Synthetic Analogues of Aminoadamantane as Influenza Viral Inhibitors-In Vitro, In Silico and QSAR Studies.
Adamantane
/ analogs & derivatives
Animals
Antiviral Agents
/ chemical synthesis
Binding Sites
Cell Death
/ drug effects
Computer Simulation
Crystallography, X-Ray
Differential Thermal Analysis
Dogs
Drug Stability
Humans
Hydrogen Bonding
Least-Squares Analysis
Madin Darby Canine Kidney Cells
Molecular Conformation
Molecular Docking Simulation
Orthomyxoviridae
/ drug effects
Protein Domains
Quantitative Structure-Activity Relationship
Rimantadine
/ blood
Temperature
Viral Matrix Proteins
/ chemistry
3D-QSAR
LC–MS/MS.
X-Ray crystallography
adamantane derivatives
amino acids
mass spectrometry
molecular docking
plasma stability
Journal
Molecules (Basel, Switzerland)
ISSN: 1420-3049
Titre abrégé: Molecules
Pays: Switzerland
ID NLM: 100964009
Informations de publication
Date de publication:
01 Sep 2020
01 Sep 2020
Historique:
received:
03
08
2020
revised:
29
08
2020
accepted:
31
08
2020
entrez:
5
9
2020
pubmed:
5
9
2020
medline:
12
3
2021
Statut:
epublish
Résumé
A series of nineteen amino acid analogues of amantadine (Amt) and rimantadine (Rim) were synthesized and their antiviral activity was evaluated against influenza virus A (H3N2). Among these analogues, the conjugation of rimantadine with glycine illustrated high antiviral activity combined with low cytotoxicity. Moreover, this compound presented a profoundly high stability after in vitro incubation in human plasma for 24 h. Its thermal stability was established using differential and gravimetric thermal analysis. The crystal structure of glycyl-rimantadine revealed that it crystallizes in the orthorhombic
Identifiants
pubmed: 32883012
pii: molecules25173989
doi: 10.3390/molecules25173989
pmc: PMC7504818
pii:
doi:
Substances chimiques
Antiviral Agents
0
M2 protein, Influenza A virus
0
Viral Matrix Proteins
0
Rimantadine
0T2EF4JQTU
Adamantane
PJY633525U
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
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