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贵州天名精中倍半萜内酯类的化学成分研究(1)
http://www.100md.com 2016年6月1日 《中国中药杂志》2016年第11期
     [摘要] 利用各种色谱技术从贵州天名精的丙酮提取部位分离得18个倍半萜内酯化合物。通过全面的光谱数据鉴定了它们的结构,涉及2个卡拉布烷型倍半萜天名精内酯酮(1),4R-天名精内酯醇(2); 3个桉烷型倍半萜大叶土木香内酯(3),3-epi-isotelekin(4),1α-hydroxypinatifidin(5); 8个愈创木烷型倍半萜[4β,10α-dihydroxy-5α(H)-1,11(13)-guaidien-8α,12-olide(6),8-epi-helenium lactone(7),4-epi-isoinuviscolide(8),9β,10β-epoxy-4α-hydroxy-1β-H,11α-H-guaian-8α,12-olide(9),4α,10α-dihydroxy-1β(H),5β(H)-guaian-11(13)-en-8α,12-olide(10),4α-hydroxy-9β,10β-epoxy-11β-H,5α-H-guaian-11(13)-en-8α,12-olide(11),4α-hydroxy-1β,5α, 11α-H-guaian-9(10)-en-8α,12-olide(12),inuviscolide(13)],1个伪愈创木烷型倍半萜[(+)-confertin(14); 3个吉马烷型倍半萜madolin B(15),carabrolactone A(16),11(13)-去氢腋生依瓦菊素(17); 及1个苍耳烷型倍半萜tomentosin(18),其中,化合物1的绝对构型用X-射线单晶衍射法确认,而化合物2的C-4位手性中心的绝对构型用改良mosher法确定。化合物2~5,7,9~15均为首次从本种分离得到,而其中化合物4~5,7,12~15又为首次从本属植物分离得到。另外,采用大鼠嗜铬细胞瘤细胞(PC12细胞)为研究模型,在细胞形态观察和细胞分化率统计学分析的基础上评价了化合物1~3,6和17的神经营养活性,但研究结果显示它们均无活性。

    [关键词]贵州天名精; 倍半萜内酯; X-射线单晶衍射法; 改良mosher法; 神经营养

    [Abstract]By using various chromatographic techniques,18 sesquiterpene lactones were isolated from the acetone extract of Carpesium faberi. Their structures were identified on the basis of comprehensive spectroscopic data, involving 2 carabrane sesquiterpenoids[carabrone(1), 4R-carabrol(2)], 3 eudesmane sesquiterpenoids[granilin(3), 3-epi-isotelekin(4), 1α-hydroxypinatifidin(5)], 8 guaiane sesquiterpenoids[4β,10α-dihydroxy-5α(H)-1,11(13)-guaidien-8α,12-olide(6), 8-epi-helenium lactone(7), 4-epi-isoinuviscolide(8), 9β,10β-epoxy-4α-hydroxy-1β-H,11α-H-guaian-8α,12-olide(9), 4α,10α-dihydroxy-1β(H),5β(H)-guaian-11-(13)-en-8α,12-olide(10), 4α-hydroxy-9β,10β-epoxy-11β-H,5α-H-guaian-11(13)-en-8α,12-olide(11), 4α-hydroxy-1β,5α,11α-H-guaian-9(10)-en-8α,12-olide(12), inuviscolide(13)], 1 pseudoguaiane sesquiterpenoid[(+)-confertin(14)], 3 germacrane sesquiterpenoids[madolin B(15), carabrolactone A(16),11(13)-dehydroivaxillin(17)], 1 xanthane sesquiterpenoid[tomentosin(18)]. Furthermore, the absolute configuration of 1 was confirmed by Cu-Kα X-ray crystallographic analysis,and the R-configuration of the chiral center at C-4 in 2 was established by the modified Mosher′s method.The compounds 2-5, 7 and 9-15 were isolated from this plant for the first time, and compounds 4-5, 7, and 12-15 were isolated from this genus for the first time.In addition, the neurotrophic activity of compounds 1-3, 6 and 17 were evaluated by morphological observation and statistical analysis of cells differentiation, using rat pheochromocytoma(PC12)cells as a model system. However, all compounds were inactive. (杨勇勋)
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