Cytotoxic linear acetylenes from a marine sponge Pleroma sp.

Cytotoxic linear acetylenes from a marine sponge Pleroma sp.
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DOI:
10.1016/j.tet.2015.10.062
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发表时间:
2015-12-23
期刊:
影响因子:
2.1
通讯作者:
Matsunaga, Shigeki
Matsunaga, Shigeki
中科院分区:
化学3区
文献类型:
--
作者:
Takanashi, Emi;Takada, Kentaro;Matsunaga, Shigeki

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对稀有深海海绵Pleroma sp.的提取物进行生物测定引导的分馏,得到七种新的线性乙炔,即yakushynols A-F(1-6)和neopetroformyne E(7)。化合物1-7的结构由光谱数据分析和化学衍生化相结合确定。化合物1-6是在从末端起的第六个碳处氧化的杜炔大小的海绵衍生的乙炔的第一个实例。化合物1-5和7表现出中等的细胞毒活性。从海绵衍生的直链炔类之间的结构转变推断了新丁酰甲炔A的生物合成路线。(C)2015爱思唯尔有限公司版权所有。
Bioassay-guided fractionation of the extract of the rare deep-sea marine sponge Pleroma sp. afforded seven new linear acetylenes, yakushynols A-F (1-6) and neopetroformyne E (7). The structures of 1-7 were determined by a combination of the analysis of spectroscopic data and chemical derivatization. Compounds 1-6 are the first examples of the sponge-derived acetylenes of the size of duryne with oxidation at the sixth carbon from the terminus. Compounds 1-5 and 7 exhibited moderate cytotoxic activity. A biosynthetic route of neopetroformyne A was inferred from the structural transition among sponge-derived linear acetylenes. (C) 2015 Elsevier Ltd. All rights reserved.