Abstract
In this work, phthalonitrile (3) and zinc(II) phthalocyanine (4) were prepared. To determine the photodynamic therapy potential of compound 4, singlet oxygen quantum yield, DNA binding and cleavage, and topoisomerase I inhibition experiments were performed. The singlet oxygen quantum yield value of compound 4 was found higher than that of the standard unsubstituted zinc(II) phthalocyanine compound (Std-ZnPc). The binding experiments showed that compound 4 interacted with ct-DNA strongly via nonintercalation mode. pBR322 plasmid DNA cleavage activity of the compound was investigated using agarose gel electrophoresis. The results showed that the compound 4 had important DNA cleavage activity. The E. coli DNA topoisomerase I inhibition effects of compound 4 were investigated using agarose gel electrophoresis. Compound 4 had an E. coli topoisomerase I inhibitory effect at increasing concentrations. The results showed that compound 4 has photosensitizer potential in photodynamic therapy.
Highlights
Cancer is a common fatal disease caused by uncontrolled cell division [1,2]
Tetra-substituted zinc(II) phthalocyanine complex 4 was prepared with the cyclotetramerization reaction of compound 3 in n-pentanol
The singlet oxygen quantum yield ( Φ∆) value of compound 4 was determined in DMSO by using 1,3-diphenylisobenzofuran (DPBF) as a singlet oxygen quencher
Summary
Cancer is a common fatal disease caused by uncontrolled cell division [1,2] The prevention of this division is the most important stage for cancer treatment. PDT has advantages such as being noninvasive, having low side effects and high selectivity to tissues, and possessing the ability to be combined with other treatments. Photodynamic therapy (PDT) is a new cancer treatment method It takes place with the irradiation of the photosensitizer compound by light in the presence of oxygen. It was planned to synthesize peripherally tetra 4-(1-phenoxypropan-2-yloxy)-substituted novel zinc(II) phthalocyanine and investigate its photosensitizer potential in photodynamic therapy To determine this potential, singlet oxygen quantum yield experiments, DNA binding studies (to investigate the interaction with DNA), DNA cleavage studies (to investigate the photonuclease activity), and topoisomerase I inhibition properties of the novel zinc(II) phthalocyanine were determined. Experimental All information about the used equipment, materials, synthesis, singlet oxygen, DNA binding, DNA photocleavage, E. coli topoisomerase formulas, and parameters is given in the Supplementary information
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