摘要
本论文主要报道了十个吨酮衍生物及其金属配合物的合成、表征，评估了其中部分化合物的DNA结合性质与抗肿瘤活性，并得到一系列有意义的结论。全文一共分为四章：
第一章：综述了DNA与小分子作用的研究进展，总结了小分子与DNA相互作用的方式、影响因素以及研究方法，阐述了小分子与DNA相互作用的研究在药物筛选和生物化学中重要的理论和实际意义。并对论文的选题目的及意义做了概述。
第二章：以异优呫吨酮为母体合成了六个取代基团各异的吨酮衍生物(HL~1-HL~6)及其金属配合物，并通过元素分析、摩尔电导、红外光谱(IR)、~1H NMR以及质谱(MS)表征了配合物的结构。同时利用了多种光谱学方法和粘度法研究了其中五个配体的铜的配合物与DNA的相互作用，结果表明它们均已插入方式与DNA作用，取代基的差异引起DNA结合能力的差异。此外，用酸性磷酸酶法(APA)研究了这几个配合物对人宫颈癌细胞(HeLa)、人肝癌细胞(HepG2)以及正常细胞(L02)的抑制活性，结果表明他们对这三种肿瘤细胞均有一定的抑制作用。
第三章：合成并表征了同分异构体的多羟基吨酮衍生物(HL~7、HL~8)以及它们的金属配合物，并进一步利用光谱学方法研究了它们的铜的配合物与DNA的相互作用，结果表明它们与DNA发生的是插入作用，取代基的位置没有影响与DNA的作用方式，却影响了它们的结合程度。此外，APA法体外抗肿瘤活性测试表明这两个配合物在安全剂量浓度范围内对HeLa、HepG2以及L02有较高的抑制率。
第四章：合成并表征了同分异构体的苯并吨酮衍生物(HL~9、HL~(10))以及它们的金属配合物，研究了这两个配体及其铜的配合物与DNA的相互作用，实验结果表明它们均以插入方式与DNA作用，并且配合物与DNA结合的能力比相应配体有不同程度地提高。文中还研究了这两个配体对HeLa、HepG2以及L02的药理活性，结果表明它们对肿瘤细胞HeLa、HepG2有较强的抑制能力，对正常细胞L02的抑制效果较差。
In this paper,we have reported the synthesis,characterization of ten xanthonederivatives and their metal complexes.Some of them were evaluated for DNAbinding properties and anticancer activities.A series of significant conclusions havebeen achieved from the results.The dissertation includes following four chapters:
In chapter one,the research progress in the interactions of DNA with smallmolecules,as well as the interaction mode,influence factors,research methods arereviewed.The important theoretical and practical significance of the research work inthe drug screening and biochemistry are also discussed herein.Moreover,the aim andsignificance of this thesis have been outlined.
In chapter two,six isoeuxanthone derivatives (HL~1-HL~6) and metal complexeshave been synthesized and characterized by elementary analyses,molar conductivity,infrared spectra (IR),~1H NMR and mass spectra (MS).The interactions of the copper(Ⅱ) complexes with DNA were investigated by spectrophotometric methods andviscosity measurement,which suggested that the complexes bind with DNA inintercalation mode and the different substituting groups lead in different DNA bindingaffinity of the ligands.In addition,the anticancer activity of the complexes wereevaluated toward uterine cervix carcinoma cell (HeLa),human hepatocellular livercarcinoma cell (HepG2) and human liver cell (L02) by acid phosphoatase assay(APA).The result suggested that they showed inhibitory effect against the three celllines.
In chapter three,two isomeric multiple hydroxyl xanthones (HL~7 and HL~8) andtheir metal complexes were synthesized and characterized.And interactions of thecopper (Ⅱ) complexes with DNA were studied by spectrophotometric methods.Theresults suggested that they both intercalate into DNA as well as that the different positions of substituent groups don't effect on the binding mode but effect on thebinding affinity.In addition,the pharmacology assay (APA) showed that the twocomplexes had high inhibitory effect toward HeLa,HepG2 and L02 in vitro within therange of safe dosage.
In chapter four,two isomeric benzoxanthones (HL~9 and HL~(10)) and their metalcomplexes have been synthesized and characterized.And the interactions of the twoligands and the copper (Ⅱ) complexes with DNA were studied by spectrophotometricmethods and viscosity measurements.The results suggested that they both bind toDNA in intercalation mode and the DNA-binding affinity of the complexes werehigher than that of the ligands,while that the ligand bearing linearly aromatic ringshowed more strong affinity than the ligand bearing angularly aromatic ringFurthermore,the two ligands were tested for cytotoxic activity toward HeLa,HepG2and L02.The result revealed that they showed strong cytotoxic activity toward HeLaand HepG2 but weak cytotoxic activity against L02.
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