摘要通过仿生理环境下进行白藜芦醇、氧化白藜芦醇、白皮杉醇三种茋类化合物清除丙酮醛和丙烯醛的实验，并纯化出其清除后产生的最终加合产物。通过NMR、MS等光谱技术确证其加合产物结构式，并在此基础上，基于实验室已经报道的QSI活性，进行了这些加合产物和三个茋类化合物的QSI活性评价。本实验从清除丙酮醛和丙烯醛的实验中纯化鉴定出7个化合物和一对同分异构体。验证了白藜芦醇等茋类化合物通过与丙烯醛和丙酮醛形成加合物来清除这两个对人体健康造成威胁的活性羰基。对其QSI的活性评价发现加合物的QSI活性均较原茋类化合物减弱。表明白藜芦醇等多羟基茋类化合物苯环上酚羟基的位置和数量对于他们的QSI活性的影响很大，其苯环电子云分布和平面结构对它们的活性均有影响。78130

毕业论文关键词：茋类化合物，活性羰基，丙酮醛，丙烯醛，群体感应抑制剂   

毕业设计说明书外文摘要

Title  Three stilbenoids scavenging two reactive carbonyl species and the QSI effects of their end adduct products

Abstract Both acrolein and methylglyoxal are reactive carbonyl species。 Methylglyoxal is usually generated in nonenzymatic Maillard reaction, while acrolein is produced during the polyamines metabolism and lipid peroxidation process。 Accumulation of these compounds in human body is greatly harmful。 Study has shown that stilbenoids such as resveratrol could scavenge these reactive dicarbonyl species efficiently。

Our lab has been studying quorum sensing (QS) in bacteria for years, and we found that some stilbenoids can work as a quorum sensing inhibitor (QSI)。 More and more evidences showed that QS is related with the formation of pathogenic bacterial biofilm, which greatly enhances the antibiotic resistance of a specific pathogen causing great difficulties in clinical treatments。 We purified seven monomeric compounds and a mixture of two isomers in total from the reaction mixture after polyphenols scavenged reactive dicarbonyl species。 The QSI activity of these adducts was also evaluated, the result showed that the QSI activities of these adducts were reduced as the hydroxyl groups in bezene rings were sustituted by other groups。

Keywords  stilbenoids; acrolein; methylglyoxal; quorum sensing inhibitors

目   录

1 引言 1

1。1 茋类化合物 1

1。2 活性羰基危害 1

1。3 群体感应及群体感应抑制剂 2

1。4 QSI活性的筛选和评价模型 3

1。5 小结 4

2 实验材料及方法 5

2。1 实验材料 5

2。2 确认加合产物 5

2。3 加合物的纯化 5

2。4 质谱分析 5

2。6 QSI活性评价 5

2。6。1 紫色杆菌CV026的活化 6

2。6。2 活性筛选实验 6

3 实验结果 6

3。1 化合物的纯化及结构确证 6

3。1。1 白藜芦醇的丙烯醛加合物 6

3。1。2 氧化白藜芦醇的丙烯醛加合物 8

3。1。3 白皮杉醇的丙烯醛加合物 8

3。1。4 白藜芦醇丙酮醛加合物