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Chemical Research in Chinese Universities ›› 2009, Vol. 25 ›› Issue (5): 653-656.

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Isolation and Identification of New Impurities in Nomegestrol Acetate

YANG Zhong-duo1,4, ZHANG Xu1, LI Tao1, LI Yuan-chao2* and WANG You-fu3   

  1. 1. School of Life Science and Engineering, Lanzhou University of Technology, Lanzhou 730050, P. R. China;
    2．Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai 201203, P. R. China;
    3. The 2nd Branch Factory of Xianju Pharmaceutical Factory, Xianju 317300, P. R. China;
    4. State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. China
  • Received:2008-08-25 Revised:2008-11-07 Online:2009-09-25 Published:2009-12-07
  • Contact: LI Yuan-chao. E-mail: ycli@mail.shcnc.ac.cn
  • Supported by:

    Supported by the National Natural Science Foundation of China(No.20802031) and the Scientific Research Funds of Lan- zhou University of Technology, China(No.SB08200605).

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Abstract:

Three new and five known steroidal compounds as impurities in nomegestrol acetate(I) were isolated from the enriched mother liquor via various chromatographic methods. Their structures were elucidated by spectrometric analysis and single-crystal X-ray diffraction analysis. New compounds were characterized as 17α-hydroxyl-3-oxoes- trane-5β,17-dicarbonitrile(1), 4-ethyl-17α-hydroxyl-3-oxoestr-4-en-17-carbonitrile(2), 4-ethylestr-4-en-3,17-dione(3). The 13C NMR data of known estrane derivatives(4―7) were also reported first time in this paper. The study may be helpful to identifing and characterizing all the impurities that are present at a level of 0.1% and be useful in the quality control of the production of nomegestrol acetate.

Key words: Steroid; Nomegestrol acetate; Estrane derivative