Antibacterial activity of xylose-derived LpxC inhibitors - Synthesis, biological evaluation and molecular docking studies.
Antibiotics
Bacterial uptake
C-glycosides
LpxC inhibitors
Molecular docking studies
Journal
Bioorganic chemistry
ISSN: 1090-2120
Titre abrégé: Bioorg Chem
Pays: United States
ID NLM: 1303703
Informations de publication
Date de publication:
02 2021
02 2021
Historique:
received:
12
11
2020
accepted:
24
12
2020
pubmed:
12
1
2021
medline:
7
9
2021
entrez:
11
1
2021
Statut:
ppublish
Résumé
LpxC inhibitors represent a promising class of novel antibiotics selectively combating Gram-negative bacteria. In chiral pool syntheses starting from D- and L-xylose, a series of four 2r,3c,4t-configured C-furanosidic LpxC inhibitors was obtained. The synthesized hydroxamic acids were tested for antibacterial and LpxC inhibitory activity, the acquired biological data were compared with those of previously synthesized C-furanosides, and molecular docking studies were performed to rationalize the observed structure-activity relationships. Additionally, bacterial uptake and susceptibility to efflux pump systems were investigated for the most promising stereoisomers.
Identifiants
pubmed: 33429229
pii: S0045-2068(20)31901-5
doi: 10.1016/j.bioorg.2020.104603
pii:
doi:
Substances chimiques
Anti-Bacterial Agents
0
Enzyme Inhibitors
0
Xylose
A1TA934AKO
Amidohydrolases
EC 3.5.-
UDP-3-O-acyl-N-acetylglucosamine deacetylase
EC 3.5.1.-
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
104603Informations de copyright
Copyright © 2020 Elsevier Inc. All rights reserved.