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Bioorg Med Chem. 2003 Jul 31;11(15):3261-71.

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

Author information

1
Department of Chemistry, Organic Chemistry, Bld. 201, Technical University of Denmark, DK-2800 Kgs. Lyngby, Denmark.

Abstract

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.

PMID:
12837536
DOI:
10.1016/s0968-0896(03)00295-5
[Indexed for MEDLINE]

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