Chinese Journal of Magnetic Resonance ›› 2015, Vol. 32 ›› Issue (1): 95-104.doi: 10.11938/cjmr20150111

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Stereochemistry and Spectral Assignment of Thebaine Derivatives: A 1D NOESY NMR Study

JIANG Dan1*,XU Jia2   

  1. 1. Institute of Pharmacology and Toxicology, Academy of Military Medical Sciences, Beijing 100850, China;
    2. Peking Union Medical College Hospital, Beijing 100730, China
  • Received:2014-06-17 Revised:2015-01-12 Online:2015-03-05 Published:2015-03-05
  • About author:*Corresponding author:JIANG Dan, Tel: +86-13671259606, E-mail: jiangdan@263.net.cn.

Abstract:

Using analgesic dihydroetophine (compound 1) as the example, the stereochemical structures of thebaine derivatives were studied by NMR spectroscopy.
Multiple-frequency selective excitation double pulsed field gradient spin echo 1D NOESY experiments in combination with 2D NMR techniques were used to assign the severely overlapped 1H and 13C resonances from compound 1. According to results of 1D NOESY experiments and the coupling constants measured, the conformational property and C-7 configuration of compound 1 in deuteriochloroform solution were elucidated.

Key words: NMR, 1D NOESY, thebaine, derivatives, stereochemistry

CLC Number: