巴西药用植物 Ptychopetalum olacoides 中具有神经营养作用的新型二萜化合物。
Novel NGF-potentiating diterpenoids from a Brazilian medicinal plant, Ptychopetalum olacoides.
机构信息
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, 180 Yamashiro-cho, Tokushima 770-8514, Japan.
出版信息
Bioorg Med Chem Lett. 2009 Feb 1;19(3):882-6. doi: 10.1016/j.bmcl.2008.11.100. Epub 2008 Dec 3.
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 6alpha,7alpha-dihydroxyannonene (1), 7alpha,20-dihydroxyannonene (2), 7alpha-hydroxysolidagolactone I (3), and ptycho-6alpha,7alpha-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 microM for 1 and 0.1 to 30.0 microM 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.
从巴西民间医学中用于治疗慢性退行性神经系统疾病的 Ptychopetalum olacoides 的 MeOH 提取物中，通过使用 NGF 分化的 PC12 细胞进行生物测定指导的分级分离，分离出了四个新型 clerodane 型二萜类化合物，分别命名为 6alpha,7alpha-二羟基annonene（1）、7alpha,20-二羟基annonene（2）、7alpha-羟基 solidagolactone I（3）和 ptycho-6alpha,7alpha-二醇（4）。通过广泛的 NMR 光谱分析和化学转化确定了 1-4 的结构。化合物 1 和 2 在浓度为 0.1 至 50.0 microM 范围内显著增强了 NGF 介导的 PC12 细胞的神经突生长，而化合物 3 和 4 在相同浓度范围内对 NGF 介导的 PC12 细胞没有形态影响。还讨论了这些化合物的结构-活性关系。
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