Apratoxin D, a potent cytotoxic cyclodepsipeptide from Papua New Guinea collections of the marine cyanobacteria Lyngbya majuscula and Lyngbya sordida
Apratoxin D, a potent cytotoxic cyclodepsipeptide from Papua New Guinea collections of the marine cyanobacteria Lyngbya majuscula and Lyngbya sordida
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DOI：
10.1021/np800121a
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发表时间：
2008-06-01
影响因子：
5.1
通讯作者：
Gerwick, William H.
中科院分区：
文献类型：
--
作者：
Gutierrez, Marcelino;Suyama, Takashi L.;Gerwick, William H.
对巴布亚新几内亚海洋蓝藻 Lyngbya majuscula 和 Lyngbya sordida 的提取物进行癌细胞毒性引导分级分离，从而分离出 apratoxin D (1)。化合物 I 含有与阿帕毒素 A 和 C 相同的大环，但具有新型 3,7-二羟基-2,5,8,10,10-五甲基十一烷酸作为聚酮化合物部分。通过广泛的 1D 和 2D NMR 和 MS 数据分析，并与 apratoxins A 和 C 的光谱数据进行比较，确定了化合物 1 的平面结构和立体结构。Apratoxin D (1) 对 H-460 人肺癌细胞表现出有效的体外细胞毒性，IC50 值为 2.6 nM。
Cancer cell toxicity-guided fractionation of extracts of the Papua New Guinea marine cyanobacteria Lyngbya majuscula and Lyngbya sordida led to the isolation of apratoxin D (1). Compound I contains the same macrocycle as apratoxins A and C but possesses the novel 3,7-dihydroxy-2,5,8,10,10-pentamethylundecanoic acid as the polyketide moiety. The planar structures and stereostructures of compound 1 were determined by extensive 1D and 2D NMR and MS data analyses and by comparison with the spectroscopic data of apratoxins A and C. Apratoxin D (1) showed potent in vitro cytotoxicity against H-460 human lung cancer cells with an IC50 value of 2.6 nM.