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Syntheses and properties of trimethylaminophenoxy-substituted Zn((II))-phthalocyanines.

ABSTRACT: The syntheses, photophysical properties and in vitro biological behavior of a series of nine Zn((II))-phthalocyanines (ZnPcs) bearing one to eight positively-charged trimethylaminophenoxy groups are reported. All ZnPcs are highly soluble in polar organic solvents, and show fluorescence and singlet oxygen quantum yields in the ranges 0.11-0.21 and 0.16-0.47, respectively. The cytotoxicity of the ZnPcs depends on both the number of charges and their site of substitution (? vs. ?) on the Pc isoindole units; the most promising for PDT application are the ?-substituted di-cationic ZnPcs 6a and 17a.

SUBMITTER: Ongarora BG 

PROVIDER: S-EPMC3269949 | biostudies-literature | 2012

REPOSITORIES: biostudies-literature

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Syntheses and properties of trimethylaminophenoxy-substituted Zn((II))-phthalocyanines.

Ongarora Benson G BG   Hu Xiaoke X   Li Hairong H   Fronczek Frank R FR   Vicente M Graça H MG  

MedChemComm 20120101 2

The syntheses, photophysical properties and in vitro biological behavior of a series of nine Zn((II))-phthalocyanines (ZnPcs) bearing one to eight positively-charged trimethylaminophenoxy groups are reported. All ZnPcs are highly soluble in polar organic solvents, and show fluorescence and singlet oxygen quantum yields in the ranges 0.11-0.21 and 0.16-0.47, respectively. The cytotoxicity of the ZnPcs depends on both the number of charges and their site of substitution (α vs. β) on the Pc isoindo  ...[more]

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