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染料木素木糖苷的合成及其生物活性研究

Study on Synthesis and Biological Activity of Genistein Xyloside

【作者】 刘美华

【导师】 曹树稳;

【作者基本信息】 南昌大学 , 营养与食品卫生学, 2007, 硕士

【摘要】 本论文分为四个部分第一章:综述了黄酮类化合物糖苷化修饰的研究进展。阐明了本课题的研究意义和方向第二章:采用相转移催化法合成染料木素木糖苷,对产物进行了IR,1H NMR,13CNMR,和MS表征。第三章:分别采用Fenton-邻菲罗啉显色法,邻苯三酚自氧化法和紫外可见分光光度法,考察了BHT、BHA、染料木素及其木糖糖苷清除·OH、·O2-、DPPH自由基能力和间接保护羟基自由基损伤DNA能力,结果显示染料木素木糖苷清除能力强于其母体染料木素,并且能保护DNA免受自由基损伤。第四章:采用紫外,荧光和粘度法考察了染料木素及其木糖苷与小牛胸腺DNA的作用。结果表明,在ctDNA存在下,染料木素及其糖苷均发生了明显的减色反应。另外,受试物均能有效猝灭EB-DNA体系的荧光,并使ctDNA溶液的粘度增大。据此推断,染料木素及其糖苷以部分插入及氢键作用与ctDNA结合。

【Abstract】 This paper consists of four parts.Chapter 1 In this section, advances in glycosidation modification of flavoniods were reviewed. The significance and direction of the research were elucidated.Chapter 2 The conditions for synthesis and purification of genistein xylosides by phase transfer catalyzed method was investigated, and the structural characterization of target compound was also conducted by IR, 1H NMR, 13C NMR and MS spectra in this part.Chapter 3 The abilities of genistein and their derivatives in free radical scavenging of·OH and·O2- and DPPH were exploited by using Fenton reaction with O-phenanthroline chromogenic reaction, pyrogallol autoxidation, methodUV-vis spectrophotometry and protective effect of Genistein and its glycoside on hydroxyl radicals mediated DNA damage, respectively. The results show that the abilities of glycoside derivatives of genistein in scavenging of the three free radicals were not obviously improved compared with genistein.And show can prevent DNA damage from hydroxyl radicals.Chapter 4 The interactions of genistein, genistein xyloside with calf thymus DNA(ctDNA) were investigated in this section by using means of UV spectra, fluorescent spectra and viscosity, respectively. The results showed that the UV spectra of genistein and its glycosides showed obviously hypochromism under the presence of ctDNA. In addition, the tested compounds could make the fluorescence intensity of EB-DNA system decreased sharply, and also increased the relative viscosity of ctDNA aqueous. The experimental results suggested that genistein and its glycosides could bind to ctDNA by combination of partly intercalation and hydrogen bonding mode.

  • 【网络出版投稿人】 南昌大学
  • 【网络出版年期】2008年 06期
  • 【分类号】O621.3
  • 【被引频次】4
  • 【下载频次】209
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