Apratoxin D, a potent cytotoxic cyclodepsipeptide from Papua New Guinea collections of the marine cyanobacteria Lyngbya majuscula and Lyngbya sordida

被引:121
作者
Gutierrez, Marcelino [1 ,2 ]
Suyama, Takashi L. [1 ,2 ]
Engene, Niclas [1 ,2 ]
Wingerd, Joshua S. [1 ,2 ]
Matainaho, Teatulohi [3 ]
Gerwick, William H. [1 ,2 ]
机构
[1] Univ Calif San Diego, Scripps Inst Oceanog, Ctr Marine Biotechnol & Biomed, La Jolla, CA 92093 USA
[2] Univ Calif San Diego, Skaggs Sch Pharm & Pharmaceut Sci, La Jolla, CA 92093 USA
[3] Univ Papua New Guinea, Discipline Pharmacol, Sch Med & Hlth Sci, Waigani, Papua N Guinea
来源
JOURNAL OF NATURAL PRODUCTS | 2008年 / 71卷 / 06期
关键词
D O I
10.1021/np800121a
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
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.
引用
收藏
页码:1099 / 1103
页数:5
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