Fluorescent Probes aimed at absorbing in the blue/green region of the spectrum and emitting in the green/red have been synthesized (as the form of dyads-pentads), studied by spectrofluorimetry, and used for cellular imaging. The synthesis of phthalocyanine-pyrene 1 was achieved by cyclotetramerization of pyrenyldicyanobenzene, whereas phthalocyanine-BODIPY 2c was synthesized by Sonogashira coupling between tetraiodophthalocyanine and meso-alkynylBODIPY. The standard four-steps BODIPY synthesis was applied to the BODIPY-pyrene dyad 3 starting from pyrenecarbaldehyde and dimethylpyrrole. ¹H, ¹³C, ¹⁹F, ¹¹BNMR, ICP, MS, and UV/Vis spectroscopic analyses demonstrated that 2c is a mixture of BODIPY-Pc conjugates corresponding to an average ratio of 2.5 BODIPY per Pc unit, where its bis, tris, tetrakis components could not be separated. Fluorescence emission studies (μM concentration in THF) showed that the design of the probes allowed excitation of their antenna (pyrene, BODIPY) in the blue/green region of the spectrum, and subsequent transfer to the acceptor platform (BODIPY, phthalocyanine) followed by its emission in the green/red (with up to 140–350 nm overall Stokes shifts). The fluorescent probes were used for cellular imaging of B16F10 melanoma cells upon solubilization in 1% DMSO containing RPMI or upon encapsulation in liposomes (injection method). Probes were used at 1–10 μM concentrations, cells were fixed with methanol and imaged by biphoton and/or confocal microscopy, showing that probes could achieve the staining of cells membranes and not the nucleus.

已经合成了旨在吸收光谱的蓝色/绿色区域并发射绿色/红色区域的荧光探针（以二重体-五重体的形式），并通过分光荧光法进行了研究，并用于细胞成像。酞菁的芘的合成1用pyrenyldicyanobenzene的cyclotetramerization实现，而酞菁类BODIPY 2c中通过的Sonogashira tetraiodophthalocyanine和内消旋- alkynylBODIPY之间偶联合成。从pyr甲醛和二甲基吡咯开始，将标准的四步BODIPY合成应用于BODIPY- py dyad 3。¹ H，¹³ C，¹⁹ F，¹¹BNMR，ICP，MS和UV / Vis光谱分析表明2c是BODIPY-Pc共轭物的混合物，对应于每个Pc单元平均BODIPY为2.5 BODIPY的比例，其中其bis，tris，tetrakis组分无法分离。荧光发射研究（THF中的μM浓度）表明，探针的设计允许在光谱的蓝/绿区域中激发其天线（py，BODIPY），随后转移至受体平台（BODIPY，酞菁）其发射光为绿色/红色（总斯托克斯位移高达140-350 nm）。荧光探针用于溶解在含RPMI的1％DMSO中或封装在脂质体中（注射方法）后，对B16F10黑色素瘤细胞进行细胞成像。使用浓度为1–10μM的探针，将细胞用甲醇固定，并通过双光子和/或共聚焦显微镜成像，