【作者】 宫斌；

【导师】 王怀友；

【作者基本信息】 山东师范大学 ， 分析化学， 2010， 硕士

【摘要】 目前环糊精化学已经发展成为超分子化学最重要的主体,与此后发展起来的冠醚、穴醚、杯芳等大环化合物相比,堪称超分子化学的先驱。环糊精有特殊的结构和稳定的化学性质,并且本身没有毒性可以食用,其在医药,食品,日用品,分析技术,化学化工和农业等领域中广为应用。环糊精外亲水内疏水,这种特性使其可同许多有机分子、无机离子、药物、染料及生物小分子等客体结合形成包合物。环糊精同客体分子形成包合物后可改变客体分子的物理性质、化学性质或光谱性质等,利用环糊精包合药物改变药物分子的性质可对环糊精和药物的包结作用进行研究,为环糊精在药物领域的发展奠定基础,同时还可借助环糊精包合药物改变药物分子的光谱学性质的原理,对药物进行直接检测。此外,染料具有吸收基团或荧光基团,经环糊精包合后,一般光谱学性质会发生改变,因此可设计染料-环糊精超分子体系,借助药物同染料的竞争包结作用来对药物进行间接检测。本文借助分光光度法及荧光法,首先研究了β-环糊精同荧光素和中性红的包合作用,通过对β-环糊精对荧光素及中性红包合性能的对比选择了合适的染料作探针,并同β-环糊精组成超分子体系,然后借助此β-环糊精—染料超分子体系对合成样品中的胆酸进行了检测,同时研究了β-环糊精对槲皮素的包合性能。此外,还研究了牛血清白蛋白与槲皮素的相互作用。本论文共分五章。各章介绍如下：第一章,综述了环糊精在药物分析中的进展。简单介绍了环糊精的结构性质、物理性质、化学性质、环糊精在药物分析中的应用与研究及环糊精的研究趋势。第二章,分别研究了β-环糊精对荧光素和中性红的包合作用,同时还研究了β-环糊精对荧光素的荧光猝灭机理,并求出了β-环糊精对荧光素和中性红的包结常数K、包结比n及各自的包合反应的热力学参数ΔG,ΔH及ΔS,并对β-环糊精对荧光素的包合性能及β-环糊精对中性红的包合性能进行了对比,从而选择出了合适的染料做为探针,同β-环糊精组成超分子体系,进而为下步的检测奠定了基础。第三章,对合成样品中的胆酸进行了检测。β-环糊精包合中性红使中性红的荧光增强,当加入胆酸后,由于胆酸同中性红发生竞争反应,将中性红部分挤出β-环糊精的空腔,又使其荧光减弱。基于此原理,构建了中性红-β-环糊精超分子体系,并借助此超分子体系,建立了测定胆酸的新方法。第四章,研究了β-环糊精对槲皮素的包合作用,计算出了包合常数K和包结比n,利用热力学方程及包合常数值求出了热力学参数ΔG,ΔH及ΔS,并基于热力学参数值确定了β-环糊精和槲皮素间的主要作用力为疏水作用力。第五章,研究了牛血清白蛋白与槲皮素的相互作用。探讨了槲皮素对牛血清白蛋白荧光猝灭类型和机理,求算了牛血清白蛋白和槲皮素的结合常数和结合点数,并确定了其主要作用力,根据Forster非辐射能量转移理论,得到了槲皮素与牛血清白蛋白之间的能量转移效率和距离。中图分类号：0657.3更多还原

【Abstract】 Currently Cyclodextrin Chemistry has been developed into the most important subject of Supramolecular chemistry and is the pioneer of Supramolecular Chemistry compared with the macrocyclic compound such as crown ether, cave ether and so on. Cyclodextrin is widely used in areas such as agriculture, food, analytical technique and chemical industry. Cyclodextrin with the property of hydrophobic inside at the same time hydrophilic the outer can react with many objects (drug molecules, biological molecules, organic molecules and inorganic ions) to form inclusion compounds and the physical property, chemical property or spectral property of inclusion compounds will be changed. Therefore the inclusion mechanism between drug molecules and cyclodextrin can be studied via this principle. Also this principle can be directly tested for drug molecules. Besides indirect detection of drugs can be realized by construction of dye-cyclodextrin supramolecular system.In this paper, using molecule fluorescence spectroscopy and UV-Vis spectroscopy as research method, we have discussed the inclusion mechanism between dyes (fluorescein, neutral red), drug molecules (quercetin) and cyclodextrin. And also we have determined cholic acid with high sensibility and low detection limit. Simultaneously, we have discussed the reaction mechanism between quercetin and bovine serum albumin.There are five chapters in this paper.The first part reviews applications and progresses of cyclodextrin in the medication area.In the second chapter, the inclusion interaction between fluorescein (FL), neutral red (NR) and P-cyclodextrin have been studied. The binding constant K and stoichiometric ratio n were obtained respectively. The thermodynamic parametersΔG,ΔH,ΔS of inclusion compounds were calculated respectively. Also the differences between the two inclusion reactions were summarized.In the third part, a new, simple and highly sensitive P-cyclodextrin supramolecular system method for the determination of cholic acid has been developed. And we determined cholic acid with high sensibility and low detection limit based on the principle.In the fourth part, the inclusion interaction between quercetin and P-cyclodextrin has been studied using fluorescence spectroscopy. The binding constant K and stoichiometric ratio n were obtained. The thermodynamic parametersΔG,ΔH andΔS of inclusion compound were 3 calculated. The main action was confirmd by the value of hermodynamic parameters.In the fifth part, the interaction between quercetin and bovine serum albumin (BSA) was studied by the fluorescence spectroscopy and the UV-visible absorption spectroscopy. The static fluorescence quenching process of quercetin to BSA was confirmed. The binding constant and the number of binding sites were obtained.更多还原