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Syntheses, Structures And Dna-binding Properties Of N, N'-bis (n-hydroxyethylaminopropyl) Oxamide Bridged Polynuclear Complexes

Posted on:2011-07-19Degree:MasterType:Thesis
Country:ChinaCandidate:X W ZhangFull Text:PDF
GTID:2191330332965063Subject:Medicinal chemistry
Abstract/Summary:PDF Full Text Request
This dissertation aims at finding anticancer polynuclear complexes targeting DNA with high activity and low toxicity. Four complexes were synthesized, and characterized by means of X-ray single crystal diffraction, elemental analysis, molar conductivity, IR and UV. The interaction of these complexes with herring sperm DNA (HS-DNA) has been investigated by using absorption and emission spectra, electrochemical techniques and viscometry. This thesis consists of three sections as follows:1. The diversity of complexes with different structures is carried out by successful synthetic strategy of using H4heap as bridging ligand, controlling counter anions, pH values and solvent in the course of synthesis. Four polynuclear complexes bridged by trans-heap4- or trans-H2heap:[Cu2(H2heap)(H2O)2](pic)2·2H2O(1), [Cu2(H2heap)](4,4'-bpy)·(ClO4)2 (2), [Cu4(heap)(2,2'-bpy)4](ClO4)4 (3), {[Cu2(H2heap)(btc)(Mn2(H2O)10)][Cu2(H2heap)(btc)]·2H2O}n (4), have been synthesized and characterized by elemental analysis, IR spectra and X-ray single crystal diffraction. The function of the supramolecular interactions such as hydrogen bonds,π-πinteractions has been preliminarily discussed.2. DNA binding studies of four complexes with HS-DNA have been studied by the spectroscopic (absorption and emission spectra), electrochemical measurements and viscometry. The results show that complexes (1) and (2) can interact with HS-DNA via electrostatic, while complexes (3) and (4) interact with via intercalative and partial intercalation, respectively.3. The cytotoxicities of complexes (1)-(4) are examined in vitro by SRB assay. The results indicate that complexes (2) and (3) showed different cytotoxic activities against SMMC-7721 and A549 cell lines. Complexes (2) and (3) have effect on SMMC-7721 and A549 cell lines, with the IC50=22μg/mL,34μg/mL and 19μg/mL, 24μg/mL, respectively. These researches not only enriched the content of inorganic medicinal chemistry, but also supplied valuable information for design and synthesis of inorganic therapeutic medicine with high activity and low toxicity.
Keywords/Search Tags:N,N'-bis(substituent)oxamide, Polynuclear Complexes, Crystal Structure, DNA Interaction, Cytotoxicity
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