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

Thomas Hjelmgaard, T. Persson, Thomas Bovbjerg Rasmussen, Michael Christian Givskov, John Nielsen

Research output: Contribution to journalJournal articleResearchpeer-review

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.
Original languageEnglish
JournalBioorganic & medicinal chemistry
Volume11
Issue number15
Pages (from-to)3261-3271
ISSN0968-0896
Publication statusPublished - 2003

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