Synthesis And Fluorescent Properties Of Several Anthraquinone Derivatives

The recognition and sensing of biologically and environmentally important species has emerged as a significant goal in the field of chemical sensors in recent years.Among the various analytical methods,fluorogenic methods in conjunction with suitable probes are perferable approaches for the measurement of these analytes.Anthraquinone derivatives are macrocyclic conjugated systems with a planar structure,which have the characteristics of moderate fluorescence emission wavelength,good light stability,and high luminous efficiency.Amino and hydroxy-substituted anthraquinone derivatives are also widely used in analytical chemistry as chromophores because they can coordinate metal ions.Carbohydrate compounds have the characteristics of hydroxyl,oxygen atoms,and chirality because of their own structure.At the same time,due to the low toxicity of sugar molecules,high biocompatibility,and good solubility in water,the research on sugar-based chemical fluorescence sensors gradually become a hot spot.Because of its good water solubility and excellent biocompatibility,glycosyl chemical probes will also have potential applications in cell labeling and bioimaging.Through research literature,a series of compounds were designed and synthesized,and their properties were studied by UV and fluorescence spectroscopy.This paper mainly introduces the following three chapters.In the first chapter,several related issues of fluorescence were introduced,including the structure of fluorescence,species of fluorophores and recognition groups,the detection mechanism and the research progress of Fe³⁺ fluorescence probes and Ag⁺ fluorescence probes in recent years.In the second chapter,a series of Fe³⁺ fluorescent probes L were synthesized by the click reaction of 1 and 5.After the addition of the Fe³⁺ to the probe solution,the probes could form a 1:2 complex with Fe³⁺.The fluorescence intensity of the probe molecules gradually increased with the increase of Fe³⁺.The results show that the probe can form complexes with Fe³⁺ within 5 minutes after adding Fe³⁺.The complexation constants of L-1,L-2 and L-3 were 3.56×106 M-,3.08×107 M-and 6.77×107 M-,respectively.The detection limits of L-1,L-2 and L-3 were 1.51 μM,0.362 μM,and 3.19 μM,respectively.At the same time,dozens of common metal ions did not significantly affect the detection of Fe³⁺.In addition,through confocal imaging experiments,it was proved that the probe can detect Fe³⁺ in Hep G2 cells and CHO cells.In the third chapter,in order to verify the complexation mechanism between the probe L and Fe³⁺,we synthesized the probe K.After ion selective experiments,it was found that the probe K did not have selectivity to Fe³⁺,actually a novel Ag⁺ probes.After adding Ag⁺,the fluorescence intensities of probes K-1,K-2 and K-3 were enhanced by 10.2,2.0 and 2.7 at 466 nm,respectively.The complex ratio of the probe K-1 to Ag⁺ was 1:1;the binding constant was 1368 M-;the linear relationship between the fluorescence intensity of the probe and the concentration of Ag⁺ yields the detection limit of probe K-1 to Ag⁺ was 21.2 μmol.L-1;the probe was stable under neutral conditions with a p H of 6 to 9 and could detect Ag⁺ at this pH.