有机化学 ›› 2006, Vol. 26 ›› Issue (01): 51-55. 上一篇    下一篇

研究论文

麝香草的新单萜配糖物的分离与合成

陆占国*,1,竹内宏之2   

  1. (1哈尔滨商业大学化学中心 哈尔滨150076)
    (2日本萜化学株式会社 神户 658-0031 日本)
  • 收稿日期:2005-03-15 修回日期:2005-07-05 发布日期:2005-12-31
  • 通讯作者: 陆占国

Synthesis and Isolation of a New Monoterpene Glucoside from Thyme

LU Zhan-Guo*,1,TAKEUCHI Hiroyuki2   

  1. (1 Chemical Center of Harbin University of Commerce, Harbin 150076, China)
  • Received:2005-03-15 Revised:2005-07-05 Published:2005-12-31
  • Contact: LU Zhan-Guo

从麝香草(Thymus vulgaris L)的甲醇萃取物中分离出三个单萜配糖物. 用核磁共振光谱确定了它们的结构为对伞花-9-基-β-D-葡糖苷(1), 5-β-D-葡糖苷百里氢醌(2)和2-β-D-葡糖苷百里氢醌(3). 其中1是新化合物, 用以对伞花-9-醇为原料的对映体选择性合成方法确定了化合物1的8位的立体化学为R型.

关键词: (R)-对伞花-9-基-β-D-葡糖苷, 麝香草, 单萜配糖物

Three monoterpene glucosides were isolated from the methanol extract of thyme (Thymus vul-garis L.). They were identified as p-cymen-9-yl-β-D-glucopyranoside (1), 5-β-D-glucopyranosylthymoquinol (2) and 2-β-D-glucopyranosylthymoquinol (3) by spectral evidence. 1 is a new compound, but 2 and 3 are known compounds. The stereochemistry at C-8 of 1 was elucidated to be R-form by enantioselective synthesis from p-cymen-9-ol.

Key words: thyme, monoterpene glucoside, p-cymen-9-yl-β-D-glucopyranoside