A series of new Schiff bases containing the phenyl-ethynyl-phenyl system was synthesized and their thermal stability, photophysical and electrochemical properties were investigated. Moreover, DFT calculations were performed to obtain the optimized ground-state geometry and distribution of the HOMO and LUMO levels as well as IR spectra of the prepared compounds. It was found that, the photoluminescence of synthesized imines was negligible in all investigated organic solvents except for the PBS/ACN mixture. As was proved in further studies, this phenomenon was related to the partial hydrolysis of imines, which is the source of the fluorogenic aldehyde causing the aggreggacion incrased-emision effect. In further research, due to the susceptibility of the azomethines to partial hydrolysis, the biological activity of 2-{(E)-[4-(phenylethynyl) phenyl]imino}phenol (1b), substrate (2-aminophenol) and Cu(II)-1b complex was analyzed. The biological tests showed, that 1b (as example of imine resveratrol analogue), demonstrated its increased cytostatic activity in prostate cancer cellular system. It was proved that the non-hydrolyzed imine was crucial for the cytotoxic effect. This activity could be ascribed to its Cu(II) complexing capability as showed in our previous research.

合成了一系列含有苯基-乙炔基-苯基体系的新型席夫碱，并研究了它们的热稳定性，光物理和电化学性质。此外，进行DFT计算以获得优化的基态几何形状，HOMO和LUMO含量的分布以及所制备化合物的IR光谱。发现，除了PBS / ACN混合物以外，在所有研究的有机溶剂中，合成的亚胺的光致发光可以忽略不计。正如进一步的研究所证明的，这种现象与亚胺的部分水解有关，亚胺是导致醛类聚结增加了射出效应的荧光醛的来源。在进一步的研究中，由于偶氮甲碱对部分水解的敏感性，因此2-{（E）-[4-（苯基乙炔基）苯基]亚氨基}苯酚（1b），底物（2-氨基苯酚）和Cu（II）-1b配合物进行了分析。生物学测试表明，1b（以亚胺白藜芦醇类似物为例）证明其在前列腺癌细胞系统中具有更高的细胞抑制活性。事实证明，未水解的亚胺对于细胞毒性作用至关重要。如我们先前的研究所示，该活性可能归因于其Cu（II）络合能力。