A convenient and efficient application of heterogeneous poly(4-vinylpyridine), poly(4-vinylpyridine N-oxide), and polystyrene/methylrhenium trioxide systems for the selective oxidation of tocopherols and tocopherol derivatives to the corresponding ortho- and para-tocopherylquinones is described. Environment friendly, easily available, and low-cost hydrogen peroxide (H2O2) was used as the oxygen atom donor. The antiviral activity of the newly synthesized tocopherylquinones and their parent tocopherols against influenza A virus is also reported. On the basis of the biological assay, the activity of tocopherols against influenza virus is higher than that showed by the corresponding tocopheryl-quinones, thus suggesting, for the first time, a drawback effect of the oxidative metabolism on the antiviral activity of these compounds.

Saladino, R., Neri, V., Farina, A., Crestini, C., Nencioni, L., Palamara, A. (2008). A novel and efficient synthesis of tocopheryl quinones by homogeneous and heterogeneous methyltrioxorhenium/hydrogen peroxide catalytic systems. ADVANCED SYNTHESIS & CATALYSIS, 350(2), 321-331 [10.1002/adsc.200700340].

A novel and efficient synthesis of tocopheryl quinones by homogeneous and heterogeneous methyltrioxorhenium/hydrogen peroxide catalytic systems

CRESTINI, CLAUDIA;
2008-01-01

Abstract

A convenient and efficient application of heterogeneous poly(4-vinylpyridine), poly(4-vinylpyridine N-oxide), and polystyrene/methylrhenium trioxide systems for the selective oxidation of tocopherols and tocopherol derivatives to the corresponding ortho- and para-tocopherylquinones is described. Environment friendly, easily available, and low-cost hydrogen peroxide (H2O2) was used as the oxygen atom donor. The antiviral activity of the newly synthesized tocopherylquinones and their parent tocopherols against influenza A virus is also reported. On the basis of the biological assay, the activity of tocopherols against influenza virus is higher than that showed by the corresponding tocopheryl-quinones, thus suggesting, for the first time, a drawback effect of the oxidative metabolism on the antiviral activity of these compounds.
2008
Pubblicato
Rilevanza internazionale
Articolo
Sì, ma tipo non specificato
Settore CHIM/03 - CHIMICA GENERALE E INORGANICA
English
Con Impact Factor ISI
antiviral agents; heterogeneous catalysis; homogeneous catalysis; hydrogen peroxide; quinones; rhenium
Saladino, R., Neri, V., Farina, A., Crestini, C., Nencioni, L., Palamara, A. (2008). A novel and efficient synthesis of tocopheryl quinones by homogeneous and heterogeneous methyltrioxorhenium/hydrogen peroxide catalytic systems. ADVANCED SYNTHESIS & CATALYSIS, 350(2), 321-331 [10.1002/adsc.200700340].
Saladino, R; Neri, V; Farina, A; Crestini, C; Nencioni, L; Palamara, A
Articolo su rivista
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2108/29091
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