State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, China; College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, China.
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, China.
Bioorg Med Chem Lett. 2019 Jan 15;29(2):185-188. doi: 10.1016/j.bmcl.2018.12.004. Epub 2018 Dec 3.
Different chemotypes of Sinularia flexibilis exist in the Hainan island. Thus, a collection of this soft coral from a location different from the one of our previous study afforded three novel cembranoid esters featuring a n-butyl alcohol moiety, a structural element rare in natural products of both terrestrial and marine origin. The structures of the new compounds were elucidated by detailed spectroscopic analysis and by the comparison of their spectroscopic data with those reported in the literature. In addition, the absolute stereochemistry of the previously reported diepoxycembrene (9) was first time determined by the X-ray diffraction analysis. In bioassays, compounds 6-8 exhibited strong anti-inflammatory effect with IC values of 2.7, 4.7, and 4.2 μM, respectively, whereas compound 5 displayed cytotoxicity against several cancer cells with IC values ranging from 8.9 to 27.4 μM. A preliminary structural-activity relationship (SAR) was also described.
在海南岛存在不同化学型的软珊瑚 Sinularia flexibilis。因此，从与我们之前研究的地点不同的地点采集这种软珊瑚，得到了三种新型的海松烷酯，其特征在于具有正丁醇部分，这是陆地和海洋来源的天然产物中罕见的结构单元。通过详细的光谱分析以及与文献中报道的光谱数据的比较，阐明了新化合物的结构。此外，通过 X 射线衍射分析首次确定了先前报道的双环氧海松烷（9）的绝对立体化学。在生物测定中，化合物 6-8 分别表现出强抗炎作用，IC 值为 2.7、4.7 和 4.2μM，而化合物 5 对几种癌细胞具有细胞毒性，IC 值范围为 8.9 至 27.4μM。还描述了初步的结构-活性关系（SAR）。
