New peripherally and non-peripherally tetra-substituted water soluble zinc phthalocyanines: Synthesis, photophysics and photochemistry

被引:23
作者
Cakir, Volkan [1 ]
Cakir, Dilek [1 ]
Piskin, Mehmet [2 ]
Durmus, Mahmut [3 ]
Biyiklioglu, Zekeriya [1 ]
机构
[1] Karadeniz Tech Univ, Dept Chem, Fac Sci, TR-61080 Trabzon, Turkey
[2] Canakkale Onsekiz Mart Univ, Canakkale Vocat Sch Tech Sci, Dept Food Technol, TR-17100 Canakkale, Turkey
[3] Gebze Tech Univ, Dept Chem, TR-41400 Kocaeli, Turkey
关键词
Zinc; Phthalocyanine; Water soluble; Photodynamic therapy; BSA binding; DNA interaction; HUMAN SERUM-ALBUMIN; METAL-FREE; PHOTODYNAMIC THERAPY; METALLOPHTHALOCYANINES; BINDING; SERIES; NAPHTHALOCYANINES; DERIVATIVES; SEPARATION; CANCER;
D O I
10.1016/j.jorganchem.2015.02.021
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The synthesis and photochemical properties of peripherally and non-peripherally 1,3-bis[3-(dimethy-lamino)phenoxy]prop-2-oxy tetra-substituted zinc phthalocyanines (2a and 3a) and their quaternized derivatives (2b and 3b) were reported in this study. Photochemical properties of quaternized ionic zinc (II) phthalocyanines (2b and 3b) were investigated in both dimethyl sulfoxide (DMSO) and aqueous solutions, while non ionic derivatives were only studied in DMSO. The quaternized compounds exhibit excellent solubility in water, making them potential photosensitizers for use in photodynamic therapy (PDT) of cancer. This study also showed that the water-soluble quaternized Zn(II) phthalocyanines strongly bind to blood plasma proteins such as bovine serum albumin (BSA). On the other hand, the interactions of the novel water soluble phthalocyaines with DNA were also examined. (C) 2015 Elsevier B.V. All rights reserved.
引用
收藏
页码:120 / 129
页数:10
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