化学学报 ›› 2007, Vol. 65 ›› Issue (23): 2731-2737. 上一篇    下一篇

研究论文

主客体包结法选择分离青花椒挥发油中的化学成分

郭文生*,1, 王忠华1, 郭放1, 胡志泉1, 张爽1, 徐赫男2,3, 常键4, 刘成雁4   

  1. (1辽宁大学化学科学与工程学院 沈阳 110036)
    (2郑州大学化学系 郑州 450052)
    (3沈阳药科大学制药工程学院 沈阳 110015)
    (4辽宁省分析测试研究院 沈阳 110015)
  • 投稿日期:2007-01-18 修回日期:2007-08-06 发布日期:2007-12-14
  • 通讯作者: 郭文生

Selective Isolation of Components of Volatile Oil of Zanthoxylum Schinifolium Sieb.et Zucc Using Inclusion Crystallization of Host and Guest

GUO Wen-Sheng*,1; WANG Zhong-Hua1; GUO Fang1; HU Zhi-Quan1; ZHANG Shuang1; XU He-Nan2,3; CHANG Jian4; LIU Cheng-Yan4   

  1. (1 Institute of Chemical Science & Engineering, Liaoning University, Shenyang 110036)
    (2 Department of Chemistry, Zhengzhou University, Zhengzhou 450052)
    (3 School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110015)
    (4 Liaoning Provincial Institute of Analysis Testing and Research, Shenyang 110015)
  • Received:2007-01-18 Revised:2007-08-06 Published:2007-12-14
  • Contact: GUO Wen-Sheng

以1,1,6,6-四苯基-2,4-己二炔-1,6-二醇为主体分子, 可简单、迅速地从青椒挥发油中选择分离出化学成分烯丙基茴香醚, 基于挥发油的用量, 收率为3.78%. IR, 1H NMR, 13C NMR光谱和单晶衍射证实了包结化合物结构, 用气相色谱法评价了选择分离效果, 分离的烯丙基茴香醚气相色谱纯度为94.5%. 同时, 主体分子形成的隧道框架对茴香醛具有识别作用, 形成2∶1(主/客)物质的量比的特殊结构包结物晶体, 它是主客体分子物质的量比为1∶2包结物的超分子异构体.

关键词: 青花椒, 包结化合物, 选择分离, 烯丙基茴香醚, 茴香醛

1,1,6,6-Tetraphenylhexa-2,4-diyne-1,6-diol as host could selectively isolate 4-allylanisole from the crude volatile oil of Zanthoxylum schinifolium Sieb.et Zucc simply and rapidly , with a yeild of 3.78% based on the amount of volatile oil used. Inclusion compound structure was confirmed by IR, 1H NMR, 13C NMR and single crystal X-ray diffraction. Gas chromatographic method was used to assess the isolation effect and gas chromatographic purity of 4-allylanisole separated is 94.5%. At the same time, the channel framework formed by hosts could recognize p-anisaldehyde and form exceptive structural inclusion compound at a molar ratio of 2∶1 (host/guest), which is a supramolecular isomer of inclusion compound at a molar ratio of 1∶2 (host/guest).

Key words: Zanthoxylum schinifolium Sieb.et Zucc, inclusion compound, selective isolation, 4-allylanisole, p-anisaldehyde