川桂皮中具有免疫调节活性的甾体和苯丙素类化学成分  

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

作　　者：魏夏兰[1] 舒朋华[1] 刘婷婷[1] 向明[1] 张锦文[2] 薛永波[1] 罗增伟[1] 姚广民[1] 张勇慧[1] 

机构地区：[1]华中科技大学同济医学院药学院,武汉430030 [2]华中科技大学同济医学院附属同济医院,武汉430030

出　　处：《有机化学》2013年第6期1273-1278,共6页Chinese Journal of Organic Chemistry

基　　金：教育部留学回国人员科研启动基金(No.2010-1561;第40批);教育部新世纪优秀人才计划(No.NCET-2008-0224)资助项目~~

摘　　要：对川桂Cinnamomum wilsonii皮的化学成分进行了研究,从中分离并鉴定出1个新的甾体类化合物,(3S,22R,24R)-stigmast-5-ene-3β,22α-diol(1),和10个已知化合物,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-谷甾醇(5),β-胡萝卜苷(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),丁子香酚(9),甲氧基丁子香酚(10)和methyl(E)-ferulate(11).通过波谱分析和Cu靶单晶X射线衍射方法确定了新化合物1的结构及其绝对构型.测试了化合物1～11的体外免疫调节活性,1,5和6能显著抑制刀豆A诱导的小鼠T细胞增殖,6和9能显著抑制脂多糖诱导的小鼠B细胞增殖.A new steroid, （3S,22R,24R）-stigmast-5-ene-3fl,22a-diol （1）, together with ten known compounds, stig- mast-5-ene-3fl,7a,22a-triol （2）, 24-ethylcholest-5-ene-3fl,4fl,22a-triol （3）, stigmast-5-ene-3fl,7a-diol （4）, fl-sitosterol （5）, /^-daucosterol （6）, （1R,2R）-l-（4-hydroxy-3-methoxyphenyl）-l,2,3-propanetriol （7）, （1S,2S）-l-（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 interpre- tation and X-ray single-crystal diffraction analysis with Cu Kct irradiation. Compounds 1 ~ 11 were evaluated for immuno- modulatory 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.

关 键 词：川桂 (3S 22R 24R)-stigmast-5-ene-3β 22α-diol 单晶X射线衍射 绝对构型 免疫调节活性 

分 类 号：R284[医药卫生—中药学]