Laccase-Catalyzed 1,4-Dioxane-Mediated Synthesis of Belladine N -Oxides with Anti-Influenza A Virus Activity

Laccase-Catalyzed 1,4-Dioxane-Mediated Synthesis of Belladine N -Oxides with Anti-Influenza A Virus Activity

Belladine -oxides active against influenza A virus have been synthetized by a novel laccase-catalyzed 1,4-dioxane-mediated oxidation of aromatic and side-chain modified belladine derivatives. Electron paramagnetic resonance (EPR) analysis confirmed the role of 1,4-dioxane as a co-oxidant. The reacti...

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Veröffentlicht in:International journal of molecular sciences 2021-01, Vol.22 (3), p.1337
Hauptverfasser: Zippilli, Claudio, Botta, Lorenzo, Bizzarri, Bruno Mattia, Nencioni, Lucia, De Angelis, Marta, Protto, Virginia, Giorgi, Gianluca, Baratto, Maria Camilla, Pogni, Rebecca, Saladino, Raffaele
Format: Artikel
Sprache:eng
Schlagworte:
Antiviral Agents - chemistry
Antiviral Agents - pharmacology
belladine derivatives
Catalysis
Dioxanes - chemistry
EPR
Humans
influenza A virus
Influenza A virus - drug effects
Influenza, Human - drug therapy
Influenza, Human - virology
laccase
Laccase - chemistry
N-oxides
Oxidation-Reduction
Oxides - chemistry
Oxides - pharmacology
Oxizymes
Polyporaceae - enzymology
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Zusammenfassung:Belladine -oxides active against influenza A virus have been synthetized by a novel laccase-catalyzed 1,4-dioxane-mediated oxidation of aromatic and side-chain modified belladine derivatives. Electron paramagnetic resonance (EPR) analysis confirmed the role of 1,4-dioxane as a co-oxidant. The reaction was chemo-selective, showing a high functional-group compatibility. The novel belladine -oxides were active against influenza A virus, involving the early stage of the virus replication life cycle.
ISSN:1422-0067
1661-6596
1422-0067
DOI:10.3390/ijms22031337