Nowadays, the study of well-known sensitizers for photodynamic therapy and search for new ones are intensively conducted. In the present work supramolecular organization of crown-ether and phosphoryl-containing phthalocyanines ({Mgcr8Pc, I, and М[R4Pc] (M = Zn2+, R = -OPhP(O)(OH)(OC5H11), II; M = 2H+, R = -OPhP(O)(OH)(OC5H11), III; M = 2H+, -OPhP(O)(OH)2), IIIa}, respectively) was studied in microheterogeneous media. The role of a metal ion of a macrocycle in monomerization of phosphoryl-containing Pc in the presence of water-soluble poly(N-vinylpyrrolidone) was revealed. Some photobiological properties of compound I as possible photosensitizer with respect to human adenocarcinoma cells, HeLa, were analyzed. So, the light and dark cytotoxicity of I (IC50 dose) was 1.83 μМ and higher than 25 μМ, respectively. The reactive oxygen species (ROS) formation studied with use of fluorescent ROS detector DCFH2 revealed the plateau on the curves of fluorescence intensity vs time after 30 min of irradiation and ROS are almost not produced after the end of irradiation. In HeLa cells, accumulation of compounds I and II as well as fluorescent DCF presence were shown by confocal microscopic images. At concentration of 5 μM, compound I easily penetrates into the cell localizing primarily in the perinuclear region, whereas compound II mainly remains in the periphery of the cells in the fluorescent-active state. The results obtained allow us to continue the study of these interesting compounds.

中文翻译：

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聚（N-乙烯基吡咯烷酮）溶液中含冠和磷酰基的金属酞菁：超分子组织，细胞内积累，光诱导产生的活性氧和细胞毒性。

如今，对用于光动力疗法的知名敏化剂的研究和寻找新的敏化剂的工作正在深入进行。在目前的工作中，冠状醚和含磷酰基的酞菁的超分子组织（{Mgcr8Pc，I，和М[R4Pc]（M = Zn2 +，R = -OPhP（O）（OH）（OC5H11），II; M = 2H + ，R = -OPhP（O）（OH）（OC5H11），III; M = 2H +，-OPhP（O）（OH）2），IIIa}）在微非均相介质中进行了研究。揭示了在水溶性聚（N-乙烯基吡咯烷酮）存在下大环金属离子在含磷酰基的Pc单体化中的作用。分析了化合物I可能对人腺癌细胞HeLa的某些光生物学特性。因此，I（IC50剂量）的明和暗细胞毒性分别为1.83μM和高于25μM。使用荧光ROS检测器DCFH2研究的活性氧（ROS）的形成揭示了辐照30分钟后荧光强度随时间变化的平稳曲线，辐照结束后几乎没有产生ROS。在HeLa细胞中，化合物I和II的积累以及荧光DCF的存在通过共聚焦显微镜图像显示。在浓度为5μM时，化合物I容易渗透到细胞中，主要位于核周区域，而化合物II主要以荧光活性状态保留在细胞周围。获得的结果使我们能够继续研究这些有趣的化合物。