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Perfluorinated porphyrazines
摘要： Nucleophilic substitution of fluorine atoms in the phenyl rings by alkoxy groups was performed in perfluorosubstituted zinc(II) octaphenylporphyrazine [ZnPAF40]. Up to 12 fluorine atoms are substituted in the reaction with sodium butoxide in boiling butanol leading to the formation of [ZnPAF40–n(OBu)n] (n = 6—12). Up to eight monosaccharide groups are introduced in the reaction with 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (Gal′) in toluene in the presence of sodium hydride leading to the formation of [ZnPaF(40–n)(Gal′)n] (n = 6—8). It was possible to obtain a water-soluble glycoconjugated zinc(II) porphyrazine [ZnPaF(40–n)(Gal)n] after removal of the isopropylidene protecting groups by treatment with trifluoroacetic acid. Substitution products are characterized by electron absorption spectroscopy, NMR spectroscopy, and mass spectrometry. Substituting the fluorine atoms with monosaccharide residues leads to an increase in the fluorescence quantum yield from ФF = 0.19 for [ZnPAF40] to 0.29 for [ZnPA(Gal′)nF40–n] (n = 6—8).
关键词： galactose,perfluorinated porphyrazines,water soluble porphyrazines,nucleophilic aromatic substitution
更新于2025-11-19 16:46:39
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Novel Cyanoarylporphyrazines with Triazole Groups at the Macrocycle Periphery as Potential Sensibilizers of Photodynamic Therapy and Optical Probes of Intracellular Viscosity
摘要： Novel fluorescent dyes of the cyanoarylporphyrazine series containing peripheral triazole groups have been synthesized. Their photophysical properties and the local viscosity effect on the fluorescence have been studied. The experiments with cell cultures have revealed rapid accumulation of the dyes in the cells cytoplasm. Photo- and dark cytotoxicity of the compounds have been evaluated by means of the MTT test.
关键词： porphyrazines,template synthesis,optical probes of intracellular viscosity,ytterbium complexes,photosensibilizers
更新于2025-09-23 15:22:29