Karadeniz Technical University, Faculty of Pharmacy, Department of Biochemistry, Trabzon, Turkey.
Karadeniz Technical University, Faculty of Science, Department of Chemistry, Trabzon, Turkey.
Int J Biol Macromol. 2017 Dec;105(Pt 1):499-508. doi: 10.1016/j.ijbiomac.2017.07.072. Epub 2017 Jul 15.
In this study, novel peripherally tetra 3-morpholinophenol substituted zinc(II) phthalocyanine (4) and its water soluble form quaternized zinc(II) phthalocyanine (ZnQ) were synthesized for the first time. These novel compounds were characterized by a combination of different spectroscopic techniques such as FT-IR, H NMR, C NMR, UV-vis and mass. The DNA binding of ZnQ was investigated using UV-vis absorption titration, competitive ethidium bromide, thermal denaturation and viscosity experiments that the ZnQ bound to CT-DNA via intercalation mode. ZnQ indicated photocleavage activity on supercoiled pBR322 plasmid DNA via formation of singlet oxygen under irradiation at 700nm. Besides, the topoisomerase I inhibitory effect experiments showed that ZnQ inhibited topoisomerase I enzyme in a concentration-dependent manner. The bovine serum albumin (BSA) binding experiments indicated that ZnQ bound to proteins through a static quenching mechanism. All of these results claim that ZnQ has potential agent for photodynamic therapy owing to its nucleic acid interactions and photobiological or photochemical properties.
在这项研究中，首次合成了新型的外周四 3-吗啉代苯酚取代的锌（II）酞菁（4）及其水溶性形式季铵化锌（II）酞菁（ZnQ）。这些新型化合物通过不同的光谱技术如傅里叶变换红外光谱（FT-IR）、氢核磁共振（1H NMR）、碳核磁共振（13C NMR）、紫外可见光谱（UV-vis）和质谱（MS）进行了表征。通过紫外可见吸收滴定、竞争性溴化乙锭、热变性和粘度实验研究了 ZnQ 与 CT-DNA 的结合，结果表明 ZnQ 通过嵌入模式与 CT-DNA 结合。ZnQ 在 700nm 照射下通过形成单线态氧对超螺旋 pBR322 质粒 DNA 表现出光裂解活性。此外，拓扑异构酶 I 抑制实验表明，ZnQ 以浓度依赖的方式抑制拓扑异构酶 I 酶。牛血清白蛋白（BSA）结合实验表明，ZnQ 通过静态猝灭机制与蛋白质结合。所有这些结果都表明，由于其核酸相互作用和光生物学或光化学性质，ZnQ 具有成为光动力治疗潜在药物的潜力。
