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Design, Synthesis, Structural, And Biological Evaluation Of The Arene-linked Pyrazolyl Methane Ligands And Their Transition Metal Complexes

Posted on:2013-04-30Degree:MasterType:Thesis
Country:ChinaCandidate:X Y WangFull Text:PDF
GTID:2251330395979797Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Arene-linked pyrazolyl methane compounds as rich N-heterocyclic ligands have good coordination ability and could form a variety of coordination complexes with main groups and transition metals. They exhibit promising application in wide fields of crystal engineering, supramolecular chemistry, biological activity, catalysis, sensors, electronic properties, magnetic and medicinal chemistrystructural, etc. Especially, the ligands and their complexes have attracted considerable attention in the biological activity about inhibiting tumor cells growth, cancer cell growth, bacteria growth and DNA cleavage activity and toxicity. Thus, knowledge of the biological evaluation of these complexes is crucial to develop new antimicrobial agents and cytotoxic agents. So, Arene-linked pyrazolyl methane complexes as "the third generation" have also attracted more and more attentionIn this thesis, our group used pyrazole/its derivatives as raw materials, synthesized25arene-linked pyrazolyl ligands. In particular,11complexes were synthesized firstly by these linear ligands and transition metals. All compounds were characterized by the common analytical techniques, including elemental analysis, IR spectroscopy. Some of them were also characterized by UV spectroscopy,1H NMR,13C NMR, fluorescence spectroscopy, thermogravimetric analysis, X-ray powder and single-crystal diffraction. Furthermore, the stabilities and charge distribution of two complexes were calculated by quantum chemistry. In addition, The viability of HepG2cells were evaluated by MTT. The specific content of the paper is as follows:1. We designed and synthesized different types of pyrazolyl derivatives with iodination or nitration substituted groups at first. Then by the nucleophilic substitution reaction of pyrazole/its derivatives with1,4-bis(bromomethyl)benzene/isophthaloyl dichloride/1,4-bis(dibromomethyl)benzene/2,4,6-trichloro-1,3,5-triazine in the organic solvent system, we obtained a series of25arene-linked pyrazolyl ligands. We systemic research these ligands the rule of synthesis, properties and structures.2. Based on these linear ligands L1, L2, L10and L15, corresponding to11transition metals complexes were designed and synthesized firstly in solution and refluxing system. We systemic research these complexes the difference of synthesis, properties and structure.3. The viability of the cells was assessed by MTT assay. The cytotoxicity of synthesized some of compounds were evaluated using a24h continuous exposure against HepG2cells in vitro at several concentrations. Further screening out compounds, which can inhibit HepG2cell in a certain concentration with concentration-dependent.
Keywords/Search Tags:pyrazole derivatives, transition metal complexes, synthesis, structure, cytotoxicactivity
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