Novel NGF-potentiating diterpenoids from a Brazilian medicinal plant, Ptychopetalum olacoides
Novel NGF-potentiating diterpenoids from a Brazilian medicinal plant, Ptychopetalum olacoides
复制标题
DOI：
10.1016/j.bmcl.2008.11.100
复制
发表时间：
2009-02-01
影响因子：
2.7
通讯作者：
Fukuyama, Yoshiyasu
中科院分区：
文献类型：
--
作者：
Tang, Wanxia;Kubo, Miwa;Fukuyama, Yoshiyasu
从巴西民间医药中用于治疗神经系统慢性退行性疾病的白屈菜的甲醇提取物中，通过NGF分化的PC12细胞的生物测定定向分离得到四个新的景天烷型二萜化合物，命名为6a，7a-二羟基安妮(1)，7α，20-二羟基安妮(2)，7α-羟基固体内酯I(3)和ptycho-6α，7α-diol(4)。通过广泛的核磁共振波谱分析和化学转化，确定了1-4的结构。化合物1和2在0.1~5 0.0mM和0.1~30.0mM的浓度范围内显著促进NGF介导的PC12细胞突起生长，而化合物3和4在相同浓度范围内对NGF介导的PC12细胞的生长无明显影响。并对这些化合物的构效关系进行了讨论。(C)2008爱思唯尔有限公司。保留所有权利。
D From the MeOH extract of Ptychopetalum olacoides, which is used in Brazilian folk medicine for the treatment of chronic degenerative conditions of the nervous system, four novel clerodane-type diterpenoids named 6a, 7a-dihydroxyannonene (1), 7 alpha,20-dihydroxyannonene (2), 7 alpha-hydroxysolidagolactone I (3), and ptycho-6 alpha, 7 alpha-diol (4) were isolated by bioassay-directed fractionation using NGF-differentiated PC12 cells. The structures of 1-4 were established by extensive NMR spectroscopic analyses and chemical conversion. Compounds 1 and 2 significantly enhanced NGF-mediated neurite outgrowth in PC12 cells at concentrations ranging from 0.1 to 50.0 mu M for 1 and 0.1 to 30.0 mu M for 2, whereas 3 and 4 had no morphological effect on NGF-mediated PC12 cells in the same concentration range. The structure-activity relationship of these compounds is also discussed. (C) 2008 Elsevier Ltd. All rights reserved.