Synthesis and biological evaluation of novel N-α-haloacylated homoserine lactones as quorum sensing modulators

• Michail Syrpas,
• Ewout Ruysbergh,
• Christian V. Stevens,
• Norbert De Kimpe and
• Sven Mangelinckx

Beilstein J. Org. Chem. 2014, 10, 2539–2549, doi:10.3762/bjoc.10.265

• . Most of the α-haloacylated analogues did not exhibit a significant reduction when tested in the QS inhibition test. Therefore, these novel analogues could be utilized as chemical probes for QS structure–activity studies. Keywords: halogenated fatty acids; halogenation; N-acylated homoserine lactones

• the N-acyl chain are scarce up to date. It was envisioned that modification of an AHL molecule by introduction of a halogen atom in α-position of the carbonyl group of the N-acyl chain could possibly generate a novel class of QS modulators. Halogenated fatty acids have been reported as minor