Synthesis and docking calculations of tetrafluoronaphthalene derivatives and their inhibition profiles against some metabolic enzymes.
Acetylcholinesterase
/ metabolism
Carbonic Anhydrase Inhibitors
/ chemical synthesis
Cholinesterase Inhibitors
/ chemical synthesis
Enzyme Inhibitors
/ chemical synthesis
Fluorine
/ chemistry
Glycoside Hydrolase Inhibitors
/ chemical synthesis
Humans
Hypoglycemic Agents
/ chemical synthesis
Molecular Docking Simulation
Molecular Structure
Naphthalenes
/ chemical synthesis
Structure-Activity Relationship
alpha-Glucosidases
/ metabolism
O-allyl
O-prenyl
O-propargyl
enzyme inhibition
molecular docking
tetrafluoronaphthalene
Journal
Archiv der Pharmazie
ISSN: 1521-4184
Titre abrégé: Arch Pharm (Weinheim)
Pays: Germany
ID NLM: 0330167
Informations de publication
Date de publication:
Jun 2021
Jun 2021
Historique:
revised:
04
02
2021
received:
06
11
2020
accepted:
05
02
2021
pubmed:
6
3
2021
medline:
15
12
2021
entrez:
5
3
2021
Statut:
ppublish
Résumé
Syntheses of tetrahydroepoxy, O-allylic, O-prenylic, and O-propargylic tetrafluoronaphthalene derivatives, starting from 1-bromo-2,3,4,5,6-pentafluorobenzene, are reported here for the first time. The O-substituted tetrafluoronaphthalene derivatives were designed and also synthesized via a one-pot nucleophilic substitution reaction in excellent yields, whereas the tetrafluorotetrahydroepoxynaphthalene derivate was synthesized via a reduction reaction in excellent yield. The chemical structures of all the synthesized molecules were characterized by nuclear magnetic resonance, infrared spectroscopy, and high-resolution mass spectrometry techniques. In this study, a series of novel tetrafluoronaphthalene derivatives (2, 2a, 4-6) was tested toward several enzymes including α-glucosidase, acetylcholinesterase (AChE), and human carbonic anhydrase I and II (hCA I/II). The tetrafluoronaphthalene derivatives 2, 2a, and 4-6 showed IC
Identifiants
pubmed: 33666284
doi: 10.1002/ardp.202000409
doi:
Substances chimiques
Carbonic Anhydrase Inhibitors
0
Cholinesterase Inhibitors
0
Enzyme Inhibitors
0
Glycoside Hydrolase Inhibitors
0
Hypoglycemic Agents
0
Naphthalenes
0
Fluorine
284SYP0193
Acetylcholinesterase
EC 3.1.1.7
alpha-Glucosidases
EC 3.2.1.20
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e2000409Informations de copyright
© 2021 Deutsche Pharmazeutische Gesellschaft.
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