Benzodioxane-Benzamides as Antibacterial Agents: Computational and SAR Studies to Evaluate the Influence of the 7-Substitution in FtsZ Interaction.
Anti-Bacterial Agents
/ chemical synthesis
Bacterial Proteins
/ antagonists & inhibitors
Benzamides
/ chemistry
Benzodioxoles
/ chemistry
Cytoskeletal Proteins
/ antagonists & inhibitors
Dose-Response Relationship, Drug
Drug Resistance, Multiple, Bacterial
/ drug effects
Escherichia coli
/ drug effects
Microbial Sensitivity Tests
Molecular Docking Simulation
Molecular Structure
Staphylococcus aureus
/ drug effects
Structure-Activity Relationship
1,4-benzodioxane-2,6-difluorobenzamide
FtsZ inhibition
Mutated E. coli
cavity detection
molecular modelling
Journal
ChemMedChem
ISSN: 1860-7187
Titre abrégé: ChemMedChem
Pays: Germany
ID NLM: 101259013
Informations de publication
Date de publication:
17 01 2020
17 01 2020
Historique:
received:
19
09
2019
revised:
08
11
2019
pubmed:
22
11
2019
medline:
23
1
2021
entrez:
22
11
2019
Statut:
ppublish
Résumé
FtsZ is a crucial prokaryotic protein involved in bacterial cell replication. It recently arose as a promising target in the search for antimicrobial agents able to fight antimicrobial resistance. In this work, going on with our structure-activity relationship (SAR) study, we developed variously 7-substituted 1,4-benzodioxane compounds, linked to the 2,6-difluorobenzamide by a methylenoxy bridge. Compounds exhibit promising antibacterial activities not only against multidrug-resistant Staphylococcus aureus, but also on mutated Escherichia coli strains, thus enlarging their spectrum of action toward Gram-negative bacteria as well. Computational studies elucidated, through a validated FtsZ binding protocol, the structural features of new promising derivatives as FtsZ inhibitors.
Identifiants
pubmed: 31750973
doi: 10.1002/cmdc.201900537
doi:
Substances chimiques
Anti-Bacterial Agents
0
Bacterial Proteins
0
Benzamides
0
Benzodioxoles
0
Cytoskeletal Proteins
0
FtsZ protein, Bacteria
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
195-209Informations de copyright
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
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