Design and Synthesis of Novel UDP-Mur-NAc, UDP-Mur-NAc-L-Ala and UDP-Mur-NAc-L-Ala-D-Glu mimetics

Rok Frlan,1 Franc Perdih,2 Nina Cirkvenčič,1 Slavko Pečar1,3 and Aleš Obreza1,*

1 University of Ljubljana, Faculty of Pharmacy, Aškerčeva 7, 1000 Ljubljana, Slovenia
2 University of Ljubljana, Faculty of Chemistry and Chemical Technology, Aškerčeva 5, 1000 Ljubljana, Slovenia.
3 “Jožef Stefan” Institute, Jamova 39, 1000 Ljubljana, Slovenia

* Corresponding author: E-mail: ales.obreza@ffa.uni-lj.si

Abstract
A series of novel phenylsulfonylcarbamates were designed and synthesized as mimetics of UDP-Mur-NAc, UDP-Mur- NAc-L-Ala and UDP-Mur-NAc-L-Ala-D-Glu with the potential to inhibit ATP-dependent amide-forming ligases Mur- B, C, D and E, involved in the biosynthesis of bacterial cell wall. A detailed synthesis of these compounds is presented.

Keywords: MurB, MurC, MurD, MurE, inhibitors, antibacterial