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Tridiscorhabdin and Didiscorhabdin, the First Discorhabdin Oligomers Linked with a Direct C-N Bridge from the Sponge Latrunculia biformis Collected from the Deep Sea in Antarctica.
Journal of Natural Products ( IF 3.3 ) Pub Date : 2020-02-27 , DOI: 10.1021/acs.jnatprod.0c00023
Fengjie Li 1 , Pankaj Pandey 2 , Dorte Janussen 3 , Amar G Chittiboyina 2 , Daneel Ferreira 2 , Deniz Tasdemir 1, 4
Affiliation  

Guided by LC-MS/MS molecular networking-based metabolomics and cytotoxic activity, two new discorhabdin-type alkaloids, tridiscorhabdin (1) and didiscorhabdin (2), were isolated from the sponge Latrunculia biformis, collected from the Weddell Sea (Antarctica) at -291 m depth. Their structures were established by HRESIMS, NMR, [α]D, and ECD data coupled with DFT calculations. Both compounds bear a novel C-N bridge (C-1/N-13) between discorhabdin monomers, and 1 represents the first trimeric discorhabdin molecule isolated from Nature. Tridiscorhabdin (1) exhibited strong cytotoxic activity against the human colon cancer cell line HCT-116 (IC50 value 0.31 μM).

中文翻译:

Tridiscorhabdin 和 Didiscorhabdin,第一个 Discorhabdin 低聚物与来自从南极洲深海收集的海绵 Latrunculia biformis 的直接 CN 桥连接。

在基于 LC-MS/MS 分子网络的代谢组学和细胞毒活性的指导下,两种新的 discorhabdin 型生物碱,tridiscorhabdin (1) 和 didiscorhabdin (2),从海绵 Latrunculia biformis 中分离出来,从 Weddell Sea(南极洲)收集-291 m 深度。它们的结构是通过 HRESIMS、NMR、[α]D 和 ECD 数据以及 DFT 计算确定的。这两种化合物在 discorhabdin 单体之间都带有一个新的 CN 桥 (C-1/N-13),1 代表第一个从 Nature 中分离出来的三聚体 discorhabdin 分子。Tridiscorhabdin (1) 对人结肠癌细胞系 HCT-116 表现出强烈的细胞毒活性(IC50 值为 0.31 μM)。
更新日期:2020-02-27
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