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荧光试剂9-氨基类吖啶衍生物的合成、表征及应用

Synthesis, Characterization and Applications of Fluorescent Reagents of 9-Aminoacridine Derivatives

【作者】 朱燕舞

【导师】 周运友;

【作者基本信息】 安徽师范大学 , 分析化学, 2002, 硕士

【摘要】 优化合成了三种潜在的抗肿瘤试剂9,9′-乙二胺二吖啶(A1)、9,9′-丙二胺二吖啶(A2)和9,9′-三乙烯四胺二吖啶(A3);合成了三种新化合物9-苯二胺基吖啶,分别为:9-(2-氨基苯胺基)吖啶(B1)、9-(3-氨基苯胺基)吖啶(B2)、9-(4-氨基苯胺基)吖啶(B3);两种已知化合物:9-β-羟基乙胺基吖啶(C1)、9-氨基吖啶(C2)。通过IR、1HNMR和元素分析等证实了各化合物的结构。也尝试合成了9-羧甲胺基吖啶(C3)、9-二乙醇胺吖啶(C4)和9-三乙醇胺吖啶(C5),对结果进行了分析、讨论。另外,采用微波辐射简便快捷的合成了9-甲基吖啶,优化了经典的Bernthsen方法。 9-(2-氨基苯胺基)吖啶(B1,简称o-APAA)在硫酸介质中,与铬(Ⅵ)作用,产生荧光增敏,建立了测定痕量铬(Ⅵ)的荧光分析法。该方法准确、灵敏、操作简便。o-APAA与牛血清白蛋白(BSA)作用产生荧光增敏,通过实验表明,该方法用于BSA的测定灵敏度高、选择性好。对9-(3-氨基苯胺基)吖啶(B2,简称m-APAA)与脱氧核糖核酸(DNA)作用的荧光光谱进行了研究,拟定了测定DNA的分析方法,探讨了反应机理,实验了最佳条件、干扰实验。表明该方法简便、快速、灵敏度高。

【Abstract】 A novel synthetic method of 9,9’ -ethyldiaminodiacridine(AI), 9,9’ -propyldiaminodiacridine(A2) and 9,9’ -triethylenetraaminodiacridine(A3 ) as potential antitumor was reported; three new reagents: 9-(2-aminoanili o)acridine(B1), 9-(3-aminoanilino)acridine(B2), 9-(4-aminoanilino)acridine (B3), have been synthesized ; and two known compounds: 9- -hydroxyl ethylaminoacridine(Ci), 9-aminoacridine(C2), have also been synthesized. IR, ’HNMR and elemental analysis have characterized compounds. We tried to synthesize 9-carboxymethylaminoacridine(C3), 9-diethanolamino acridine(C4) and 9-triethanolaminoacridine(C5), to discuss and analyze the results. Besides, 9-methylacridine was synthesized by microwave radiation; this method was simple and convenient.The fluorescent enhancement of 9-(2-aminoanilino)acridine(Bi, o-APAA) by Chromium(VI) in the sulfuric acid medium was studied, so a method of fluoremetry for the determination of trace Chromium(VI) was established. A fluorescence enhancing method based on the studies of interaction of o-APAA and Bovine serum albumin(BSA) for the determination of BSA was studied, the result indicated that this method had the advantages of high sensitivity, good selectivity and simplicity. The fluorescence spectra of 9-(3-aminoanilino)acridine(B2,m-APAA) with Deoxyribonucleic acid(DNA) has been studied, so a fluorescent method for the determination of DNA was established; this method had the advantages of high sensitivity, good selectivity and simplicity.

  • 【分类号】TQ421.3
  • 【被引频次】1
  • 【下载频次】200
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