{Reference Type}: Journal Article
{Title}: Synthesis of conjugates between oxazolidinone antibiotics and a pyochelin analogue.
{Author}: Paulen A;Hoegy F;Roche B;Schalk IJ;Mislin GLA;
{Journal}: Bioorg Med Chem Lett
{Volume}: 27
{Issue}: 21
{Year}: 11 2017 1
{Factor}: 2.94
{DOI}: 10.1016/j.bmcl.2017.09.039
{Abstract}: Pseudomonas aeruginosa is a Gram-negative pathogenic bacterium responsible for severe infections, and it is naturally resistant to many clinically approved antibiotic families. Oxazolidinone antibiotics are active against many Gram-positive bacteria, but are inactive against P. aeruginosa. Increasing the uptake of oxazolidinones through the bacterial envelope could lead to an increased antibiotic effect. Pyochelin is a siderophore of P. aeruginosa which delivers external iron to the bacterial cytoplasm and is a potential vector for the development of Trojan Horse oxazolidinone conjugates. Novel pyochelin-oxazolidinone conjugates were synthesized using an unexpectedly regioselective peptide coupling between an amine functionalized pyochelin and oxazolidinones functionalized with a terminal carboxylate.