Identifying the important structural elements of brominated furanones for inhibiting biofilm formation by Escherichia coli

Yongbin Han; Shuyu Hou; Karen A. Simon; Dacheng Ren; Yan Yeung Luk

doi:10.1016/j.bmcl.2007.12.032

Identifying the important structural elements of brominated furanones for inhibiting biofilm formation by Escherichia coli

Yongbin Han, Shuyu Hou, Karen A. Simon, Dacheng Ren, Yan Yeung Luk

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

66 Scopus citations

Abstract

A collection of structurally closely related furanones was synthesized to identify the most important structural elements in brominated furanones for inhibiting the formation of bacterial biofilms. The results suggest that a conjugated exocyclic vinyl bromide on the furanone ring is the most important structural element for the non-toxic but inhibition activity for Escherichia coli biofilm formation. Furanones bearing monosubstituted bromide groups on saturated carbons were found to have a toxic effect that attenuates the bacterial growth.

Original language	English (US)
Pages (from-to)	1006-1010
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	18
Issue number	3
DOIs	https://doi.org/10.1016/j.bmcl.2007.12.032
State	Published - Feb 1 2008

Keywords

Biofilm inhibition
Brominated furanones
Escherichia coli
Radical

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2007.12.032

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title = "Identifying the important structural elements of brominated furanones for inhibiting biofilm formation by Escherichia coli",

abstract = "A collection of structurally closely related furanones was synthesized to identify the most important structural elements in brominated furanones for inhibiting the formation of bacterial biofilms. The results suggest that a conjugated exocyclic vinyl bromide on the furanone ring is the most important structural element for the non-toxic but inhibition activity for Escherichia coli biofilm formation. Furanones bearing monosubstituted bromide groups on saturated carbons were found to have a toxic effect that attenuates the bacterial growth.",

keywords = "Biofilm inhibition, Brominated furanones, Escherichia coli, Radical",

author = "Yongbin Han and Shuyu Hou and Simon, {Karen A.} and Dacheng Ren and Luk, {Yan Yeung}",

note = "Funding Information: We thank Syracuse University, the Syracuse Center of Excellence (under the EPA Grant X-83232501-0), and NSF-CMMI [Grant No. 0727491] for financial support. We also thank Dr. John S. Parkinson (University of Utah) for providing the strain of E. coli RP437. The authors are grateful to Jiejing Qiu for helping with statistical analysis. ",

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AU - Simon, Karen A.

AU - Ren, Dacheng

AU - Luk, Yan Yeung

N1 - Funding Information: We thank Syracuse University, the Syracuse Center of Excellence (under the EPA Grant X-83232501-0), and NSF-CMMI [Grant No. 0727491] for financial support. We also thank Dr. John S. Parkinson (University of Utah) for providing the strain of E. coli RP437. The authors are grateful to Jiejing Qiu for helping with statistical analysis.

PY - 2008/2/1

Y1 - 2008/2/1

N2 - A collection of structurally closely related furanones was synthesized to identify the most important structural elements in brominated furanones for inhibiting the formation of bacterial biofilms. The results suggest that a conjugated exocyclic vinyl bromide on the furanone ring is the most important structural element for the non-toxic but inhibition activity for Escherichia coli biofilm formation. Furanones bearing monosubstituted bromide groups on saturated carbons were found to have a toxic effect that attenuates the bacterial growth.

AB - A collection of structurally closely related furanones was synthesized to identify the most important structural elements in brominated furanones for inhibiting the formation of bacterial biofilms. The results suggest that a conjugated exocyclic vinyl bromide on the furanone ring is the most important structural element for the non-toxic but inhibition activity for Escherichia coli biofilm formation. Furanones bearing monosubstituted bromide groups on saturated carbons were found to have a toxic effect that attenuates the bacterial growth.

KW - Biofilm inhibition

KW - Brominated furanones

KW - Escherichia coli

KW - Radical

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IS - 3

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Identifying the important structural elements of brominated furanones for inhibiting biofilm formation by Escherichia coli

Abstract

Keywords

ASJC Scopus subject areas

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