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Polyoxygenated Cembranoids from Soft Coral Lobophytum Crassum and Their Anti‐tumoral Activities
Chinese Journal of Chemistry ( IF 5.5 ) Pub Date : 2020-10-23 , DOI: 10.1002/cjoc.202000539
Fang‐Zhou Yin 1, 2 , Xia‐Juan Huan 1 , I. Wayan Mudianta 3 , Ze‐Hong Miao 1 , Hong Wang 2 , Yue‐Wei Guo 1, 2 , Xu‐Wen Li 1
Affiliation  

Four new cembranoids, 6‐oxo‐cembrene‐A (1), lobocrassins G—H (2—3), and 14‐epi‐lobophytolide B (4), along with eight known related compounds (5—12), were isolated from the South China Sea soft coral Lobophytum crassum. Their structures were established by extensive spectroscopic analysis and by comparison of the spectral data with those reported in the literatures. The absolute stereochemistry of 14‐epi‐lobophytolide B (4) was established by time‐dependent density functional theory electronic circular dichroism (TDDFT‐ECD) calculations, whereas that of three known metabolites (6, 11 and 12) was also determined, for the first time, by using modified Mosher's method and/or X‐ray diffraction analyses. In bioassay, the cembranoids 6, 7 and 12 showed significant anti‐tumoral activity against A549, HT‐29, SNU‐398 and Capan‐1 tumor cell lines with IC50 values ranging from 1.5 to 7.4 μmol/L. A preliminary structure‐activity relationship was also discussed.image

中文翻译:

软珊瑚牙果中的多氧合mb骨及其抗肿瘤活性

分离出了四个新的天花类化合物,即6-氧代-脑膜磷脂-A(1),叶球菌素GH(2-3)和14-表位叶绿素B(4),以及八个已知的相关化合物(5-12)。来自南海的软珊瑚景天。通过广泛的光谱分析以及将光谱数据与文献中报道的光谱进行比较,确定了它们的结构。14- Epi的绝对立体化学lobophytolide B(4)是根据时间依赖性密度泛函理论电子圆二色性(TDDFT-ECD)计算而建立的,而这三种已知代谢物(6、11和12)的首次测定也是通过改进Mosher的方法和/或X射线衍射分析。在生物测定中,6、7和12对A549,HT-29,SNU-398和Capan-1肿瘤细胞系表现出显着的抗肿瘤活性,IC 50值范围为1.5至7.4μmol/ L。还讨论了初步的构效关系。图像
更新日期:2020-10-23
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