Design, synthesis and biological evaluation of 4-(alkyloxy)-6-methyl-2H-pyran-2-one derivatives as quorum sensing inhibitors

Suzie Park, Han Shin Kim, Kiwon Ok, Yunhye Kim, Hee-Deung Park, Youngjoo Byun

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

Novel pyrone-derived quorum sensing (QS) ligands to inhibit the binding of OdDHL to the LasR of Pseudomonas aeruginosa were designed, synthesized and evaluated. Among the analogs, the most potent compound 8 exhibited strong in vitro inhibitory activities against biofilm formation and down-regulated OdDHL/LasR-associated genes by 35-67%. The binding mode of 8 in silico was highly similar to that of the crystal ligand OdDHL in the active site of LasR.

Original languageEnglish
Pages (from-to)2913-2917
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume25
Issue number15
DOIs
Publication statusPublished - 2015 Mar 26

Fingerprint

Pyrans
Quorum Sensing
Pyrones
Ligands
Derivatives
Biofilms
Computer Simulation
Pseudomonas aeruginosa
Catalytic Domain
Genes
Crystals
In Vitro Techniques

Keywords

  • Biofilm inhibition
  • Pseudomonas aeruginosa
  • Pyrone
  • Quorum sensing

ASJC Scopus subject areas

  • Biochemistry
  • Clinical Biochemistry
  • Molecular Biology
  • Molecular Medicine
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

Design, synthesis and biological evaluation of 4-(alkyloxy)-6-methyl-2H-pyran-2-one derivatives as quorum sensing inhibitors. / Park, Suzie; Kim, Han Shin; Ok, Kiwon; Kim, Yunhye; Park, Hee-Deung; Byun, Youngjoo.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 25, No. 15, 26.03.2015, p. 2913-2917.

Research output: Contribution to journalArticle

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