Water-soluble quaternized mercaptopyridine-substituted zinc-phthalocyanines
- Durmuş, Mahmut, Yaman, Hanif, Göl, Cem, Ahsen, Vefa, Nyokong, Tebello
- Authors: Durmuş, Mahmut , Yaman, Hanif , Göl, Cem , Ahsen, Vefa , Nyokong, Tebello
- Date: 2011
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/247133 , vital:51549 , xlink:href="https://doi.org/10.1016/j.dyepig.2011.02.007"
- Description: 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).
- Full Text:
- Date Issued: 2011
- Authors: Durmuş, Mahmut , Yaman, Hanif , Göl, Cem , Ahsen, Vefa , Nyokong, Tebello
- Date: 2011
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/247133 , vital:51549 , xlink:href="https://doi.org/10.1016/j.dyepig.2011.02.007"
- Description: 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).
- Full Text:
- Date Issued: 2011
Water-soluble phthalocyanines mediated photodynamic effect on mesothelioma cells
- Saydan, Nil, Durmus, Mahmut, Dizge, Meltem G, Yaman, Hanif, Gürek, Ayşe G, Antunes, Edith M, Nyokong, Tebello, Ahsen, Vefa
- Authors: Saydan, Nil , Durmus, Mahmut , Dizge, Meltem G , Yaman, Hanif , Gürek, Ayşe G , Antunes, Edith M , Nyokong, Tebello , Ahsen, Vefa
- Date: 2009
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/263480 , vital:53631 , xlink:href="https://doi.org/10.1142/S1088424609000863"
- Description: The new peripherally 2-mercaptopyridine tetrasubstituted zinc phthalocyanine (2) and its quaternized derivative (3) have been synthesized and characterized by elemental analysis, IR, 1H NMR spectroscopy, electronic spectroscopy and mass spectra. The quaternized compound (3) shows excellent solubility in water, which makes it a potential photosensitizer for use in photodynamic therapy (PDT) of cancer. Fluorescence and singlet oxygen quantum yield measurements were conducted on 2-mercaptopyridine appended zinc phthalocyanines in dimethylsulphoxide (DMSO) for both the non-ionic (2) and quaternized (3) derivatives, and in aqueous media for the water-soluble complex 3. General trends are described for fluorescence and singlet oxygen quantum yields of these compounds. In this study, the cells were incubated with a novel water-soluble zinc phthalocyanine derivative (3) and thereafter the cells were illuminated using broad-band incoherent light source of various energy levels. Cytotoxicity of PDT on two pleural malign mesothelioma cell lines was determined by colorimetric proliferation assay. In addition, after PDT treatment, determination of activity matrix metalloproteinases (MMPs) were evaluated using gelatine zymography.
- Full Text:
- Date Issued: 2009
- Authors: Saydan, Nil , Durmus, Mahmut , Dizge, Meltem G , Yaman, Hanif , Gürek, Ayşe G , Antunes, Edith M , Nyokong, Tebello , Ahsen, Vefa
- Date: 2009
- Subjects: To be catalogued
- Language: English
- Type: text , article
- Identifier: http://hdl.handle.net/10962/263480 , vital:53631 , xlink:href="https://doi.org/10.1142/S1088424609000863"
- Description: The new peripherally 2-mercaptopyridine tetrasubstituted zinc phthalocyanine (2) and its quaternized derivative (3) have been synthesized and characterized by elemental analysis, IR, 1H NMR spectroscopy, electronic spectroscopy and mass spectra. The quaternized compound (3) shows excellent solubility in water, which makes it a potential photosensitizer for use in photodynamic therapy (PDT) of cancer. Fluorescence and singlet oxygen quantum yield measurements were conducted on 2-mercaptopyridine appended zinc phthalocyanines in dimethylsulphoxide (DMSO) for both the non-ionic (2) and quaternized (3) derivatives, and in aqueous media for the water-soluble complex 3. General trends are described for fluorescence and singlet oxygen quantum yields of these compounds. In this study, the cells were incubated with a novel water-soluble zinc phthalocyanine derivative (3) and thereafter the cells were illuminated using broad-band incoherent light source of various energy levels. Cytotoxicity of PDT on two pleural malign mesothelioma cell lines was determined by colorimetric proliferation assay. In addition, after PDT treatment, determination of activity matrix metalloproteinases (MMPs) were evaluated using gelatine zymography.
- Full Text:
- Date Issued: 2009
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