Design and synthesis of novel N-benzylidenesulfonohydrazide inhibitors of MurC and MurD as potential antibacterial agents

Rok Frlan; Andreja Kovac; Didier Blanot; Stanislav Gobec; Slavko Pecar; Ales Obreza

doi:10.3390/molecules13010011

Design and synthesis of novel N-benzylidenesulfonohydrazide inhibitors of MurC and MurD as potential antibacterial agents

Molecules. 2008 Jan 11;13(1):11-30. doi: 10.3390/molecules13010011.

Authors

Rok Frlan¹, Andreja Kovac, Didier Blanot, Stanislav Gobec, Slavko Pecar, Ales Obreza

Affiliation

¹ University of Ljubljana, Faculty of Pharmacy, Askerceva 7, 1000 Ljubljana, Slovenia.

Abstract

A series of novel N-benzylidenesulfonohydrazide compounds were designed and synthesized as inhibitors of UDP-N-acetylmuramic acid: L-alanine ligase (MurC) and UDP-N-acetylmuramoyl-L-alanine: D-glutamate ligase (MurD) from E. coli, involved in the biosynthesis of bacterial cell-walls. Some compounds possessed inhibitory activity against both enzymes with IC(50) values as low as 30 microM. In addition, a new, one-pot synthesis of amidobenzaldehydes is reported.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Catalysis / drug effects
Enzyme Inhibitors / chemical synthesis*
Enzyme Inhibitors / chemistry
Enzyme Inhibitors / pharmacology*
Escherichia coli / drug effects
Escherichia coli / enzymology*
Escherichia coli Proteins / antagonists & inhibitors*
Oxidation-Reduction / drug effects
Peptide Synthases / antagonists & inhibitors*
Polymers
Pyridazines / chemical synthesis*
Pyridazines / chemistry
Pyridazines / pharmacology*
Rhodanine / chemistry

Substances

Enzyme Inhibitors
Escherichia coli Proteins
Polymers
Pyridazines
Rhodanine
Peptide Synthases
UDP-N-acetylmuramoyl-alanine synthetase
UDP-N-acetylmuramoylalanine-D-glutamate ligase