波谱学杂志

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NOESY技术在地胆草倍半萜内酯化合物结构鉴定中的应用(I)

梁侨丽1, 2,施国新1   

  1. 1.南京师范大学生命科学学院,江苏南京 210097; 2.南京中医药大学药学院,江苏南京 210029
  • 收稿日期:2003-01-09 修回日期:2003-03-24 出版日期:2003-09-05 发布日期:2003-09-05
  • 作者简介:梁侨丽(1970-),女,江西人,博士,讲师,从事天然物活性成分研究.
  • 基金资助:

    国家自然科学基金资助项目(39670089).

STRUCTURE ELUCIDATION OF SESQUITERPENOIDES FROM ELEPHANTOPUS SCABER USING THE NOESY TECHNIQUE  (I)

LIANG Qiao-li1,2,SHI Guo-xin1   

  1. 1.Nanjing Normal University, Nanjing 210097, China; 2.Nanjing University of Traditional Chinese Medicine, Nanjing 200029, China
  • Received:2003-01-09 Revised:2003-03-24 Online:2003-09-05 Published:2003-09-05
  • Supported by:

    国家自然科学基金资助项目(39670089).

摘要:

明确从地胆草中分离得到的两对牦牛儿内酯型的立体异构体即地胆草种内酯(scabertopin)、异地胆草种内酯(isoscabertopin)、异去氧地胆草内酯(isodeoxyelephantopin)和去氧地胆草内酯(deoxyelephantopin)的C-2相对构型;方法 NOESY技术,并结合这4个化合物的1H NMR,13C NMR,HMQC谱;结果 两对立体异构体的NOESY谱有明显差异;结论 通过分析NOESY谱,找寻H-1相关信息,若发现H-1与H-8,H-9β和14-CH3有NOE相关,可以判断化合物的C-2为α构型,若H-1与H-5,H-7,H-3α及H-9α之间有NOE相关,则化合物的C-2为β构型.

关键词: 核磁共振, NOESY谱, 立体化学, 异构体, 倍半萜内酯

Abstract:

Objective To determine the C-2 conformation of two pair of stereo-isomers of germacranolide type, which are scabertopin and isoscabertopin, isodeoxyel
ephantopin and deoxyelephantopin isolated from Elephantopus scaber. Methods The NOESY technique was used along with 1H NMR,13C NMR and HMQC. Results The differences between the NOESY spectra of the two pairs of stereo-isomers were found. Conclusion The C-2 conformation of the two pairs of stereo-isomers from Elephantopus scaber can be determined through the NOESY technique.

Key words: NMR, NOESY, Elephantopus scaber, sesquiterpenoides, scabertopin, deoxyelephantopin

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