Identification of phenylcarbamoylazinane-1,3,4-oxadiazole amides as lipoxygenase inhibitors with expression analysis and in silico studies.
Amides
/ chemical synthesis
Arachidonate 15-Lipoxygenase
/ metabolism
Cell Survival
/ drug effects
Dose-Response Relationship, Drug
Humans
Leukocytes, Mononuclear
/ drug effects
Lipoxygenase Inhibitors
/ chemical synthesis
Models, Molecular
Molecular Structure
Oxadiazoles
/ chemical synthesis
Structure-Activity Relationship
ADME studies
Azinane-oxadiazoles
Expression analysis
In silico studies
Lipoxygenase inhibition
MTT assay
Synthesis
Journal
Bioorganic chemistry
ISSN: 1090-2120
Titre abrégé: Bioorg Chem
Pays: United States
ID NLM: 1303703
Informations de publication
Date de publication:
10 2021
10 2021
Historique:
received:
22
02
2021
revised:
16
07
2021
accepted:
02
08
2021
pubmed:
18
8
2021
medline:
31
12
2021
entrez:
17
8
2021
Statut:
ppublish
Résumé
In search for new anti-inflammatory agents that inhibit the enzymes of arachidonic acid pathway as the drug targets, the present article describes the screening of 1,3,4-oxadiazole analogues against lipoxygenase (LOX) enzyme. The work is based on the synthesis of new N-alkyl/aralky/aryl derivatives (6a-o) of 2-(4-phenyl-5-(1-phenylcarbamoylpiperidine)-4H-1,3,4-oxadiazol-3-ylthio)acetamide which were obtained by the reaction of 1,3,4-oxadiazole (3) with various electrophiles (5a-o), in KOH. The synthesized analogues showed potent to moderate inhibitory activity against the soybean 15-LOX enzyme; especially 6g, 6b, 6a and 6l displayed the potent inhibitory potential with IC
Identifiants
pubmed: 34403937
pii: S0045-2068(21)00620-9
doi: 10.1016/j.bioorg.2021.105243
pii:
doi:
Substances chimiques
Amides
0
Lipoxygenase Inhibitors
0
Oxadiazoles
0
1,3,4-oxadiazole
20O2F20OUR
Arachidonate 15-Lipoxygenase
EC 1.13.11.33
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
105243Informations de copyright
Copyright © 2021 Elsevier Inc. All rights reserved.