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Chinese Journal of Organic Chemistry >

2013 , Vol. 33 >Issue 06: 1273 - 1278

DOI: https://doi.org/10.6023/cjoc201303055

Articles

Steroids and Phenylpropanoids with Immunomodulatory Activities from the Stem Barks of Cinnamomum wilsonii

  • Wei Xialan ,
  • Shu Penghua ,
  • Liu Tingting ,
  • Xiang Ming ,
  • Zhang Jinwen ,
  • Xue Yongbo ,
  • Luo Zengwei ,
  • Yao Guangmin ,
  • Zhang Yonghui
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  • a School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030;
    b Tongji Hospital Affiliated to Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030

Received date: 2013-03-31

  Revised date: 2013-04-28

  Online published: 2013-05-31

Supported by

Project supported by the Scientific Research Foundation for the Returned Oversea Chinese Scholars, Ministry of Education (No.2010-1561, 40th) and the Program for New Century Excellent Talents in University, Ministry of Education (No.NCET-2008-0224).

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Abstract

A new steroid, (3S,22R,24R)-stigmast-5-ene-3β,22α-diol (1), together with ten known compounds, stigmast-5-ene-3β,7α,22α-triol (2), 24-ethylcholest-5-ene-3β,4β,22α-triol (3), stigmast-5-ene-3β,7α-diol (4), β-sitosterol (5), β-daucosterol (6), (1R,2R)-1-(4-hydroxy-3-methoxyphenyl)-1,2,3-propanetriol (7), (1S,2S)-1-(4-hydroxy-3-methoxyphenyl)- 1,2,3-propanetriol (8), eugenol (9), methoxyeugenol (10), and methyl (E)-ferulate (11) were isolated from the stem barks of Cinnamomum wilsonii.The structure including the absolute configuration of 1 was determined by spectroscopic data interpretation and X-ray single-crystal diffraction analysis with Cu Kα irradiation.Compounds 1～11 were evaluated for immunomodulatory activities against murine lymphocytes.1, 5 and 6 significantly inhibited the proliferation of murine ConA-induced T cells, and 6 and 9 significantly inhibited the proliferation of LPS-induced murine B cells.

Key words： Cinnamomum wilsonii; (3S,22R,24R)-stigmast-5-ene-3β,22α-diol; X-ray single-crystal diffraction; absolute con?guration; immunomodulatory activity

Cite this article

Wei Xialan , Shu Penghua , Liu Tingting , Xiang Ming , Zhang Jinwen , Xue Yongbo , Luo Zengwei , Yao Guangmin , Zhang Yonghui . Steroids and Phenylpropanoids with Immunomodulatory Activities from the Stem Barks of Cinnamomum wilsonii[J]. Chinese Journal of Organic Chemistry, 2013 , 33(06) : 1273 -1278 . DOI: 10.6023/cjoc201303055

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