Total Synthesis of Anti-MRSA Active Diorcinols and Analogues.
MRSA
biofilm
natural products
structure elucidation
total synthesis
Journal
Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783
Informations de publication
Date de publication:
06 Aug 2020
06 Aug 2020
Historique:
received:
18
05
2020
pubmed:
9
6
2020
medline:
3
3
2021
entrez:
9
6
2020
Statut:
ppublish
Résumé
Diorcinols and related prenylated diaryl ethers were reported to exhibit activity against methicillin-resistant clinical isolates of Staphylococcus aureus (MRSA). Within these lines, we report the first total synthesis of diorcinol D, I, J, the proposed structure of verticilatin and recently isolated antibacterial diaryl ether by using an efficient and highly divergent synthetic strategy. These total syntheses furnish the diaryl ethers in only five to seven steps employing a Pd-catalyzed diaryl ether coupling as the key step. The total synthesis led to the structural revision of the natural product verticilatin, which has been isolated from a plant pathogenic fungus. Furthermore, these structures were tested in order to determine their antibacterial activities against different MRSA strains as well as further Gram-positive and -negative bacteria.
Identifiants
pubmed: 32510795
doi: 10.1002/chem.202002442
pmc: PMC7497275
doi:
Substances chimiques
Anti-Bacterial Agents
0
Phenols
0
Phenyl Ethers
0
diorcinol D
0
Types de publication
Journal Article
Review
Langues
eng
Sous-ensembles de citation
IM
Pagination
9846-9850Subventions
Organisme : Verband der Chemischen Industrie
Organisme : Universität Hamburg
ID : Hamburgstipendium
Organisme : Rahn-Quade Foundation
Informations de copyright
© 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.
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