Spiroetherones A and B, sesquiterpene naphthoquinones, as angiogenesis inhibitors from the marine sponge Dysidea etheria,Organic Chemistry Frontiers

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Spiroetherones A and B, sesquiterpene naphthoquinones, as angiogenesis inhibitors from the marine sponge Dysidea etheria
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2019/12/09 , DOI: 10.1039/c9qo01346f
Wei-Hua Jiao _{1,

2,

3,

4,

5} , Qi-Hang Xu _{1,

2,

3,

4,

5} , Jie Cui _{1,

2,

3,

4,

5} , Ru-Yi Shang _{1,

2,

3,

4,

5} , Yun Zhang _{6,

7,

8,

9} , Jia-Bao Sun _{1,

2,

3,

4,

5} , Qi Yang _{1,

2,

3,

4,

5} , Ke-Chun Liu _{6,

7,

8,

9} , Hou-Wen Lin _{1,

2,

3,

4,

5}

Affiliation

Spiroetherones A (1) and B (2), a pair of sesquiterpene naphthoquinones with an unprecedented “spiroetherane” carbon skeleton, were isolated from the marine sponge Dysidea etheria collected from the South China Sea. Their structures and absolute configurations were determined by spectroscopic analyses coupled with quantum chemistry DFT GIAO ¹³C NMR and ECD calculations. Spiroetherone A (1) showed anti-angiogenic activity in a zebrafish model with an IC₅₀ value of 2.4 μM. In addition, the plausible biogenetic pathway of the two metabolites is proposed.

中文翻译：

螺醚A和B，倍半萜萘醌，作为海洋海绵Dysidea etheria的血管生成抑制剂

从南海收集的海洋海绵Dysidea etheria中分离出了一对具有倍前的“螺醚烷”碳骨架的倍半萜烯萘醌A（1）和B（2）。通过光谱分析以及量子化学DFT GIAO ¹³ C NMR和ECD计算确定了它们的结构和绝对构型。Spiroetherone A（1）在斑马鱼模型中显示出抗血管生成活性，IC ₅₀值为2.4μM 。另外，提出了两种代谢物的合理生物遗传途径。

更新日期：2020-02-13

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