Synthetic analogs of bacterial quorum sensors

Iyer, Rashi S.; Ganguly, Kumkum; Silks, Louis A.

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Title: Synthetic analogs of bacterial quorum sensors

Abstract

Bacterial quorum-sensing molecule analogs having the following structures: ##STR00001## and methods of reducing bacterial pathogenicity, comprising providing a biological system comprising pathogenic bacteria which produce natural quorum-sensing molecule; providing a synthetic bacterial quorum-sensing molecule having the above structures and introducing the synthetic quorum-sensing molecule into the biological system comprising pathogenic bacteria. Further is provided a method of targeted delivery of an antibiotic, comprising providing a synthetic quorum-sensing molecule; chemically linking the synthetic quorum-sensing molecule to an antibiotic to produce a quorum-sensing molecule-antibiotic conjugate; and introducing the conjugate into a biological system comprising pathogenic bacteria susceptible to the antibiotic.

Inventors:: Iyer, Rashi S.; Ganguly, Kumkum; Silks, Louis A.

Issue Date:: Tue Jan 08 00:00:00 EST 2013

Research Org.:: Los Alamos National Laboratory (LANL), Los Alamos, NM (United States)

Sponsoring Org.:: USDOE

OSTI Identifier:: 1082886

Patent Number(s):: 8350061

Application Number:: 13/286,661

Assignee:: Los Alamos National Security, LLC (Los Alamos, NM)

Patent Classifications (CPCs):: A - HUMAN NECESSITIES A61 - MEDICAL OR VETERINARY SCIENCE A61P - SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07D - HETEROCYCLIC COMPOUNDS

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A - HUMAN NECESSITIES A61 - MEDICAL OR VETERINARY SCIENCE A61P - SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
A61P31/04 - Antibacterial agents

C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07D - HETEROCYCLIC COMPOUNDS
C07D307/33 - in position 2, the oxygen atom being in its keto or unsubstituted enol form
C07D333/36 - Nitrogen atoms

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DOE Contract Number:: AC52-06NA25396

Resource Type:: Patent

Country of Publication:: United States

Language:: English

Subject:: 60 APPLIED LIFE SCIENCES

Citation Formats


                    Iyer, Rashi S., Ganguly, Kumkum, and Silks, Louis A. Synthetic analogs of bacterial quorum sensors.  United States: N. p., 2013. 
        Web.

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                    Iyer, Rashi S., Ganguly, Kumkum, & Silks, Louis A. Synthetic analogs of bacterial quorum sensors.  United States.

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                    Iyer, Rashi S., Ganguly, Kumkum, and Silks, Louis A. Tue .  
        "Synthetic analogs of bacterial quorum sensors".  United States.  https://www.osti.gov/servlets/purl/1082886.

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@article{osti_1082886,

  title        = {Synthetic analogs of bacterial quorum sensors},

  author       = {Iyer, Rashi S. and Ganguly, Kumkum and Silks, Louis A.},

  abstractNote = {Bacterial quorum-sensing molecule analogs having the following structures: ##STR00001## and methods of reducing bacterial pathogenicity, comprising providing a biological system comprising pathogenic bacteria which produce natural quorum-sensing molecule; providing a synthetic bacterial quorum-sensing molecule having the above structures and introducing the synthetic quorum-sensing molecule into the biological system comprising pathogenic bacteria. Further is provided a method of targeted delivery of an antibiotic, comprising providing a synthetic quorum-sensing molecule; chemically linking the synthetic quorum-sensing molecule to an antibiotic to produce a quorum-sensing molecule-antibiotic conjugate; and introducing the conjugate into a biological system comprising pathogenic bacteria susceptible to the antibiotic.},

  doi          = {},

  journal      = {},
number       = ,

  volume       = ,

  place        = {United States},

  year         = {Tue Jan 08 00:00:00 EST 2013},

  month        = {Tue Jan 08 00:00:00 EST 2013}

}

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Works referenced in this record:

