The Pseudomonas aeruginosa quorum‐sensing signal molecule, N‐(3‐oxododecanoyl)‐L‐homoserine lactone, inhibits porcine arterial smooth muscle contraction

British Journal of Pharmacology
1999.0

Abstract

<jats:p>The <jats:italic>Pseudomonas aeruginosa</jats:italic> quorum sensing molecule N‐(3‐oxododecanoyl)‐<jats:sc>L</jats:sc>‐homoserine lactone (OdDHL) has been shown to suppress cytokine production in macrophages. We have examined the effect of OdDHL and related compounds on constrictor tone of porcine blood vessels. OdDHL (1–30 μ<jats:sc>M</jats:sc>) caused a concentration‐dependent inhibition of U46619‐induced contractions of the coronary artery through a largely endothelium‐independent mechanism, but was markedly less effective in the pulmonary artery. Quantitively similar effects to those produced by OdDHL were observed with N‐(3‐oxododecanoyl)‐<jats:sc>L</jats:sc>‐homocysteine thiolactone, a thiolactone derivative, while N‐3‐oxododecanamide, a lactone‐free acyl analogue, possessed 1/3rd the potency as a vasorelaxant. Neither N‐butanoyl‐<jats:sc>L</jats:sc>‐homoserine lactone nor <jats:sc>L</jats:sc>‐homoserine lactone (up to 30 μ<jats:sc>M</jats:sc>) were active. Our findings indicate that OdDHL inhibits vasoconstrictor tone of both pulmonary and coronary blood vessels from the pig. The vasorelaxant action of OdDHL appears to be primarily determined by the N‐acyl chain length, with a minor contribution by the homoserine lactone moiety.<jats:p><jats:italic>British Journal of Pharmacology</jats:italic> (1999) <jats:bold>128</jats:bold>, 845–848; doi:<jats:ext-link xmlns:xlink="http://www.w3.org/1999/xlink" ext-link-type="doi" xlink:href="10.1038/sj.bjp.0702870">10.1038/sj.bjp.0702870</jats:ext-link>

Knowledge Graph

Similar Paper

The <i>Pseudomonas aeruginosa</i> quorum‐sensing signal molecule, N‐(3‐oxododecanoyl)‐<scp>L</scp>‐homoserine lactone, inhibits porcine arterial smooth muscle contraction
British Journal of Pharmacology 1999.0
Immunosuppressive but Non-LasR-Inducing Analogues of the Pseudomonas aeruginosa Quorum-Sensing Molecule N-(3-Oxododecanoyl)-<scp>l</scp>-homoserine Lactone
Journal of Medicinal Chemistry 2011.0
Microwave Synthesis and Evaluation of Phenacylhomoserine Lactones as Anticancer Compounds that Minimally Activate Quorum Sensing Pathways in Pseudomonas aeruginosa
Journal of Medicinal Chemistry 2009.0
Synthetic Analogues of the Bacterial Signal (Quorum Sensing) Molecule N-(3-Oxododecanoyl)-<scp>l</scp>-homoserine Lactone as Immune Modulators
Journal of Medicinal Chemistry 2003.0
Synthesis of Pseudomonas quorum-sensing autoinducer analogs and structural entities required for induction of apoptosis in macrophages
Bioorganic &amp; Medicinal Chemistry Letters 2006.0
Substituted lactam and cyclic azahemiacetals modulate Pseudomonas aeruginosa quorum sensing
Bioorganic &amp; Medicinal Chemistry 2011.0
A comparative study of non-native N-acyl l-homoserine lactone analogs in two Pseudomonas aeruginosa quorum sensing receptors that share a common native ligand yet inversely regulate virulence
Bioorganic &amp; Medicinal Chemistry 2018.0
(Z)-N-(4-Decenoyl)homoserine lactone, a new quorum-sensing molecule, produced by endobacteria associated with Mortierella alpina A-178
Tetrahedron Letters 2012.0
Synthetic ligands that activate and inhibit a quorum-sensing regulator in Pseudomonas aeruginosa
Bioorganic &amp; Medicinal Chemistry Letters 2008.0
Synthesis of ‘clickable’ acylhomoserine lactone quorum sensing probes: Unanticipated effects on mammalian cell activation
Bioorganic &amp; Medicinal Chemistry Letters 2011.0