Synthesis and evaluation of new antagonists of bacterial quorum sensing in Vibrio harveyi

Hanjing Peng; Yunfeng Cheng; Nanting Ni; Minyong Li; Gaurav Choudhary; Han Ting Chou; Chung Dar Lu; Phang C. Tai; Binghe Wang

doi:10.1002/cmdc.200900180

Synthesis and evaluation of new antagonists of bacterial quorum sensing in Vibrio harveyi

Hanjing Peng, Yunfeng Cheng, Nanting Ni, Minyong Li, Gaurav Choudhary, Han Ting Chou, Chung Dar Lu, Phang C. Tai, Binghe Wang

Research output: Contribution to journal › Article › peer-review

43 Scopus citations

Abstract

Bacterial quorum sensing has received much attention in recent years because of its relevance to pathological events such as biofilm formation. Based on the structures of two lead inhibitors (IC₅₀ : 35-55 μM) against autoinducer-2-mediated quorum sensing identified through virtual screening, we synthesized 39 analogues and examined their inhibitory activities. Twelve of these new analogues showed equal or better inhibitory activities than the lead inhibitors. The best compound showed an IC₅₀ value of ∼6 μm in a whole-cell assay using Vibrio harveyi as the model organism. The structure-activity relationship is discussed herein.

Original language	English (US)
Pages (from-to)	1457-1468
Number of pages	12
Journal	ChemMedChem
Volume	4
Issue number	9
DOIs	https://doi.org/10.1002/cmdc.200900180
State	Published - Sep 4 2009
Externally published	Yes

Keywords

Autoinducer-2
CoMFA
Drug design
Inhibitors
Quorum sensing

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Pharmacology
Drug Discovery
Pharmacology, Toxicology and Pharmaceutics(all)
Organic Chemistry

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10.1002/cmdc.200900180

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abstract = "Bacterial quorum sensing has received much attention in recent years because of its relevance to pathological events such as biofilm formation. Based on the structures of two lead inhibitors (IC50 : 35-55 μM) against autoinducer-2-mediated quorum sensing identified through virtual screening, we synthesized 39 analogues and examined their inhibitory activities. Twelve of these new analogues showed equal or better inhibitory activities than the lead inhibitors. The best compound showed an IC50 value of ∼6 μm in a whole-cell assay using Vibrio harveyi as the model organism. The structure-activity relationship is discussed herein.",

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author = "Hanjing Peng and Yunfeng Cheng and Nanting Ni and Minyong Li and Gaurav Choudhary and Chou, {Han Ting} and Lu, {Chung Dar} and Tai, {Phang C.} and Binghe Wang",

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AU - Peng, Hanjing

AU - Cheng, Yunfeng

AU - Ni, Nanting

AU - Li, Minyong

AU - Choudhary, Gaurav

AU - Chou, Han Ting

AU - Lu, Chung Dar

AU - Tai, Phang C.

AU - Wang, Binghe

PY - 2009/9/4

Y1 - 2009/9/4

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AB - Bacterial quorum sensing has received much attention in recent years because of its relevance to pathological events such as biofilm formation. Based on the structures of two lead inhibitors (IC50 : 35-55 μM) against autoinducer-2-mediated quorum sensing identified through virtual screening, we synthesized 39 analogues and examined their inhibitory activities. Twelve of these new analogues showed equal or better inhibitory activities than the lead inhibitors. The best compound showed an IC50 value of ∼6 μm in a whole-cell assay using Vibrio harveyi as the model organism. The structure-activity relationship is discussed herein.

KW - Autoinducer-2

KW - CoMFA

KW - Drug design

KW - Inhibitors

KW - Quorum sensing

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Synthesis and evaluation of new antagonists of bacterial quorum sensing in Vibrio harveyi

Abstract

Keywords

ASJC Scopus subject areas

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