title: Inhibition of quorum sensing and biofilm formation in Vibrio harveyi by 4-fluoro-DPD; a novel potent inhibitor of signalling.
abstract: (S)-4,5-Dihydroxypentane-2,3-dione [(S)-DPD, (1)] is a precursor for , a quorum sensing signalling molecule for inter- and intra-species bacterial communication. The synthesis of its fluoro-analogue, 4-fluoro-5-hydroxypentane-2,3-dione () is reported. An intermediate in this route also enables a new, shorter synthesis of the native (S)-DPD. 4-Fluoro-DPD (2) completely inhibited bioluminescence and bacterial growth of Vibrio harveyi BB170 strain at 12.5 μM and 100 μM, respectively.
authors.affiliation: Manchester Pharmacy School, University of Manchester, M13 9PT, UK. sally.freeman@manchester.ac.uk.
authors.forename: Manikandan
authors.initials: M
authors.lastname: Kadirvel
authors.forename: Fariba
authors.initials: F
authors.lastname: Fanimarvasti
authors.forename: Sarah
authors.initials: S
authors.lastname: Forbes
authors.forename: Andrew
authors.initials: A
authors.lastname: McBain
authors.forename: John M
authors.initials: JM
authors.lastname: Gardiner
authors.forename: Gavin D
authors.initials: GD
authors.lastname: Brown
authors.forename: Sally
authors.initials: S
authors.lastname: Freeman
mesh_terms: D018407:Bacterial Physiological Phenomena / Q000187:drug effects*; D018441:Biofilms / Q000187:drug effects* / Q000254:growth & development; D008163:Luminescent Measurements; D015394:Molecular Structure; D010422:Pentanones / Q000737:chemistry / Q000494:pharmacology*; D053038:Quorum Sensing / Q000187:drug effects*; D015398:Signal Transduction / Q000187:drug effects*; D014733:Vibrio / Q000187:drug effects* / Q000502:physiology
chemical_list: C551402:4,5-dihydroxypentane-2,3-dione; D010422:Pentanones