Central Laboratory , Seventh People's Hospital of Shanghai University of TCM , Shanghai 200137 , People's Republic of China.
Medical Laboratory , Seventh People's Hospital of Shanghai University of TCM , Shanghai 200137 , People's Republic of China.
J Nat Prod. 2018 Aug 24;81(8):1701-1710. doi: 10.1021/acs.jnatprod.7b01036. Epub 2018 Aug 14.
Nine new minor diterpenoids, jatrogossones A-I (1-9), and six known analogues (10-15) were separated from an extract of the branches and leaves of Jatropha gosspiifolia. Compounds 4-6 and 10, possessing a 5/11 fused-ring skeleton, and 8, 9, and 13, with a 5/9/5 fused-ring skeleton, represent rare diterpenoid skeletons that have been found only in compounds isolated from plants of the Jatropha genus. The absolute configurations of 1-10 were defined by using a combination of electronic circular dichroism data analysis and single-crystal X-ray diffraction data. The cytotoxicity of the diterpenoids was evaluated using RKO and LOVO colon cancer cells in which regenerating islet-derived protein 3-alpha (Reg3A) is highly expressed. Compound 12 exhibited cytotoxicity against RKO colon cancer cells with an IC value of 2.6 μM. Morphological features of apoptosis and antimigration activities were evaluated in 12-treated RKO cells. Compound 12 effectively induced apoptosis of RKO, which was associated with G/M-phase cell cycle arrest. Flow cytometric analysis showed that the treatment by 12 significantly induced RKO cell apoptosis in a dose-dependent manner.
从麻疯树的枝叶提取物中分离得到了 9 种新的小二萜类化合物 jatrogossones A-I（1-9）和 6 种已知类似物（10-15）。化合物 4-6 和 10 具有 5/11 稠合环骨架，化合物 8、9 和 13 具有 5/9/5 稠合环骨架，它们代表了仅在从麻疯树属植物中分离得到的化合物中发现的罕见二萜骨架。通过电子圆二色性数据分析和单晶 X 射线衍射数据的组合，确定了 1-10 的绝对构型。使用在高度表达再生胰岛衍生蛋白 3-α（Reg3A）的 RKO 和 LOVO 结肠癌细胞评估二萜的细胞毒性。化合物 12 对 RKO 结肠癌细胞表现出细胞毒性，IC 值为 2.6 μM。在 12 处理的 RKO 细胞中评估了形态学特征的细胞凋亡和抗迁移活性。化合物 12 有效诱导 RKO 细胞凋亡，与 G/M 期细胞周期阻滞有关。流式细胞术分析表明，12 以剂量依赖的方式显著诱导 RKO 细胞凋亡。
