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Unusual ent-atisane type diterpenoids with 2-oxopropyl skeleton from the roots of Euphorbia ebracteolata and their antiviral activity against human rhinovirus 3 and enterovirus 71
Bioorganic Chemistry ( IF 5.1 ) Pub Date : 2018-08-22 , DOI: 10.1016/j.bioorg.2018.08.029
Bo Wang , Yunlong Wei , Xinyu Zhao , Xiangge Tian , Jing Ning , Baojing Zhang , Sa Deng , Dawei Li , Xiaochi Ma , Chao Wang

Two novel ent-atisane type diterpenoids possessing the extra unusal 2-oxopropyl moiety (1 and 2) and four known analogues have been isolated from the roots of Euphorbia ebracteolata. The structures and absolute configurations of these compounds were determined by extensive spectroscopic data analysis, including 2D NMR, single-crystal X-ray crystallography, 13C NMR calculation, and electronic circular dichroism spectra calculation. Compounds 1 and 2 are the first examples of natural products with ent-atisane type diterpenoids possessing 2-oxopropyl skeleton. Compounds 2, 3, 5, and 6 show antiviral activities against human rhinovirus 3, with IC50 values of 25.27–90.35 μM. Compounds 5 and 6 showed moderate antiviral activities against EV71 at a concentration of 100 μM.



中文翻译:

不寻常的ENT -atisane型二萜类化合物与2-氧代丙基从根部骨架月腺大戟和它们对人鼻病毒3和肠道病毒71抗病毒活性

大戟属植物的根中分离出了两个具有额外的不常用的2-氧代丙基部分(12)的新的ent- atisane型二萜类化合物和四个已知的类似物。这些化合物的结构和绝对构型是通过广泛的光谱数据分析确定的,包括2D NMR,单晶X射线晶体学,13 C NMR计算和电子圆二色光谱计算。化合物12是天然产物的首个实例,其天然映体型二萜类化合物具有2-氧代丙基骨架。化合物23图5和图6显示了针对人类鼻病毒3的抗病毒活性,IC 50值为25.27–90.35μM。化合物56在100μM的浓度下表现出对EV71的中等抗病毒活性。

更新日期:2018-08-22
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