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

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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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