Structure-activity relationship in two series of aminoalkyl substituted coumarin inhibitors of gyrase B

P Laurin; D Ferroud; L Schio; M Klich; C Dupuis-Hamelin; P Mauvais; P Lassaigne; A Bonnefoy; B Musicki

doi:10.1016/s0960-894x(99)00492-8

Structure-activity relationship in two series of aminoalkyl substituted coumarin inhibitors of gyrase B

Bioorg Med Chem Lett. 1999 Oct 4;9(19):2875-80. doi: 10.1016/s0960-894x(99)00492-8.

Authors

P Laurin¹, D Ferroud, L Schio, M Klich, C Dupuis-Hamelin, P Mauvais, P Lassaigne, A Bonnefoy, B Musicki

Affiliation

¹ Medicinal Chemistry, Hoechst Marion Roussel, Romainville, France.

PMID: 10522710
DOI: 10.1016/s0960-894x(99)00492-8

Abstract

Two series of aminosubstituted coumarins were synthesised and evaluated in vitro as inhibitors of DNA gyrase and as potential antibacterials. Novel novobiocin-like coumarins, 4-(dialkylamino)methylcoumarins and 4-((2-alkylamino)ethoxy)coumarins, were discovered as gyrase B inhibitors with promising antibacterial activity in vitro.

MeSH terms

Anti-Bacterial Agents / chemical synthesis
Anti-Bacterial Agents / pharmacology
Coumarins / chemical synthesis*
Coumarins / pharmacology
DNA Gyrase
DNA, Superhelical / metabolism
Enzyme Inhibitors / chemical synthesis
Enzyme Inhibitors / pharmacology
Escherichia coli / enzymology
Gram-Positive Bacteria / drug effects
Molecular Structure
Novobiocin / analogs & derivatives
Novobiocin / pharmacology
Peptides, Cyclic / pharmacology
Structure-Activity Relationship
Topoisomerase II Inhibitors*

Substances

Anti-Bacterial Agents
Coumarins
DNA, Superhelical
Enzyme Inhibitors
Peptides, Cyclic
Topoisomerase II Inhibitors
cyclothialidine
Novobiocin
clorobiocin
DNA Gyrase