Chinese Journal of Applied Chemistry ›› 2015, Vol. 32 ›› Issue (3): 273-277.DOI: 10.11944/j.issn.1000-0518.2015.03.140202

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Synthesis and Antiproliferative Activity of 22-Abeo-stigmast-22-nitrogen-containing Compounds

YANG Leia, FAN Lianghuab, ZHAO Dandana, QI Binbina, GAN Chunfanga, CUI Jian'guoa, HUANG Yanmina, *   

  1. aCollege of Chemistry and Life Science,Guangxi Teachers Education University,Nanning,Guangxi 530001,China
    bYouth League Committee of Yongan,Sanming,Fujian 360000,China
  • Received:2014-06-10 Accepted:2014-10-29 Published:2015-03-02 Online:2015-03-02
  • Contact: Yanmin HUANG
  • Supported by:
    Supported by the Natural Science Fund of Education Department of Guangxi Province(No.201202ZD059)

Abstract:

Using stigmasterol as a starting material, 3β-acetoxycholest-5-ene-22-al was obtained by the protection of 3-hydroxyl and 5-double bond prior to the ozonolysis of 22-ene. Some 22-abeo-stigmast-22-nitrogen-containing compounds were synthesized by the condensation of aldehydes with semicarbazides and thiosemicarbazides. The structure of compounds were confirmed with NMR, IR and MS. Their antiproliferative activities against six kinds of cancer cells were evaluated with MTT method. Compound 8 with the 22-thiosemicarbazone group exhibits significant inhibitory activity on MGC 7901, Hela, SMMC 7404 and CNE-2 cells with the IC50 values of 10.5, 11.6, 8.7 and 11.9 μmol/L, respectively.

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Key words: 22-abeo-stigmast-22-nitrogen-containing compounds, antiproliferative activity, synthesis

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