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Water-soluble phthalocyanines mediated photodynamic effect on mesothelioma cells

Nil Saydan

Gebze Institute of Technology, Faculty of Sciences, Department of Biology, PO Box 141, Gebze, 41400, Turkey

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Mahmut Durmuş

Gebze Institute of Technology, Faculty of Sciences, Department of Chemistry, PO Box 141, Gebze, 41400, Turkey

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Meltem G. Dizge

Gebze Institute of Technology, Faculty of Sciences, Department of Chemistry, PO Box 141, Gebze, 41400, Turkey

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Hanifi Yaman

Gebze Institute of Technology, Faculty of Sciences, Department of Chemistry, PO Box 141, Gebze, 41400, Turkey

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Ayşe G. Gürek

Gebze Institute of Technology, Faculty of Sciences, Department of Chemistry, PO Box 141, Gebze, 41400, Turkey

SPP full member in good standing.

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Edith Antunes

Department of Chemistry, Rhodes University, Grahamstown, 6140, South Africa

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Tebello Nyokong

Department of Chemistry, Rhodes University, Grahamstown, 6140, South Africa

SPP full member in good standing.

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, and

Vefa Ahsen

Gebze Institute of Technology, Faculty of Sciences, Department of Chemistry, PO Box 141, Gebze, 41400, Turkey

TUBITAK-Marmara Research Center, Materials Institute, PO Box 21, Gebze, 41470, Turkey

Corresponding author, tel: +90 262-6053106, fax: +90 262-6538490.

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https://doi.org/10.1142/S1088424609000863Cited by:30 (Source: Crossref)

Abstract

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.

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