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Synthesis and photodynamic potential of tetra- and octa-triethyleneoxysulfonyl substituted zinc phthalocyanines

Paper ID Volume ID Publish Year Pages File Format Full-Text
28363 44071 2007 10 PDF Available
Title
Synthesis and photodynamic potential of tetra- and octa-triethyleneoxysulfonyl substituted zinc phthalocyanines
Abstract

Synthesis of the water soluble zinc phthalocyanines (3, 4) obtained from the phthalonitriles substituted with oligo(ethyleneoxy)thia groups are described. The new compounds have been characterized by elemental analysis, IR, 1H and 13C NMR spectroscopy, including HSQC, HMBC and COSY bidimensional correlation techniques, electronic spectroscopy and mass spectra. The aggregation behaviour of the phthalocyanine compounds (3, 4) was investigated using UV–vis spectroscopy in dimethylsulphoxide. Photochemical and photophysical measurements were conducted on oligo(ethyleneoxy)thia appended zinc phthalocyanines. General trends are described for quantum yields of photodegredation, fluorescence yields, triplet lifetimes and triplet quantum yields as well as singlet oxygen quantum yields of these compounds. The phototoxicity against cancer cells of the new compounds was investigated during several in vitro experiments. The dye-sensitized photooxidation of 1,3-diphenylisobenzofurane via 1O2 was studied in dimethylsulphoxide.

Keywords
Phthalocyanine; Quantum yields; Singlet oxygen; Photodynamic therapy; Phototoxicity
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Synthesis and photodynamic potential of tetra- and octa-triethyleneoxysulfonyl substituted zinc phthalocyanines
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 186, Issues 2–3, 25 February 2007, Pages 298–307
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
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