Antagonism of Quorum Sensing Phenotypes by Analogs of the Marine Bacterial Secondary Metabolite 3-Methyl-N-(2 '-Phenylethyl)-Butyramide

Meschwitz, Susan M.; Teasdale, Margaret E.; Mozzer, Ann; Martin, Nicole; Liu, Jiayuan; Forschner-Dancause, Stephanie; Rowley, David C.

doi:10.3390/md17070389

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Antagonism of Quorum Sensing Phenotypes by Analogs of the Marine Bacterial Secondary Metabolite 3-Methyl-N-(2 '-Phenylethyl)-Butyramide

2019
By Meschwitz, Susan M. ; Teasdale, Margaret E. ; Mozzer, Ann ; ...
Source: Marine Drugs, 17(7), 389

[PDF-974.16 KB]

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Details:

Journal Title:

Marine Drugs
Personal Author:

Meschwitz, Susan M. ; Teasdale, Margaret E. ; Mozzer, Ann ; Martin, Nicole ; Liu, Jiayuan ; ... More +

Meschwitz, Susan M. ; Teasdale, Margaret E. ; Mozzer, Ann ; Martin, Nicole ; Liu, Jiayuan ; Forschner-Dancause, Stephanie ; Rowley, David C. Less -
NOAA Program & Office:

OAR (Oceanic and Atmospheric Research)
Description:

Quorum sensing (QS) antagonists have been proposed as novel therapeutic agents to combat bacterial infections. We previously reported that the secondary metabolite 3-methyl-N-(2 '-phenylethyl)-butyramide, produced by a marine bacterium identified as Halobacillus salinus, inhibits QS controlled phenotypes in multiple Gram-negative reporter strains. Here we report that N-phenethyl hexanamide, a structurally-related compound produced by the marine bacterium Vibrio neptunius, similarly demonstrates QS inhibitory properties. To more fully explore structure-activity relationships within this new class of QS inhibitors, a panel of twenty analogs was synthesized and biologically evaluated. Several compounds were identified with increased attenuation of QS-regulated phenotypes, most notably N-(4-fluorophenyl)-3-phenylpropanamide against the marine pathogen Vibrio harveyi (IC50 = 1.1 mu M). These findings support the opportunity to further develop substituted phenethylamides as QS inhibitors.
Keywords:

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Antibiotics Quorum sensing
Source:

Marine Drugs, 17(7), 389
DOI:

https://doi.org/10.3390/md17070389
Document Type:

Journal Article
Funding:

Grant no. NA040AR4600193
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https://creativecommons.org/licenses/by/4.0/
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CC BY
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Library
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urn:sha256:c3c974f8ae2e7220f01bba84e6d37157cffdd37762279cfd6bf6b1025d8b91ac
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https://repository.library.noaa.gov/view/noaa/51280/noaa_51280_DS1.pdf
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