毡毛马兰化学成分研究

Chemical constituents from Kalimeris shimadae

目的研究毡毛马兰的化学成分。方法应用硅胶柱色谱、RP-18中压柱色谱、Sephadex LH-20葡聚糖凝胶、半制备HPLC等方法对毡毛马兰80%(体积分数)乙醇提取物进行分离纯化,并利用核磁共振波谱技术进行结构鉴定。以LPS诱导的小鼠巨噬细胞RAW264.7为模型测试了化合物对细胞中NO的生成抑制活性。结果从毡毛马兰中分离得到10个化合物,分别鉴定为:3-吲哚甲酸(1)、3-吲哚甲酸-β-D-吡喃葡萄糖苷(2)、3-methylcarboxymethyl-indole-1-N-β-D-glucopyranoside(3)、5-(methoxymethyl)furan-2-carbaldehyde(4)、白花前胡苷(5)、2-苯乙基-β-D-吡喃葡萄糖苷(6)、对香豆酸乙酯(7)、neroplomacrol(8)、(3E,5E)-6-(5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)-3-methylhexa-3,5-diene-1,2-diol(9)、(1R,4S,10R)10,11-dimethyl-dicyclohex-5(6)-en-1,4-diol-7-one(10)。所有化合物的抑制活性IC_(50)值均大于50μmol·L^(-1)。结论以上化合物均为首次从马兰属植物中分离得到,且对LPS诱导的小鼠巨噬细胞RAW264.7中NO的生成无明显抑制活性。

To study the chemical constituents from Kalimeris shimadae,ten compounds were isolated from the 80%ethanol extract by silica gel column,RP-18 medium pressure column,Sephadex LH-20 column,preparative HPLC.These compounds were identified as indolyl-3-carboxylic acid(1),β-D-glucopyranosyl indole-3-carboxylic acid(2),3-methylcarboxymethyl-indole-1-N-β-D-glucopyranoside(3),5-(methoxymethyl)furan-2-carbaldehyde(4),baihuaqianhuside(5),2-phenylethyl-β-D-glucopyranoside(6),(E)-ethyl 3-(4'-hydroxyphenyl)acrylate(7),neroplomacrol(8),(3E,5E)-6-(5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)-3-methylhexa-3,5-diene-1,2-diol(9),(1R,4S,10R)10,11-dimethyldicyclohex-5(6)-en-1,4-diol-7-one(10)by NMR and other spectroscopic techniques.All the compounds were isolated from the genus Kalimeris for the first time and none of the compounds showed significant inhibition of nitric oxide(NO)production in lipopolysaccharide(LPS)-stimulated RAW264.7 macrophages.