Synthesis of new methoxy derivatives of trans 2,3-diaryl-2,3-dihydrobenzofurans and evaluation of their anti-inflammatory activity.
ATP Citrate (pro-S)-Lyase
/ antagonists & inhibitors
Anti-Inflammatory Agents
/ chemical synthesis
Benzofurans
/ chemical synthesis
Enzyme Inhibitors
/ chemical synthesis
Humans
Molecular Structure
Nitric Oxide
/ metabolism
Reactive Oxygen Species
/ metabolism
Signal Transduction
/ drug effects
Transcription Factor RelA
/ metabolism
U937 Cells
2,3-diaryl-2,3-dihydrobenzofurans
ACLY activity
Anti-inflammatory activity
NF-κB
ROS and NO levels
Journal
Bioorganic & medicinal chemistry letters
ISSN: 1464-3405
Titre abrégé: Bioorg Med Chem Lett
Pays: England
ID NLM: 9107377
Informations de publication
Date de publication:
01 10 2021
01 10 2021
Historique:
received:
02
06
2021
revised:
06
07
2021
accepted:
11
07
2021
pubmed:
20
7
2021
medline:
28
12
2021
entrez:
19
7
2021
Statut:
ppublish
Résumé
In the present study we synthesized new methoxy derivatives of trans 2,3-diaryl-2,3-dihydrobenzofurans, starting from suitable trans 2,3-diaryloxiranes, using regio- and stereoselective nucleophilic oxiranyl ring-opening reactions. The compounds were tested as anti-inflammatories in U937 cells. All compounds showed a significant role in inhibiting the NF-κB pathway and were able to restore normal ROS and NO level upon LPS activation. Moreover, regarding inhibition of ACLY, enantioenriched (50% ee) 7a
Identifiants
pubmed: 34280408
pii: S0960-894X(21)00491-1
doi: 10.1016/j.bmcl.2021.128264
pii:
doi:
Substances chimiques
Anti-Inflammatory Agents
0
Benzofurans
0
Enzyme Inhibitors
0
Reactive Oxygen Species
0
Transcription Factor RelA
0
Nitric Oxide
31C4KY9ESH
ATP Citrate (pro-S)-Lyase
EC 2.3.3.8
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
128264Informations de copyright
Copyright © 2021 Elsevier Ltd. All rights reserved.