泽漆部分化学成分研究

Study on chemical constituents of Euphorbia helioscopia L

目的研究大戟属植物泽漆的化学成分,并对分离得到的单体化合物进行初步抗银屑病活性筛选。方法泽漆全草的90%乙醇提取物经石油醚和氯仿萃取粗分离,再分别经过硅胶柱层析、SephadexLH-20柱层析、ODS-C18柱层析,薄层色谱检识及重结晶等方法进行系统分离和纯化,并通过核磁共振氢谱、核磁共振碳谱、二维核磁共振、质谱等光谱学技术进行结构鉴定。应用人胆囊收缩素/缩胆囊素八肽(CCK-8)法体外检测单体化合物对人角质形成细胞(HaCaT)的抑制作用,酶联免疫吸附测定(Elisa)法检测单体化合物的抗炎活性。结果从石油醚部位和氯仿部位分离纯化得到6个化合物,分别为豆甾-5-烯-3β,7α-二醇,24R-环阿屯-25-烯-3β,24-二醇,24S-环阿屯-25-烯-3β,24-二醇,阿替生烷-3β,16α,17-三醇,3,12-dihydroxy-clerodan-13E-en-15-oicacid,巨大戟醇。结论其中化合物豆甾-5-烯-3β,7α-二醇为首次从大戟属中分离得到,化合物24R-环阿屯-25-烯-3β,24-二醇,24S-环阿屯-25-烯-3β,24-二醇,阿替生烷-3β,16α,17-三醇,3,12-dihydroxy-clerodan-13E-en-15-oicacid,巨大戟醇为首次从泽漆中分离得到。化合物豆甾-5-烯-3β,7α-二醇,阿替生烷-3β,16α,17-三醇,3,12-dihydroxy-clerodan-13E-en-15-oicacid,巨大戟醇体外给药可抑制HaCaT细胞的增殖,并可减少肿瘤坏死因子α(TNF-α)诱导的HaCaT细胞白介素6(IL-6)的分泌,从而具备银屑病作用。

Objective To investigate the chemical constituents of Euphorbia helioscopia L and their anti-psoriasis activities.Methods The separation and purification of constituents were performed by silica gel,Sephadex LH-20,MCI,ODS-C18 and recrystalli- zation.Their structures were elucidated by spectroscopic methods.The effects of these constituents on HaCaT Cell proliferation were measured by CCK-8 assay.And their anti-inflammatory effects were measured by Elisa.Result Six compounds were isolated and their structures were identified as stigmast-5-en-3β,7α-diol,(24R)-cycloart-25-ene-3β,24-diol,(24S)-cycloart- 25-ene-3β,24-diol,ent-atisane-3β,16α,17-triol,3,12-dihydroxyclerodan-13E-en-15-oic acid,ingenol.Conclusion Compounds stigmast-5-en-3β,7α-diol was isolated from this genus for the first time.Compounds(24R)-cycloart-25-ene-3β,24-diol,(24S)-cycloart- 25-ene-3β,24-diol,ent-atisane-3β,16α,17-triol,3,12-dihydroxyclerodan-13E-en-15-oic acid,ingenol were isolated from Euphorbia helioscopia L for the first time.Compounds stigmast-5-en-3β,7α-diol,ent-atisane-3β,16α,17-triol,3,12-dihydroxyclerodan-13E-en-15-oic acid, ingenol were potent inhibitors against HaCaT cells in vitro and were capable of decreasing IL-6 in TNF-α stimulated HaCaT cells in vitro.