• Title/Summary/Keyword: N-(sulfanyl ethanoyl)-L-HSLs

Search Result 1, Processing Time 0.016 seconds

Molecular Modeling, Synthesis, and Screening of New Bacterial Quorum-sensing Antagonists

  • Kim, Cheol-Jin;Kim, Jae-Eun;Park, Hyung-Yeon;Mclean, Robert J.C.;Kim, Chan-Kyung;Jeon, Jong-Ho;Yi, Song-Se;Kim, Young-Gyu;Lee, Yoon-Sik;Yoon, Je-Yong
    • Journal of Microbiology and Biotechnology
    • /
    • v.17 no.10
    • /
    • pp.1598-1606
    • /
    • 2007
  • A new series comprising 7 analogs of N-(sulfanyl ethanoyl)-L-HSL derivatives, 2 analogs of N-(fluoroalkanoyl)-$_L$-HSL derivatives, N-(fluorosulfonyl)-L-HSL, and 2,2-dimethyl butanoyl HSL were synthesized using a solid-phase organic synthesis method. Each of the 11 synthesized compounds was analyzed using NMR and mass spectroscopies, and molecular modeling studies of the 11 ligands were performed using SYBYL packages. Thereafter, a bacterial test was designed to identify their quorum-sensing inhibition activity and antifouling efficacy. Most of the synthesized compounds were found to be effective as quorum-sensing antagonists, where antagonist screening revealed that 10 among the 11 synthesized ligands were able to antagonize the quorum sensing of A. tumefaciens.