Photochemical and Photophysical Properties of Phthalocyanines Modified with Optically Active AlcoholsReportar como inadecuado




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Centro de Ciências Naturais e Humanas—CCNH, Universidade Federal do ABC—UFABC, Avenida dos Estados, 5005, Bairro Bangu, Santo André—SP 09210-190, Brasil





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Academic Editor: Giuseppe Mele

Abstract Three phthalocyanine derivatives were synthesized and characterized: one modified with a racemic mixture of 1-4-bromophenylethanol and two other macrocycles modified with each one of the enantioenriched isomers R-1-4-bromophenylethanol and S-1-4-bromophenylethanol. The compounds were characterized by 1H-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-bromophenylethoxy 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. View Full-Text

Keywords: chiral phthalocyanines; enzymatic resolution; photodynamic therapy; photosensitizer; dyes chiral phthalocyanines; enzymatic resolution; photodynamic therapy; photosensitizer; dyes





Autor: Aline A. Ramos, Francisco B. Nascimento, Thaiza F. M. de Souza, Alvaro T. Omori, Tânia M. Manieri, Giselle Cerchiaro and Anderson O. Ribeiro *

Fuente: http://mdpi.com/



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