Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (11): 3019-3023.DOI: 10.6023/cjoc201706031 Previous Articles     Next Articles

Notes

茅苍术根茎中的两个新化合物

绪扩, 冯子明, 杨桠楠, 姜建双, 张培成   

  1. 中国医学科学院北京协和医学院药物研究所 天然药物活性物质与功能国家重点实验室 北京 100050
  • 收稿日期:2017-06-23 修回日期:2017-07-27 发布日期:2017-08-16
  • 通讯作者: 张培成 E-mail:pczhang@imm.ac.cn
  • 基金资助:

    中国医学科学院医学与健康科技创新工程经费(No.2016-I2M-1-010)资助项目.

Two New Compounds from Rhizomes of Atractylodes lancea

Xu Kuo, Feng Ziming, Yang Ya'nan, Jiang Jianshuang, Zhang Peicheng   

  1. State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Peking Union Medical College and Chinese Academy of Medical Sciences, Beijing 100050
  • Received:2017-06-23 Revised:2017-07-27 Published:2017-08-16
  • Contact: 10.6023/cjoc201706031 E-mail:pczhang@imm.ac.cn
  • Supported by:

    Project supported by the Innovation Fund for Medical Sciences of Chinese Academy of Medical Sciences (CAMS) (No. 2016-I2M-1-010).

In our phytochemical investigations on the 80% EtOH extract of the rhizomes of Atractylodes lancea, two new compounds named (10R,11R,12R)-tridecane-2E,8E-diene-4,6-diyne-1,10,11,12,13-pentol-10-O-β-D-glucopyranoside (1) and isoscopoletin 6-O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside (2) were isolated using various column chromatographic methods. Their planar structures were elucidated by means of spectroscopic and spectrometric analyses (UV, IR, 1D and 2D NMR, and HR-ESIMS). The relative configurational assignment of 1 was deduced by visualized Newman projections in association with the 1D NOESY spectra, whereas its absolute configuration was established by comparison of experimental electronic circular dichroism (ECD) spectra with known compounds. These results will benefit subsequent stereochemical studies of those open-chain polyhydric alcohols. Compounds 1 and 2 showed weak inhibitory effects on α-glucosidases and protein tyrosine phosphates 1B (PTP1B) at a concentration of 10 μmol·L-1.

Key words: Atractylodes lancea, 4,6-diyne, polyacetylene, coumarin, absolute configuration