高等学校化学学报

高等学校化学学报

• 研究论文 • 上一篇    下一篇

丁烷型木脂素及衍生物的合成和生物活性

夏亚穆1, 毕文慧1, 曹小平2   

    1. 青岛科技大学化工学院, 青岛 266042;
    2. 兰州大学化学化工学院, 兰州 730000
  • 收稿日期:2008-03-27 修回日期:1900-01-01 出版日期:2008-11-10 发布日期:2008-11-10
  • 通讯作者: 夏亚穆

Synthesis and Bioactivity of Dibenzylbutane Lignans and Their Analogues

XIA Ya-Mu1*, BI Wen-Hui1, CAO Xiao-Ping2   

    1. College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao 266042, China;
    2. College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China
  • Received:2008-03-27 Revised:1900-01-01 Online:2008-11-10 Published:2008-11-10
  • Contact: XIA Ya-Mu

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被引次数

5

摘要： 报道了一条合成丁烷木脂素的新路线. 以芳香醛为起始原料, Stobbe缩合和烷基化反应为关键步骤, 构建了木脂素骨架, 再经拆分及还原, 可得到相应的苏式和赤式异构体. 经官能团转化得到5个丁烷木脂素和8个丁醚木脂素, 其中3个天然产物为首次合成. 对合成产物进行抗HIV病毒和和抗疱疹病毒活性研究, 部分化合物显示出较高的抗病毒活性, 而且骨架构型对活性影响较大.

关键词: 丁烷木脂素, Stobbe缩合, 烷基化反应, 抗病毒活性

Abstract: Lignans are widely distributed in the plant kingdom. Among lignans, many dibenzylbutane lignans and their analogues exhibit a strong bioactivity. A novel synthetic route to dibenzylbutane lignans using simple aldehydes as the starting materials is described. The method involves Stobbe Condensation and condensation of aromatic aldehyde and alkylation to give the complete skeleton of lignans. Then, by the resolution of (-)-diacid, a simple separation of threo- and erythro-isomers and structural modification, the target materials were obtained. Five dibenzylbutane lignans and eight dibenzylbutyl ether lignans were synthesized. Bioactivity results indicate that some compounds showed better activities against the HIV and herpes virus, and bioactivity is greatly affected by the skeleton configuration.

Key words: Dibenzylbutane lignans, Stobbe condensation, Alkylation, Antivirus activity

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