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Synthesis, Structures and Biological Activity Studies of Polycopper(Ⅱ) Complexes Bridged by N,n′-di(substituted)oxamides

Author: ZhangLinLin
Tutor: LiYanTuan
School: Ocean University of China
Course: Microbial and Biochemical Pharmacy
Keywords: N,N’-disubstituted oxamides Polynuclear complexes Crystal structures DNA/BSA interactions Citotoxities activities
CLC: R96
Type: Master's thesis
Year: 2013
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Abstract


Cis-platin binds with DNA by covalent bond and inhibits the duplication of DNA. Sincecis-platin successfully applicates in clinic, studies on the design and exploitation of new metalcomplexes with antitumor activities have been hot spots in the filed of inorganic medicinalchemistry. Investigation of the interaction between metal complexes and DNA and BSA play animportant role in investigating of novel antitumor or anticancer drugs. In order to explore neweffective anticancer drugs that could selectively inhibit tumor cells, four polynuclear complexeswith two N,N’-disubstituted oxamides as the ligands have been designed and synthesized, and theircrystal structures, DNA-binding properties, BSA-binding properties and citotoxities also have beenstudied systematically. The detailed contents include several aspects as follows:1. Synthesis and structures of polynuclear complexes: four complexes were synthesized andcharacterized by choosing N-(2-carboxylatophenyl)-N’-[3-(methylamino)propyl]oxamidate(H3dmaepox) and N-(2-hydroxyphenyl)-N’-(3-aminopropyl)oxamide (H3papo) as the bridgingligands, including {[Cu2(dmaepox)(dabt)]pic·H2O}n(1),[Cu4(papo)2(dabt)2](NO3)2·2H2O (2),[Cu2(papo)(phen)(H2O)]Cl CH3OH H2O (3) and [Cu2(papo)(phen)(NO3)]CH3OH (4). Theirstructures have been characterized by elemental analyses, IR and single-crystal X-ray diffraction.2. Interactions of complexes with DNA and BSA: the DNA-binding properties of thecomplexes have been studied by the electronic and fluorescence spectra, electrochemicalmeasurements and viscosity measurements. Furthermore, the protein binding ability has beenmonitored by using UV absorption and tryptophan fluorescence quenching experiment in thepresence of the four complexes using bovine serum albumin (BSA) as model protein.3. In vitro citotoxities activities of complexes: The in vitro citotoxities of complexes (1)-(4)against two cancer cell lines: human hepatocellular carcinoma cell line SMMC-7721and humanlung adenocarcinoma cell line A549were tested by SRB method, the results indicate that all of thecomplexes have a certain cytotoxicities against SMMC-7721and A549cell lines.The researches of this dissertation enrich the content of oxamide-bridged polynuclearcomplexes, supply the chemical basis to explore novel bridging polynuclear complexes with highactivity, low toxicity and antitumor activities, and could be the valuable references for studying therelationship between structures and properties of complexes.

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