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Molecules ; 24(1)2018 Dec 26.
Artigo em Inglês | MEDLINE | ID: mdl-30587817

RESUMO

The syntheses of a novel 1,4,8,11,15,18,22,25-octahexyloxy-2,3,9,10,16,17,23,24-octa-(4-trifluoromethoxyphenyl) phthalocyanine (3a) and its zinc(II) phthalocyanine derivative (3b) have been described and characterized by elemental analysis,¹H NMR, 13C NMR, 19F NMR, mass, UV-Vis and FT-IR. The newly prepared metal-free phthalocyanine and its zinc(II) counterpart are soluble in most organic solvents. The photophysical and photochemical properties such as aggregation, fluorescence, singlet oxygen generation and photodegradation under light irradiation of these phthalocyanines have been investigated in DMF. The hexadeca-substituted phthalocyanines (3a and 3b) showed longer absorption and emission wavelength values when compared to that of reported phthalocyanine derivatives due to substitution of the all possible positions in the phthalocyanine framework. The zinc(II) phthalocyanine derivative does not only have a good singlet oxygen generation but also has other photophysicochemical properties that enables this phthalocyanine to be useful as a photosensitizer for cancer treatment using photodynamic therapy.


Assuntos
Desenho de Fármacos , Indóis/química , Compostos Organometálicos/química , Processos Fotoquímicos , Técnicas de Química Sintética , Indóis/síntese química , Isoindóis , Metais/química , Compostos Organometálicos/síntese química , Fotoquimioterapia , Fotólise , Oxigênio Singlete/química , Espectrometria de Fluorescência , Espectroscopia de Infravermelho com Transformada de Fourier , Compostos de Zinco
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