New water soluble cationic zinc phthalocyanines as potential for photodynamic therapy of cancer

被引：36

作者：

Cakir, Dilek ^{[1
]}

Cakir, Volkan ^{[1
]}

Biyiklioglu, Zekeriya ^{[1
]}

Durmus, Mahmut ^{[2
]}

Kantekin, Halit ^{[1
]}

机构：

[1] Karadeniz Tech Univ, Dept Chem, Fac Sci, TR-61080 Trabzon, Turkey

[2] Gebze Inst Technol, Dept Chem, TR-41400 Gebze, Kocaeli, Turkey

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2013年 / 745卷

关键词：

Phthalocyanine; Water soluble; Zinc; Singlet oxygen; Photodynamic therapy; Photosensitizer; METAL-FREE; PHOTOCHEMICAL PROPERTIES; AGGREGATION; SUBSTITUENTS; COMPLEXES;

D O I：

10.1016/j.jorganchem.2013.08.025

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The novel phthalonitrile derivatives (2 and 3) bearing 2-[3-(dimethylamino)phenoxy]ethanol sub-stituents on the 3 and 4 positions have been synthesized. The novel peripherally and non-peripherally tetra-{2-[3-(dimethylamino)phenoxy]} substituted zinc phthalocyanines (2a and 3a) were also synthesized by cyclotetramerization of phthalonitrile derivatives (2 and 3). The obtained new zinc phthalocyanines (2a and 3a) were converted into water-soluble quaternized products (2b and 3b). The new compounds have been characterized by combination of spectroscopic data including UV-Vis, IR, H-1 NMR, C-13 NMR, MS spectroscopic data and elemental analysis as well. The photophysical and photochemical properties of newly synthesized zinc phthalocyanines were investigated in DMSO for non-ionic and in both DMSO and phosphate buffer solution (PBS) for ionic compounds. The obtained ionic complexes (2b, 3b) show excellent solubility in both organic and aqueous solutions which is very useful for the treatment of cancer by photodynamic therapy (PDT). (C) 2013 Elsevier B. V. All rights reserved.

引用

页码：423 / 431

页数：9

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