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

Molecules

Mingming Zhao¹  Yingying Yu⁴  Yuhui Hua³  Fan Feng⁴  Yigang Tong³  Xiaohong Yang²  Junhai Xiao⁴ 

[1]School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, 103 Wenhua Road, Shenhe District, Shenyang 110016, China

[2] E-Mail:School of Pharmacutical Sciences, Jilin University, Changchun 130021, China

[3] E-Mail

[4]

[5]State Key Laboratory of Pathogen and Biosecurity, Beijing Institute of Microbiology and Epidemiology, Beijing 100071, China

[6] E-Mails:

[7]Laboratory of Computer-Aided Drug Design & Discovery, Beijing Institute of Pharmacology & Toxicology, Beijing 100850, China

[8] E-Mails:

关键词: N-sulfonyl homoserine lactone;    quorum sensing inhibitor;    design;    synthesis;   

DOI  :  10.3390/molecules18033266

来源: mdpi

【 摘 要 】

A novel series of N-sulfonyl homoserine lactone derivatives 5a–l 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.

【 授权许可】

CC BY   
© 2013 by the authors; licensee MDPI, Basel, Switzerland.