Halogen atom effect on photophysical and photodynamic characteristics of derivatives of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin

Detalhes bibliográficos
Autor(a) principal: Serra, A. C.
Data de Publicação: 2008
Outros Autores: Pineiro, M., Gonsalves, A. M. d'A. Rocha, Abrantes, M., Laranjo, M., Santos, A. C., Botelho, M. F.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
DOI: 10.1016/j.jphotobiol.2008.04.006
Texto Completo: http://hdl.handle.net/10316/5000
https://doi.org/10.1016/j.jphotobiol.2008.04.006
Resumo: Brominated and iodinated derivatives of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin were synthesised directly from the corresponding aldehydes. Photophysical and photochemical properties, singlet oxygen formation quantum yields, photobleaching and log P were measured. Cellular uptake measurements and cytotoxicity assays on WiDr and A375 tumour cell lines were performed. 5,10,15,20-Tetrakis(2-bromo-5-hydroxyphenyl)porphyrin showed the best cytotoxicity with values of IC50 of 113 nM over WiDr cells and 52 nM over A375 cells.
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spelling Halogen atom effect on photophysical and photodynamic characteristics of derivatives of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrinHalogenated porphyrinsPhotodynamic therapyHeavy atom effectBrominated and iodinated derivatives of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin were synthesised directly from the corresponding aldehydes. Photophysical and photochemical properties, singlet oxygen formation quantum yields, photobleaching and log P were measured. Cellular uptake measurements and cytotoxicity assays on WiDr and A375 tumour cell lines were performed. 5,10,15,20-Tetrakis(2-bromo-5-hydroxyphenyl)porphyrin showed the best cytotoxicity with values of IC50 of 113 nM over WiDr cells and 52 nM over A375 cells.http://www.sciencedirect.com/science/article/B6TH0-4SCKRV7-2/1/f341bf72f1ad4338d46c1c71eadc64e32008info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleaplication/PDFhttp://hdl.handle.net/10316/5000http://hdl.handle.net/10316/5000https://doi.org/10.1016/j.jphotobiol.2008.04.006engJournal of Photochemistry and Photobiology B: Biology. 92:1 (2008) 59-65Serra, A. C.Pineiro, M.Gonsalves, A. M. d'A. RochaAbrantes, M.Laranjo, M.Santos, A. C.Botelho, M. F.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:RCAAP2020-11-06T16:49:11Zoai:estudogeral.uc.pt:10316/5000Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T21:01:35.429770Repositório 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 Halogen atom effect on photophysical and photodynamic characteristics of derivatives of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin
title Halogen atom effect on photophysical and photodynamic characteristics of derivatives of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin
spellingShingle Halogen atom effect on photophysical and photodynamic characteristics of derivatives of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin
Halogen atom effect on photophysical and photodynamic characteristics of derivatives of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin
Serra, A. C.
Halogenated porphyrins
Photodynamic therapy
Heavy atom effect
Serra, A. C.
Halogenated porphyrins
Photodynamic therapy
Heavy atom effect
title_short Halogen atom effect on photophysical and photodynamic characteristics of derivatives of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin
title_full Halogen atom effect on photophysical and photodynamic characteristics of derivatives of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin
title_fullStr Halogen atom effect on photophysical and photodynamic characteristics of derivatives of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin
Halogen atom effect on photophysical and photodynamic characteristics of derivatives of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin
title_full_unstemmed Halogen atom effect on photophysical and photodynamic characteristics of derivatives of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin
Halogen atom effect on photophysical and photodynamic characteristics of derivatives of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin
title_sort Halogen atom effect on photophysical and photodynamic characteristics of derivatives of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin
author Serra, A. C.
author_facet Serra, A. C.
Serra, A. C.
Pineiro, M.
Gonsalves, A. M. d'A. Rocha
Abrantes, M.
Laranjo, M.
Santos, A. C.
Botelho, M. F.
Pineiro, M.
Gonsalves, A. M. d'A. Rocha
Abrantes, M.
Laranjo, M.
Santos, A. C.
Botelho, M. F.
author_role author
author2 Pineiro, M.
Gonsalves, A. M. d'A. Rocha
Abrantes, M.
Laranjo, M.
Santos, A. C.
Botelho, M. F.
author2_role author
author
author
author
author
author
dc.contributor.author.fl_str_mv Serra, A. C.
Pineiro, M.
Gonsalves, A. M. d'A. Rocha
Abrantes, M.
Laranjo, M.
Santos, A. C.
Botelho, M. F.
dc.subject.por.fl_str_mv Halogenated porphyrins
Photodynamic therapy
Heavy atom effect
topic Halogenated porphyrins
Photodynamic therapy
Heavy atom effect
description Brominated and iodinated derivatives of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin were synthesised directly from the corresponding aldehydes. Photophysical and photochemical properties, singlet oxygen formation quantum yields, photobleaching and log P were measured. Cellular uptake measurements and cytotoxicity assays on WiDr and A375 tumour cell lines were performed. 5,10,15,20-Tetrakis(2-bromo-5-hydroxyphenyl)porphyrin showed the best cytotoxicity with values of IC50 of 113 nM over WiDr cells and 52 nM over A375 cells.
publishDate 2008
dc.date.none.fl_str_mv 2008
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dc.identifier.uri.fl_str_mv http://hdl.handle.net/10316/5000
http://hdl.handle.net/10316/5000
https://doi.org/10.1016/j.jphotobiol.2008.04.006
url http://hdl.handle.net/10316/5000
https://doi.org/10.1016/j.jphotobiol.2008.04.006
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Journal of Photochemistry and Photobiology B: Biology. 92:1 (2008) 59-65
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dc.identifier.doi.none.fl_str_mv 10.1016/j.jphotobiol.2008.04.006