【作者】 杨逢原；

【导师】 刘建平； 赵静峰；

【作者基本信息】 云南大学 ， 有机化学， 2011， 硕士

【摘要】 绿原酸存在于多种植物中,具有广泛的药理作用,近年来对绿原酸的研究发展较快,目前研究表明绿原酸口服吸收率低,在血浆中主要以代谢产物的形式存在,主要通过肾脏排泄,具有抗氧化,抗肿瘤,抗菌,抗病毒,免疫调节,降糖等多种作用,对绿原酸的深入研究,将为我们科学制药与合理用药提供重要的理论依据,本文主要尝试分三个思路对绿原酸进行修饰,以期有更好的药理活性。首先论述了绿原酸的分布、药理活性和研究进展,对其结构单元咖啡酸和奎尼酸也做了简单介绍；接着我们对绿原酸奎尼结构单元进行修饰,希望合成达菲类似物,主要尝试了C1-羟基消除反应和C3-酯基的水解反应,以及C4、C5-羟基的氨化反应和氧化反应；最后则是对羧基官能团进行修饰,包括了羧基的还原和酰胺化反应；第五、六章主要是对实验工作的总结和展望以及相关化合物的具体实验步骤和图谱数据。本文中化合物的结构均通过核磁共振谱的分析得到确认。更多还原

【Abstract】 Chlorogenic acid found in many plants, with widespread pharmacological actives. In recent years, research on chlorogenic acid has developed rapidly. Current studies show that chlorogenic acid has a low oral absorption rate in vivo and exists in plasma mainly in the form of metabolites, it mainly excreted through the kidneys.Chlorogenic acid shows many functions such as antioxidant, antitumor, antibacterial, antiviral, immune adjustment, hypoglycemic, etc. This thesis reported the structure modification on chlorogenic acid in order to find structure with better pharmacological activities. The futher study on chlorogenic acid to provide theoretical basis about scientific pharmaceutical and rationally drug design for us.The paper reviews the structure of chlorogenic acid and its analogues in the research progress and pharmacological activity, as well as its structure unit qunny acid and caffeic acid are also discussed. In chapterⅡandⅢwe expected to synthesis the Tamiflu analogues structure by modifying the chologenic acid. we tried to eliminate the hydroxyl of C1, hydrolysis esters base of C3, oxidate and aminate the hydroxyl of C4 and C5, qunny unit is also useful starting materials as chiral source for the syntheses. ChapterⅣis about carboxyl functional groups modification, which is divided into two parts, including the carboxyl reduction and amidation reactions.The summary and prospect of our research work was described in chapterⅤand the spectrogram data and specific experiment process of the related compounds in this thesis were described in chapterⅥ.The structures of compounds in this thesis were identified by NMR spectrogram.更多还原