Document Detail

Molecular modeling, synthesis, and screening of new bacterial quorumsensing antagonists.
MedLine Citation:
PMID:  18156774     Owner:  NLM     Status:  MEDLINE    
Abstract 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.
Cheoljin Kim; Jaeeun Kim; Hyung-Yeon Park; Robert J C McLean; Chan Kyung Kim; Jongho Jeon; Song-Se Yi; Young Gyu Kim; Yoon-Sik Lee; Jeyong Yoon
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Journal of microbiology and biotechnology     Volume:  17     ISSN:  1017-7825     ISO Abbreviation:  J. Microbiol. Biotechnol.     Publication Date:  2007 Oct 
Date Detail:
Created Date:  2007-12-24     Completed Date:  2008-02-28     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9431852     Medline TA:  J Microbiol Biotechnol     Country:  Korea (South)    
Other Details:
Languages:  eng     Pagination:  1598-606     Citation Subset:  IM    
School of Chemical & Biological Engineering, Seoul National University, Seoul, Korea.
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MeSH Terms
4-Butyrolactone / analogs & derivatives*,  chemical synthesis,  chemistry,  pharmacology
Anti-Bacterial Agents / chemical synthesis,  chemistry,  pharmacology*
Biofilms / drug effects
Biological Assay
Drug Design
Models, Molecular
Pseudomonas aeruginosa / drug effects*,  metabolism
Quorum Sensing / drug effects*
Rhizobium / drug effects*,  metabolism
Small Molecule Libraries / pharmacology
Structure-Activity Relationship
Reg. No./Substance:
0/Anti-Bacterial Agents; 0/Small Molecule Libraries; 1192-20-7/homoserine lactone; 96-48-0/4-Butyrolactone

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