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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
