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化学学报
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化学学报 ›› 2008, Vol. 66 ›› Issue (11): 1327-1332. 上一篇    下一篇

研究论文

水峰调制下的3,4-Seco-olean-11,13-dien-4,15α,22β,24-tetraol-3-oic Acid的NMR结构解析

欧阳捷1，乔堃1，张巍1，邓志威*,1，李莉娅2，林文翰2   

  1. (1北京师范大学分析测试中心 北京 100875)
    (2北京大学天然药物与仿生药物国家重点实验室 北京 100083)
  • 投稿日期:2007-09-19 修回日期:2007-12-10 发布日期:2008-06-14
  • 通讯作者: 邓志威

NMR Structural Elucidation of 3,4-Seco-olean-11,13-dien- 4,15α,22β,24-tetraol-3-oic Acid with Modulation of Water Peak

OUYANG, Jie1; QIAO, Kun1; ZHANG, Wei1; DENG, Zhi-Wei*,1; LI, Li-Ya2; LIN, Wen-Han2   

  1. (1 Analytical & Testing Center, Beijing Normal University, Beijing 100875)
    (2 State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100083)
  • Received:2007-09-19 Revised:2007-12-10 Published:2008-06-14
  • Contact: DENG, Zhi-Wei

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对海南半红树植物黄槿(Hibiscus tiliaceus)内生菌中提取的一个新化合物进行核磁共振结构解析的研究. 在核磁共振测试时发现水峰信号与部分样品信号发生了重叠, 直接影响了该化合物谱图数据的分析. 本工作通过实验确证了在氘代二甲亚砜(DMSO-d6)溶剂中水峰化学位移与含水量之间的变化规律. 依据该规律, 利用定量加入纯水的方法对实际样品中的水峰信号进行了调制, 解决了水峰信号与样品信号的重叠问题, 得到了较理想的1H NMR, 13C NMR一维谱和COSY, HMQC, HMBC等二维谱. 利用核磁共振提供的信息完成了对新化合物结构的解析, 确定该化合物为齐墩果烷三萜类化合物3,4-seco-olean-11,13-dien-4,15α,22β,24-tetraol-3-oic acid.

关键词: 核磁共振(NMR), 水峰调制, 结构解析, 齐墩果烷型三萜

The structure of a new compound, isolated from the endophyte of the semi-mangrove plant Hibiscus tilianceus, was elucidated with nuclear magnetic resonance spectroscopy. In the primary 1H NMR test, it was found that some signal lines were submerged under the “water peak”, and this would interfere with the analysis of NMR spectra. In this work, the variational rule between the water-peak chemical shift and the water content was investigated for solvent DMSO-d6. Using the results, the water-peak chemical shift was modulated with certain amount of extra water introduced into the practical sample tests. As a result, the interference of water peak was overcome, and a group of suitable spectra including 1H NMR, 13C NMR, COSY, HMQC, HMBC, etc., were obtained. The structural elucidation of the new compound was achieved, and it was confirmed that this compound belonged to a triterpenoid of oleanane, and identified as 3,4-seco-olean-11,13-dien-4,15α,22β,24-tetraol-3-oic acid.

Key words: nuclear magnetic resonance (NMR), modulation of water peak, structural elucidation, triterpenoid of oleanane