Synthesis of furanone-based natural product analogues with quorum sensing antagonist activity

被引:89
作者
Hjelmgaard, T
Persson, T
Rasmussen, TB
Givskov, M
Nielsen, J
机构
[1] Royal Vet & Agr Univ, Dept Chem, DK-1871 Frederiksberg C, Denmark
[2] Tech Univ Denmark, Dept Chem Organ Chem, DK-2800 Lyngby, Denmark
[3] Tech Univ Denmark, Dept Mol Microbiol, BioCtr DTU, DK-2800 Lyngby, Denmark
关键词
D O I
10.1016/S0968-0896(03)00295-5
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The synthesis of 5- and 3-(1'-hydroxyalkyl)-substituted 5H-furan-2-ones 4a-d and 8a-d as well as 5-alkylidene-5H-furan-2-ones 5a-d is described. A study of the structure-activity relationship of these furanone-based natural product analogues towards two different quorum sensing systems is reported. Although the synthesized compounds are not as potent quorum sensing inhibitors as some natural counterparts and a synthetic analogue hereof, interesting structure-activity relationships are seen. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3261 / 3271
页数:11
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