Water-soluble quaternized mercaptopyridine-substituted zinc-phthalocyanines: Synthesis, photophysical, photochemical and bovine serum albumin binding properties |
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Authors: | Mahmut Durmu Hanifi Yaman Cem Gl Vefa Ahsen Tebello Nyokong |
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Affiliation: | a Gebze Institute of Technology, Department of Chemistry, PO Box 141, Gebze, 41400 Kocaeli, Turkey;b TUBITAK-Marmara Research Center, Materials Institute, PO Box 21, Gebze, 41470 Kocaeli, Turkey;c Department of Chemistry, Rhodes University, Grahamstown 6140, South Africa |
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Abstract: | The synthesis and characterization of the new zinc phthalocyanine derivatives, tetra- (non-peripheral, 5) and octa-(peripheral, 6) substituted with 2-mercaptopyridine and their respective quaternized derivatives (8 and 9) are reported. Photochemical and photophysical properties of the new complexes are compared with those of the previously reported peripherally tetra-substituted complexes 7 and 10. The quaternized compounds exhibit excellent solubility in water, making them potential photosensitizers for use in photodynamic therapy (PDT) of cancer. Spectroscopic, aggregation, photophysical and photochemical properties of these complexes are also investigated and compared. Photophysical (fluorescence quantum yields and lifetimes) and photochemical (singlet oxygen and photodegradation quantum yield) properties of these phthalocyanine photosensitizers are very important for the assessment of these complexes as PDT agents. In this study, the effects of the position of the substituents and quaternization of the substituents on the photophysical and photochemical parameters of the zinc phthalocyanines are also reported. This study also showed that the water-soluble quaternized zinc phthalocyanines strongly bind to blood plasma proteins such as bovine serum albumin (BSA). |
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Keywords: | Phthalocyanine Quaternization Water soluble Photosensitizer Bovine serum albumin Photodynamic therapy |
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