Molecules 2013, 18(3), 3266-3278; doi:10.3390/molecules18033266
Article

Design, Synthesis and Biological Evaluation of N-Sulfonyl Homoserine Lactone Derivatives as Inhibitors of Quorum Sensing in Chromobacterium violaceum

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Received: 20 February 2013; in revised form: 6 March 2013 / Accepted: 7 March 2013 / Published: 13 March 2013
(This article belongs to the Section Medicinal Chemistry)
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Abstract: A novel series of N-sulfonyl homoserine lactone derivatives 5al has been designed, synthesized and evaluated for quorum sensing inhibitory activities towards violacein production. Of the compounds synthesized, compound 5h was found to possess an excellent level of enantiopurity (99.2% e.e.). The results indicated that compounds bearing an ortho substituent on their phenyl ring exhibited excellent levels of inhibitory activity against violacein production. Compounds 5h and 5k in particular, with IC50 values of 1.64 and 1.66 µM, respectively, were identified as promising lead compounds for further structural modification.
Keywords: N-sulfonyl homoserine lactone; quorum sensing inhibitor; design; synthesis
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Zhao, M.; Yu, Y.; Hua, Y.; Feng, F.; Tong, Y.; Yang, X.; Xiao, J.; Song, H. Design, Synthesis and Biological Evaluation of N-Sulfonyl Homoserine Lactone Derivatives as Inhibitors of Quorum Sensing in Chromobacterium violaceum. Molecules 2013, 18, 3266-3278.

AMA Style

Zhao M, Yu Y, Hua Y, Feng F, Tong Y, Yang X, Xiao J, Song H. Design, Synthesis and Biological Evaluation of N-Sulfonyl Homoserine Lactone Derivatives as Inhibitors of Quorum Sensing in Chromobacterium violaceum. Molecules. 2013; 18(3):3266-3278.

Chicago/Turabian Style

Zhao, Mingming; Yu, Yingying; Hua, Yuhui; Feng, Fan; Tong, Yigang; Yang, Xiaohong; Xiao, Junhai; Song, Hongrui. 2013. "Design, Synthesis and Biological Evaluation of N-Sulfonyl Homoserine Lactone Derivatives as Inhibitors of Quorum Sensing in Chromobacterium violaceum." Molecules 18, no. 3: 3266-3278.


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