Junceellolides J-L, 11,20-epoxybriaranes from the Gorgonian coral Junceella fragilis
Junceellolides J-L, 11,20-epoxybriaranes from the Gorgonian coral Junceella fragilis
复制标题
DOI：
10.1021/np058077u
复制
发表时间：
2006-02-01
影响因子：
5.1
通讯作者：
Sung, PJ
中科院分区：
文献类型：
--
作者：
Sheu, JH;Chen, YP;Sung, PJ
从柳珊瑚 Junceella fragilis 中分离出了三种新的 11,20-环氧briarane 二萜类化合物 junceellolides J-L (1-3) 以及已知的代谢物 4。使用光谱方法阐明了这些代谢物的结构。发现环己烷环在布芳烷I和4中以船形存在，在2和3中以椅形存在。通过化学转化和单晶X射线衍射分析进一步证实了I的结构。描述了 C-13 NMR 化学位移与具有 11,20 环氧基的杂芳烃中环己烷环构象之间的关系。 Briaranes 2 和 4 对人中性粒细胞弹性蛋白酶的释放显示出轻微的抑制作用。
Three new 11,20-epoxybriarane diterpenoids, junceellolides J-L (1-3), along with a known metabolite, 4, have been isolated from the gorgonian coral Junceella fragilis. The structures of these metabolites were elucidated using spectroscopic methods. The cyclohexane rings were found to exist in boat form in briaranes I and 4 and in chair form in 2 and 3. The structure of I was further confirmed by chemical conversion and single-crystal X-ray diffraction analysis. The relationship between C-13 NMR chemical shifts and the conformation of the cyclohexane ring in briaranes possessing an 11,20epoxy group are described. The briaranes 2 and 4 showed mild inhibitory effects on human neutrophil elastase release.