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Study On Synthesis And The Interaction With DNA Of Metal-salen Complexes

Posted on:2013-09-04Degree:MasterType:Thesis
Country:ChinaCandidate:C DuFull Text:PDF
GTID:2231330392453422Subject:Chemistry
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Schiff base and its complexes have a broad application in catalysis, materials, biologicalactivity and other fields. In recent years, the engineering in medicine and biology fields, wefound that interaction with DNA as a molecular probe, there are fluorescence markers toproduce good results, they has enormous potential application value in this regard.In this paper,2-hydroxy-1-naphthyl aldehyde in which the rigid plane larger naphthalenemolecules for key structure of schiff base, part of the reference to the literature method, ithave be reaction with the diamine compound synthesis schiff base for schiff base ligands,including symmetric and asymmetric schiff base ligand, and then several kinds of metalcoordination to generate multiple metal complexes, with Elemental analysis, IR, LC-MS and1H-NMR methods to the structure of the complexes were characterized, and study on theinteraction between the complexes and DNA way by UV spectrum titration method, viscositymethod, the work as follows:1.2-hydroxy-1-naphthyl aldehyde and o-phenylene diamine for the synthesis ofN,N’-Bis(2-hydroxy-1-naphthaldehyde) shrink-o-phenylenediamine (L1), and then use aceticacid manganese cobalt acetate, copper acetate and zinc acetate with the formation of twotypes of valence states (L1Mn(Ⅲ), L1Co(Ⅲ), L1Cu(Ⅱ) and L1Zn(Ⅱ)), study on four metalcomplexes by UV spectra titration and viscosity determination found that the ultravioletabsorption spectrum in the presence of DNA, the two trivalent metal complexes produced asignificant hypochromic effect; DNA solution viscosity has increases with the trivalentcomplexes join, the divalent metal complexes did not show a significant hypochromic effectin UV spectra of, but take out certain hyperchromic effect, the viscosity of DNA solution didnot show the complex concentration positively correlated. The results showed that thetrivalent complex combination of insert mode and DNA binding equilibrium constantcalculations display the L1Mn(Ⅲ) with DNA is slightly stronger than L1Co(Ⅲ) with DNA;divalent metal complexes did not show insert combination features, it could be a generatedother mode of action with DNA. 2.5-chloro-2-hydroxybenzophenone and2-hydroxy-1-naphthyl aldehyde for basematerials, connecting the bridge moiety, ethylenediamine,1,3-propanediamine,o-phenylenediamine diamine, synthetic three asymmetric schiff base ligands (L2, L3, L4),and then the formation of two asymmetric complexes series (L2Mn(Ⅲ), L3Mn (Ⅲ), L4Mn(Ⅲ)and L2Co(Ⅲ), L3Co(Ⅲ), L4Co(Ⅲ)) with manganese acetate, cobalt acetate, by determinationof UV spectra titration and viscosity analysis, the role of six kinds of complexes with DNAare insert mode; and bridging groups also caused the binding strength of the differentcomplexes with DNA, showing a certain regularity, the bridge moiety of o-phenylenediaminecomplexes with DNA than the other two bridge connected to the base bridge complexes,analysis makes the entire complex plane benzene ring for the bridge better, is easy to insertDNA; than the symmetrical and the asymmetrical on the same kinds of metal ions complexesof L1Mn(Ⅲ) with L4Mn(Ⅲ), L1Co(Ⅲ) with L4Co(Ⅲ), we found the corresponding bindingconstants vary, causing changes in DNA viscosity was no significant difference with thiers,which shows the complexes are not two naphthalene ring have participated with DNA, butonly one side of naphthalene ring plane to play a major role in the asymmetric ligandsSalen-metal complex matter and symmetric ligands Salen-metal complex role quite; slightlystronger role in the impact factors on the metal ions, the role of DNA with manganesecomplexes is better than cobalt complexes’.
Keywords/Search Tags:Metal valence, Asymmetric Salen-metal complexes, DNA molecules, UVabsorption spectroscopy, Viscosity
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