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(Referência obtida automaticamente do Web of Science, por meio da informação sobre o financiamento pela FAPESP e o número do processo correspondente, incluída na publicação pelos autores.)

Photochemical and Photophysical Properties of Phthalocyanines Modified with Optically Active Alcohols

Texto completo
Autor(es):
Ramos, Aline A. [1] ; Nascimento, Francisco B. [1] ; de Souza, Thaiza F. M. [1] ; Omori, Alvaro T. [1] ; Manieri, Tania M. [1] ; Cerchiaro, Giselle [1] ; Ribeiro, Anderson O. [1]
Número total de Autores: 7
Afiliação do(s) autor(es):
[1] Univ Fed ABC UFABC, CCNH, BR-09210190 Santo Andre, SP - Brazil
Número total de Afiliações: 1
Tipo de documento: Artigo Científico
Fonte: Molecules; v. 20, n. 8, p. 13575-13590, AUG 2015.
Citações Web of Science: 9
Resumo

Three phthalocyanine derivatives were synthesized and characterized: one modified with a racemic mixture of 1-(4-bromophenyl)ethanol and two other macrocycles modified with each one of the enantioenriched isomers (R)-1-(4-bromophenyl)ethanol and (S)-1-(4-bromophenyl)ethanol. The compounds were characterized by H-1-NMR spectroscopy, mass spectrometry, UV-Vis absorption, and excitation and emission spectra. Additionally, partition coefficient values and the quantum yield of the generation of oxygen reactive species were determined. Interestingly, the phthalocyanine containing a (R)-1-(4-bromophenyl)ethoxy moiety showed higher quantum yield of reactive oxygen species generation than other compounds under the same conditions. In addition, the obtained fluorescence microscopy and cell viability results have shown that these phthalocyanines have different interactions with mammary MCF-7 cells. Therefore, our results indicate that the photochemical and biological properties of phthalocyanines with chiral ligands should be evaluated separately for each enantiomeric species. (AU)

Processo FAPESP: 11/22561-9 - Ftalocianinas para aplicação como fotossensibilizadores em terapia fotodinâmica
Beneficiário:Anderson Orzari Ribeiro
Linha de fomento: Auxílio à Pesquisa - Regular