Probing phenylcarbamoylazinane-1,2,4-triazole amides derivatives as lipoxygenase inhibitors along with cytotoxic, ADME and molecular docking studies.
Acetanilides
/ chemical synthesis
Arachidonate 15-Lipoxygenase
/ metabolism
Humans
Hydrogen Bonding
Lipoxygenase Inhibitors
/ chemical synthesis
Molecular Docking Simulation
Molecular Structure
Protein Binding
Soybean Proteins
/ antagonists & inhibitors
Glycine max
/ enzymology
Static Electricity
Structure-Activity Relationship
Triazoles
/ chemical synthesis
ADME & Molecular docking studies
Azinanetriazoles
Cytotoxicity
Lipoxygenase inhibition
Synthesis
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:
02
09
2020
revised:
24
10
2020
accepted:
30
11
2020
pubmed:
16
12
2020
medline:
14
9
2021
entrez:
15
12
2020
Statut:
ppublish
Résumé
Hunting small molecules as anti-inflammatory agents/drugs is an expanding and successful approach to treat several inflammatory diseases such as cancer, asthma, arthritis, and psoriasis. Besides other methods, inflammatory diseases can be treated by lipoxygenase inhibitors, which have a profound influence on the development and progression of inflammation. In the present study, a series of new N-alkyl/aralky/aryl derivatives (7a-o) of 2-(4-phenyl-5-(1-phenylcarbamoyl)piperidine-4H-1,2,4-triazol-3-ylthio)acetamide was synthesized and screened for their inhibitory potential against the enzyme 15-lipoxygenase. The simple precursor ethyl piperidine-4-carboxylate (a) was successively converted into phenylcarbamoyl derivative (1), hydrazide (2), semicarbazide (3) and N-phenylated 5-(1-phenylcarbamoyl)piperidine-1,2,4-triazole (4), then in combination with electrophiles (6a-o) through further multistep synthesis, final products (7a-o) were generated. All the synthesized compounds were characterized by FTIR,
Identifiants
pubmed: 33317840
pii: S0045-2068(20)31823-X
doi: 10.1016/j.bioorg.2020.104525
pii:
doi:
Substances chimiques
Acetanilides
0
Lipoxygenase Inhibitors
0
Soybean Proteins
0
Triazoles
0
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
104525Informations de copyright
Copyright © 2020 Elsevier Inc. All rights reserved.