Discovery, characterization and comparison of inhibitors of Bacillus anthracis and Staphylococcus aureus replicative DNA helicases

Bioorganic & Medicinal Chemistry
2009.0

Abstract

Antibacterial compounds with new mechanisms of action are needed for effective therapy against drug-resistant pathogens in the clinic and in biodefense. Screens for inhibitors of the essential replicative helicases of Bacillus anthracis and Staphylococcus aureus yielded 18 confirmed hits (IC(50)25 microM). Several (5 of 18) of the inhibitors were also shown to inhibit DNA replication in permeabilized polA-deficient B. anthracis cells. One of the most potent inhibitors also displayed antibacterial activity (MIC approximately 5 microg/ml against a range of Gram-positive species including bacilli and staphylococci) together with good selectivity for bacterial versus mammalian cells (CC(50)/MIC>16) suitable for further optimization. This compound shares the bicyclic ring of the clinically proven aminocoumarin scaffold, but is not a gyrase inhibitor. It exhibits a mixed mode of helicase inhibition including a component of competitive inhibition with the DNA substrate (K(i)=8 microM) and is rapidly bactericidal at 4 x MIC.

Knowledge Graph

Similar Paper

Discovery, characterization and comparison of inhibitors of Bacillus anthracis and Staphylococcus aureus replicative DNA helicases
Bioorganic & Medicinal Chemistry 2009.0
Coumarin-Based Inhibitors of Bacillus anthracis and Staphylococcus aureus Replicative DNA Helicase: Chemical Optimization, Biological Evaluation, and Antibacterial Activities
Journal of Medicinal Chemistry 2012.0
Discovery of Pyrazolopyridones as a Novel Class of Gyrase B Inhibitors Using Structure Guided Design
ACS Medicinal Chemistry Letters 2016.0
New Antibacterial Agents Derived from the DNA Gyrase Inhibitor Cyclothialidine
Journal of Medicinal Chemistry 2004.0
A New DNA Gyrase Inhibitor Subclass of the Cyclothialidine Family Based on a Bicyclic Dilactam−Lactone Scaffold. Synthesis and Antibacterial Properties
Journal of Medicinal Chemistry 2011.0
Nanomolar Inhibitors of Staphylococcus aureus Methionyl tRNA Synthetase with Potent Antibacterial Activity against Gram-Positive Pathogens
Journal of Medicinal Chemistry 2002.0
Novel organophosphorus aminopyrimidines as unique structural DNA-targeting membrane active inhibitors towards drug-resistant methicillin-resistant Staphylococcus aureus
MedChemComm 2018.0
Identification of Bacillus anthracis PurE inhibitors with antimicrobial activity
Bioorganic & Medicinal Chemistry 2015.0
Discovery of Benzothiazole Scaffold-Based DNA Gyrase B Inhibitors
Journal of Medicinal Chemistry 2016.0
Biological Activities of Novel Gyrase Inhibitors of the Aminocoumarin Class
Antimicrobial Agents and Chemotherapy 2008.0