芳香族酰腙及多吡啶羧酸类有机锡配合物的合成、结构及性质研究

发布时间：2018-03-21 21:32

本文选题：酰腙　切入点：有机锡配合物　出处：《聊城大学》2016年硕士论文　论文类型：学位论文

【摘要】：有机锡配合物以其复杂的结构、优异的性能而越来越受到科学家们的青睐。尤其是自二十世纪八十年代以来,人们发现有机锡配合物具有良好的生物活性,因此该类配合物已成为医学、药学、生物学及化学等诸多学科的热门研究对象。由于芳香族酰腙类以及多吡啶羧酸类Schiff碱化合物其本身就具有的一定的抑菌、抗癌等生物活性以及灵活多样的配位形式,所以,本文以芳香酰肼和取代水杨醛为原料设计合成了芳香族酰腙类配体,同时又以邻啡咯啉为原料设计合成了多吡啶羧酸类配体。然后用合成的配体与有机锡化合物进行反应,得到了一系列新型有机锡配合物,并通过元素分析、核磁共振、红外光谱以及X-射线单晶衍射等方法对其结构进行了表征。并对配合物的体外抗癌活性和对细胞内活性氧的诱导活性以及与小牛胸腺DNA(CT-DNA)和牛血清白蛋白(BSA)的结合作用进行了研究。以下是主要工作:1.设计合成了四种酰腙类Schiff碱配体和一种多吡啶羧酸类Schiff碱配体:2-羟基-3-甲氧基苯甲醛水杨酰腙、5-氯水杨醛-4-吡啶甲酰腙、5-氯水杨醛水杨酰腙、2-羟基-4-甲氧基苯甲醛-4-吡啶甲酰腙、对甲酰基苯甲酸缩-4,5-二氮芴-9-腙。同时利用X-射线单晶衍射仪对其中的两个配体进行了结构表征。2.设计合成了2-羟基-3-甲氧基苯甲醛水杨酰腙类有机锡配合物,并得到了五种有机锡配合物的单晶结构。该系列酰腙类有机锡配合物多以单核和二聚体形式存在。3.设计合成了5-氯水杨醛-4-吡啶甲酰腙有机锡配合物和5-氯水杨醛水杨酰腙有机锡配合物,得到了三种有机锡配合物的单晶结构。结果表明,三种配合物结构类似,均为三核结构。分子内锡原子成中心对称,中心锡原子为六配位的畸形八面体结构,两端的锡原子,形成五配位扭曲的三角双锥构型。4.合成了2-羟基-4-甲氧基苯甲醛-4-吡啶甲酰腙类有机锡配合物,得到了两种有机锡配合物的单晶结构。结构特征与2-羟基-3-甲氧基苯甲醛水杨酰腙类有机锡配合物相似。5.合成了对甲酰基苯甲酸缩-4,5-二氮芴-9-腙有机锡配合物,得到了一种配合物的晶体,并且还意外得到了一个金属镁的配合物。该有机锡配合物是四核的中心对称结构,每个锡原子都采用六配位扭曲的八面体构型,分子的平面性较好,所有非氢原子基本上都在同一个平面内。6.性质研究通过MTT法对合成的配体和有机锡配合物进行了体外抗癌活性检测,并研究了部分配合物对细胞内活性氧的诱导活性。另外,还运用紫外、荧光以及圆二色等光谱分析方法,对酰腙类有机锡配合物与CT-DNA和BSA的相互作用进行了研究。结果表明,多数酰腙类有机锡配合物具有良好的体外抗肿瘤活性,并与DNA和BSA具有较强的相互作用,有机锡配合物都可以使BSA发生静态荧光猝灭现象。
[Abstract]:Organotin Complexes with the complex structure, excellent performance, more and more scientists of all ages. Especially since 1980s, people found that the organotin compounds have good biological activity, so the complex has become a hot research object of medicine, pharmacy, biology and chemistry and many other disciplines. Since aromatic hydrazone and pyridine carboxylic acid Schiff base compounds itself has certain antibacterial, anticancer activity and flexible coordination form, therefore, the aromatic hydrazone ligand have been synthesized with aromatic hydrazide and substituted salicylaldehyde, and adjacent to the coffee phenanthroline pyridine carboxylic acid ligand is synthesized. Then design synthetic ligands to react with organic tin compounds, a series of novel organotin complexes, and characterized by elemental analysis, nuclear Magnetic resonance, infrared spectrum and X- ray diffraction were used to characterize its structure. Inducing activity of in vitro anticancer activity of the complexes and the intracellular reactive oxygen species and calf thymus DNA (CT-DNA) and bovine serum albumin (BSA) binding were studied. The main work is the following: four kinds of hydrazone Schiff base ligand and a pyridine carboxylic acid Schiff base ligand was synthesized in 1. design: 2- hydroxy -3- methoxy benzaldehyde salicyloyl hydrazone, 5- chlorine salicylic aldehyde -4- pyridine hydrazone, 5- chloride salicylaldehyde salicyloylhydrazone, 2- hydroxy -4- methoxy benzaldehyde -4- pyridine the formyl hydrazone, benzoic acid reduced -4,5- two nitrogen. At the same time using X- -9- fluorene hydrazone X-ray diffraction of two ligands which were characterized by.2. design and synthesis of 2- hydroxy -3- methoxy benzaldehyde salicyloyl hydrazone Organotin Complexes, and obtained five kinds of organotin coordination The crystal structure of the complexes. The series of hydrazone Organotin Complexes with single core and two dimers form 5- chlorine salicylic aldehyde -4- pyridine hydrazone Organotin Complexes and 5- chlorine salicylaldehyde hydrazone organotin complexes were synthesized by.3. design, three kinds of Organotin Complexes of single crystal structure obtained. The results show that the three complexes are similar in structure, three nuclear structure. The intramolecular tin atoms into the center of symmetry, the tin atom is six coordinated with eight deformed structure, both ends of the tin atoms, forming five coordinated distorted trigonal bipyramid.4. synthesis of 2- hydroxy -4- methoxy benzaldehyde -4- pyridine formyl hydrazone Organotin Complexes, two kinds of Organotin Complexes of single crystal structure was obtained. The structure characteristic and 2- hydroxy -3- methoxy benzaldehyde salicyloyl hydrazone Organotin Complexes of similar.5. formyl benzoic acid reduced -4,5- two nitrogen organic tin with fluorene hydrazone -9- synthesis Compound, a complex crystal is obtained, and the accident was the complexes of a metal magnesium. The organotin complex is centrosymmetric tetranuclear structure, each tin atom with six coordinated distorted octahedral geometry eight, the planarity of the molecule is good, all the non hydrogen atoms basic on the same plane by the method of MTT.6. properties of the ligands and the organotin complexes were tested in vitro antitumor activity, and studied some complexes induced activity of intracellular reactive oxygen species. In addition, using ultraviolet fluorescence method, and round two color spectrum analysis of acyl hydrazone Organotin Complexes with CT-DNA interaction and BSA were studied. The results showed that the majority of hydrazone organotin complexes have good antitumor activity in vitro, and has strong interaction with DNA and BSA, organotin complexes can make BSA The phenomenon of static fluorescence quenching.

【学位授予单位】：聊城大学
【学位级别】：硕士
【学位授予年份】：2016
【分类号】：O641.4

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