Laurefurenynes A-F, new Cyclic Ether Acetogenins from a Marine Red Alga, Laurencia sp.

被引:30
作者
Abdel-Mageed, Wael M. [1 ,2 ]
Ebel, Rainer [1 ]
Valeriote, Fred A. [3 ]
Jaspars, Marcel [1 ]
机构
[1] Univ Aberdeen, Dept Chem, Marine Biodiscovery Ctr, Old Aberdeen AB24 3UE, Scotland
[2] Assiut Univ, Fac Pharm, Dept Pharmacognosy, Assiut, Egypt
[3] Ford Canc Ctr, Detroit, MI USA
基金
英国生物技术与生命科学研究理事会; 英国工程与自然科学研究理事会;
关键词
POTENT ANTIBACTERIAL ACTIVITY; NATURAL-PRODUCTS; HALOGENATED METABOLITES; ABSOLUTE-CONFIGURATION; C-15; ACETOGENINS; OBTUSA; SESQUITERPENES; MAJUSCULA; ELATENYNE; RHODOMELACEAE;
D O I
10.1016/j.tet.2010.02.041
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report here on the discovery and structure determination of three new diastereomeric pairs of cyclic ether acetogenins, laurefurenynes A-F, isolated from the aqueous extract of the alga Laurencia sp. collected in the Philippines. Extensive use was made of NMR spectroscopic data and high resolution MS to determine the structures of the pure compounds. The most stable and the lowest energy conformation was determined using molecular modelling, and their cytotoxic activity was tested against different tumour cells, a significant indication that laurefurenyne C and F are moderately cytotoxic, but nonselective whilst the others are inactive. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2855 / 2862
页数:8
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