanoma and esophageal and bladder carcinomas was carried out. An integrated analysis of the photosensitizers' performance, considering the singlet oxygen generation data, cell internalization, and intracellular localization, allowed to establish relevant structure-photoactivity relationships and the rationalization of the observed photocytotoxicity. In the diacid and monoalcohol series, chlorins derived from meso-tetraphenylporphyrin proved to be the most efficient photodynamic therapy agents, showing IC50 values of 68 and 344 nM against A375 cells, respectively. These compounds were less active against OE19 and HT1376 cells, the diacid chlorin with IC50 values still in the nano-molar range, whereas the monohydroxymethyl-chlorin showed significantly higher IC50 values. The lead di(hydroxymethyl)-substituted meso-tetraphenylchlorin confirmed its remarkable photoactivity with IC50 values below 75 nM against the studied cancer cell lines. Subcellular accumulation of this chlorin in the mitochondria, endoplasmic reticulum, and plasma membrane was demonstrated. | pt |
dc.language.iso | eng | pt |
dc.publisher | Frontiers | pt |
dc.relation | PTDC/QUI-QOR/0103/2021 | pt |
dc.relation | UIDB/00313/2020 | pt |
dc.relation | UIDP/00313/2020 | pt |
dc.relation | UID/NEU/04539/2019 | pt |
dc.relation | UIDB/04539/2020 | pt |
dc.relation | info:eu-repo/grantAgreement/UIDP/04539/2020 | pt |
dc.relation | POCI-01-0145-FEDER-022122 | pt |
dc.rights | openAccess | pt |
dc.rights.uri | http://creativecommons.org/licenses/by/4.0/ | pt |
dc.subject | chlorins | pt |
dc.subject | photodynamic therapy | pt |
dc.subject | photosensitizer | pt |
dc.subject | subcellular accumulation | pt |
dc.subject | cancer | pt |
dc.title | Ring-Fused meso-Tetraarylchlorins as Auspicious PDT Sensitizers: Synthesis, Structural Characterization, Photophysics, and Biological Evaluation | pt |
dc.type | article | - |
degois.publication.firstPage | 873245 | pt |
degois.publication.title | Frontiers in Chemistry | pt |
dc.peerreviewed | yes | pt |
dc.identifier.doi | 10.3389/fchem.2022.873245 | pt |
degois.publication.volume | 10 | pt |
dc.date.embargo | 2022-01-01 | * |
uc.date.periodoEmbargo | 0 | pt |
item.fulltext | Com Texto completo | - |
item.languageiso639-1 | en | - |
item.openairecristype | http://purl.org/coar/resource_type/c_18cf | - |
item.openairetype | article | - |
item.grantfulltext | open | - |
item.cerifentitytype | Publications | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.researchunit | CNC - Center for Neuroscience and Cell Biology | - |
crisitem.author.researchunit | CQC - Coimbra Chemistry Centre | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.parentresearchunit | Faculty of Sciences and Technology | - |
crisitem.author.orcid | 0000-0003-0689-6007 | - |
crisitem.author.orcid | 0000-0002-1891-9010 | - |
crisitem.author.orcid | 0000-0003-1532-684X | - |
crisitem.author.orcid | 0000-0003-1848-1167 | - |
crisitem.author.orcid | 0000-0001-9708-5079 | - |
crisitem.author.orcid | 0000-0002-7460-3758 | - |
crisitem.author.orcid | 0000-0001-7202-1650 | - |
crisitem.author.orcid | 0000-0003-3256-4954 | - |
crisitem.project.grantno | Coimbra Chemistry Center | - |
crisitem.project.grantno | Coimbra Chemistry Center | - |
crisitem.project.grantno | Center for Innovative Biomedicine and Biotechnology - CIBB | - |
crisitem.project.grantno | Center for Innovative Biomedicine and Biotechnology | - |
Aparece nas coleções: | FMUC Medicina - Artigos em Revistas Internacionais I&D CIBB - Artigos em Revistas Internacionais I&D ICBR - Artigos em Revistas Internacionais I&D CQC - Artigos em Revistas Internacionais |
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Ficheiro | Descrição | Tamanho | Formato | |
---|---|---|---|---|
Laranjo2022FrontChem.pdf | 2.08 MB | Adobe PDF | Ver/Abrir |
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