星珊瑚型倍半萜类化合物来自软珊瑚 Sinularia capillosa。

Asteriscane-type sesquiterpenoids from the soft coral Sinularia capillosa.

机构信息

State Key Laboratory of Natural and Biomimetic Drugs, Peking University , Beijing 100191, People's Republic of China.

出版信息

J Nat Prod. 2013 Sep 27;76(9):1753-63. doi: 10.1021/np400480p. Epub 2013 Aug 21.

Abstract

Chemical examination of the soft coral Sinularia capillosa collected from the South China Sea resulted in the isolation of 14 new asteriscane-type sesquiterpenoids, namely, capillosananes A-N (1-14), four new seco-asteriscanes, capillosananes O-R (15-18), and (-)-sinularone A and sinularone A. Their structures were determined on the basis of extensive spectroscopic analyses, while the absolute configurations were determined by CD and ECD calculation, Mosher's method, and chemical conversion. This is the first report of asteriscane-type sesquiterpenoids from soft corals, and capillosananes Q (17) and R (18) represent new seco-asteriscane skeletons. Capillosanane A exhibited potent antifouling activity against Balanus amphitrite, with an IC₅₀ value of 9.70 μM, while capillosananes B and I and (-)-sinularone A inhibited inflammation-related TNF-α in vitro.

摘要

从南海采集的软珊瑚 Sinularia capillosa 的化学研究结果分离出 14 种新的 asteriscane 型倍半萜，分别为 capillosananes A-N（1-14），四种新的 seco-asteriscanes，capillosananes O-R（15-18），以及 (-)-sinularone A 和 sinularone A。它们的结构是基于广泛的光谱分析确定的，而绝对构型是通过 CD 和 ECD 计算、Mosher 法和化学转化确定的。这是首次从软珊瑚中分离出 asteriscane 型倍半萜，capillosananes Q（17）和 R（18）代表了新的 seco-asteriscane 骨架。Capillosanane A 对藤壶 Amphitrite 具有很强的抗污活性，IC₅₀ 值为 9.70 μM，而 capillosananes B 和 I 以及 (-)-sinularone A 则在体外抑制炎症相关的 TNF-α。