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Tetra-2-[2-(dimethylamino)ethoxy]ethoxy substituted zinc phthalocyanines and their quaternized analoques: Synthesis, characterization, photophysical and photochemical properties

Paper ID Volume ID Publish Year Pages File Format Full-Text
27367 44018 2011 10 PDF Available
Title
Tetra-2-[2-(dimethylamino)ethoxy]ethoxy substituted zinc phthalocyanines and their quaternized analoques: Synthesis, characterization, photophysical and photochemical properties
Abstract

The new peripherally and non-peripherally tetra-2-[2-(dimethylamino)ethoxy]ethoxy substituted zinc (II) phthalocyanine complexes (2 and 4) and their quaternized amphiphilic derivatives (2a and 4a) have been synthesized and characterized for the first time. The quaternized complexes show excellent solubility in both organic and aqueous solutions, which makes them potential photosensitizer for use in photodynamic therapy (PDT) of cancer. Photophysical (fluorescence quantum yields and lifetimes) and photochemical (singlet oxygen generation and photodegradation under light irradiation) properties of these novel phthalocyanines are investigated in dimethylsulfoxide (DMSO) for non-quaternized complexes and in DMSO, phosphate buffered solution (PBS) or PBS + triton X-100 (TX) for quaternized complexes. In this study, the effects of the aggregation of the molecules, quaternization and position (peripherally or non-peripherally) of the substituents and nature of the solvents (DMSO, PBS or PBS + triton X-100) on the photophysical and photochemical parameters of the zinc (II) phthalocyanines are also reported. A spectroscopic investigation of the binding of the quaternized cationic zinc (II) phthalocyanine complexes to bovine serum albumin (BSA) is also presented in this work.

Graphical abstractThe synthesis and characterization of novel peripherally and non-peripherally tetra-2-[2-(dimethylamino)ethoxy] ethoxy substituted zinc (II) phthalocyanine complexes and their quaternized amphiphilic derivatives have been described. The photophysical and photochemical properties of these complexes have been investigated in DMSO, PBS and PBS + triton X-100 solution.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Synthesis and characterization of amphiphilic zinc phthalocyanine photosensitizers. ► Investigation of photophysical and photochemical properties in DMSO and aqueous solution. ► Bovine serum albumin binding properties. ► Photodynamic therapy studies.

Keywords
Phthalocyanine; Water soluble; Zinc; Singlet oxygen; Photodynamic therapy; Photosensitizer
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Tetra-2-[2-(dimethylamino)ethoxy]ethoxy substituted zinc phthalocyanines and their quaternized analoques: Synthesis, characterization, photophysical and photochemical properties
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 222, Issue 1, 5 July 2011, Pages 87–96
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
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Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
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