Inhibition of quorum sensing in Pseudomonas aeruginosa biofilm bacteria by a halogenated furanone compound
journal, January 2002

Hentzer, Morten; Riedel, Kathrin; Rasmussen, Thomas B.
Microbiology, Vol. 148, Issue 1
https://doi.org/10.1099/00221287-148-1-87

Roles of Pseudomonas aeruginosa las andrhl Quorum-Sensing Systems in Control of Twitching Motility
journal, March 1999

Glessner, Alex; Smith, Roger S.; Iglewski, Barbara H.
Journal of Bacteriology, Vol. 181, Issue 5
https://doi.org/10.1128/JB.181.5.1623-1629.1999

The Synthesis of Optically Pure Enantiomers of N -Acyl-homoserine Lactone Autoinducers and Their Analogues
journal, April 2001

Ikeda, Tsukasa; Kajiyama, Koshiro; Kita, Toshikazu
Chemistry Letters, Vol. 30, Issue 4
https://doi.org/10.1246/cl.2001.314

Inhibition of Quorum Sensing in Pseudomonas aeruginosa by N-Acyl Cyclopentylamides
journal, March 2007

Ishida, Takenori; Ikeda, Tsukasa; Takiguchi, Noboru
Applied and Environmental Microbiology, Vol. 73, Issue 10
https://doi.org/10.1128/AEM.02233-06

The global activator GacA of Pseudomonas aeruginosa PAO positively controls the production of the autoinducer N ‐butyryl‐homoserine lactone and the formation of the virulence factors pyocyanin, cyanide, and lipase
journal, April 1997

Reimmann, Cornelia; Beyeler, Markus; Latifi, Amel
Molecular Microbiology, Vol. 24, Issue 2
https://doi.org/10.1046/j.1365-2958.1997.3291701.x

Quorum-Sensing Genes in Pseudomonas aeruginosa Biofilms: Their Role and Expression Patterns
journal, April 2001

De Kievit, Teresa R.; Gillis, Richard; Marx, Steve
Applied and Environmental Microbiology, Vol. 67, Issue 4
https://doi.org/10.1128/AEM.67.4.1865-1873.2001

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Similar Records

Title: Synthetic analogs of bacterial quorum sensors

Abstract

Citation Formats

Inhibition of quorum sensing in Pseudomonas aeruginosa biofilm bacteria by a halogenated furanone compound journal, January 2002

Roles of Pseudomonas aeruginosa las andrhl Quorum-Sensing Systems in Control of Twitching Motility journal, March 1999

The Synthesis of Optically Pure Enantiomers of N -Acyl-homoserine Lactone Autoinducers and Their Analogues journal, April 2001

Inhibition of Quorum Sensing in Pseudomonas aeruginosa by N-Acyl Cyclopentylamides journal, March 2007

The global activator GacA of Pseudomonas aeruginosa PAO positively controls the production of the autoinducer N ‐butyryl‐homoserine lactone and the formation of the virulence factors pyocyanin, cyanide, and lipase journal, April 1997

Quorum-Sensing Genes in Pseudomonas aeruginosa Biofilms: Their Role and Expression Patterns journal, April 2001

Inhibition of quorum sensing in Pseudomonas aeruginosa biofilm bacteria by a halogenated furanone compound
journal, January 2002

Roles of Pseudomonas aeruginosa las andrhl Quorum-Sensing Systems in Control of Twitching Motility
journal, March 1999

The Synthesis of Optically Pure Enantiomers of N -Acyl-homoserine Lactone Autoinducers and Their Analogues
journal, April 2001

Inhibition of Quorum Sensing in Pseudomonas aeruginosa by N-Acyl Cyclopentylamides
journal, March 2007

The global activator GacA of Pseudomonas aeruginosa PAO positively controls the production of the autoinducer N ‐butyryl‐homoserine lactone and the formation of the virulence factors pyocyanin, cyanide, and lipase
journal, April 1997

Quorum-Sensing Genes in Pseudomonas aeruginosa Biofilms: Their Role and Expression Patterns
journal, April 2001