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Synthesis, Characterization And Properties Of Hydrazide And Dafo Carboxylic Acid Organotin

Posted on:2017-02-08Degree:MasterType:Thesis
Country:ChinaCandidate:Y G YangFull Text:PDF
GTID:2351330509455972Subject:Organic Chemistry
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Organotin(IV) complexes have received increasing attention owing to their bioactivities and their excellent properties, in particular as potential biological activity, for example: antimicrobial, anvirus and anticancer agents in inorganic, which makes the Organotin has become a hot field of current chemistry, pharmacology, medicine and biology. The research had proved Organotin(IV) complexes exhibit more effective potent antitumour activities than cisplatin in vitro tests in some cases. The molecular structure of Hydrazone contains Schiff base and amide bond, with the capability and biological essentialities such as antibacterial, antiproliferative, antimalarial and antitumor, etc. What's more, the biological activity of Hydrazone ligands in the formation of complexes have better acctivity than it alone. Polypyridyl ligand have intramolecular conjugate ? bond. It is not only the excellent chromophore group, but it has a good intramolecular electron transfer and energy transfer properties. The complexes formed by them with the transition metals tend to have excellent properties such as light, electricity, magnetism and so on.Therefore, the new compounds formed by the reaction of these ligands with the Organotin compounds have important significance for the study of anticancer drugs. Thus we launch the study on organotin compounds containing hydrazone ligands and carboxylic acid derivatives of Dafo. The main work is as follows:1. In this article, we have successfully prepared three hydrazone ligands: o-vanillin nicotinoyl hydrazone, salicylaldehyde nicotinoyl hydrazone, benzoylformic acid nicotinoyl hydrazone. And we also synthesized carboxylic acid derivatives of Dafo from phenanthroline.2. Studies on the synthesis and structure of organotin compounds with o-vanillin nicotinoyl hydrazone. Five compounds have been obtained and characterized by melting point, elemental analysis, NMR, FT-IR and these compounds have been characterized by X-ray single crystal diffraction. The results show that the structures are similiar when the ligand reacts with the diorganotin oxide, with the central tin atom five-coordinated( trigonal bipyramidal); While the structures are similiar when the ligand reacts with thediorganotin dichloride, structures analysis of them show that each complex is a centrosymmetric trimers, in which the central Sn atom adopts six-coordinated geometry and the other Sn atom adopts five-coordinated geometry. The in vitro cytotoxic activities of the titled compounds were determined against three human cancer cell lines using MTT assay. Among them, four compounds displayed potent efficiency in inhibiting the growth of tumor cells. The albumin interactions of the two complexes were investigated using fluorescence quenching spectra and synchronous fluorescence spectra. The interaction of the complexes with calf thymus DNA(CT-DNA) has been explored by absorption titration method, which revealed that complexes interact with CT-DNA through groove-binding and partial intercalation of the extended planar ligand with the DNA base stack.3. Studies on the synthesis and structure of organotin compounds with salicylaldehyde-3-picolinyl hydrazone. Three compounds have been obtained and characterized by melting point, elemental analysis, FT-IR, NMR and X-ray single crystal diffraction. Results showed that the ligand act as tetradentate ligand, forming one tetranuclear and trinuclear compounds. The in vitro cytotoxic activities of the three compounds were tested using MTT assay. The albumin interactions of the two complexes were investigated using fluorescence quenching spectra and synchronous fluorescence spectra. DNA binding properties of two compounds with calf thymus DNA(CT-DNA)have been investigated by fluorescence spectra.4. Studies on the synthesis and structure of organotin compounds with benzoylformic acid-3-picolinyl hydrazone. Six compounds have been obtained and characterized by melting point, elemental analysis, FT-IR, NMR and X-ray single crystal diffraction. The results show that the structures are similiar when the ligand reacts with diorganotin,with the central tin atom five-coordinated( trigonal bipyramidal); the reaction with triorganotin chloride obtains a macrocycle with the central tin atom five-coordinated. The in vitro cytotoxic activity of two compounds were tested by MTT assay.5. Studies on the synthesis and structure of organotin compounds with carboxylic acid derivatives of Dafo from phenanthroline. Six compounds have been obtained and characterized by melting point, elemental analysis, NMR and X-ray single crystaldiffraction. Two compounds in vitro cytotoxic activity were tested by MTT assay.The albumin interactions of the two complexes were investigated using fluorescence quenching spectra and synchronous fluorescence spectra.
Keywords/Search Tags:Organotin, Hydrazone, Dafo, Crystal structure, Cytotoxic activities, MTT, DNA binding properties, BSA-binding properties
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