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

被引:24
作者
Saladino, Raffaele [1 ]
Neri, Veronica [1 ]
Farina, Angela [1 ]
Crestini, Claudia [2 ]
Nencioni, Lucia [3 ]
Palamara, Anna Teresa [3 ]
机构
[1] Univ Tuscia, Dipartimento Agrobiol & Agrochim, I-01100 Viterbo, Italy
[2] Univ Tor Vergata, Dipartimento Sci & Technol Chim, I-00185 Rome, Italy
[3] Univ Roma La Sapienza, Sez Microbiol Framaceut, Dipartimento Sci Salute Pubbl, I-00185 Rome, Italy
关键词
antiviral agents; heterogeneous catalysis; homogeneous catalysis; hydrogen peroxide; quinones; rhenium;
D O I
10.1002/adsc.200700340
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
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.
引用
收藏
页码:321 / 331
页数:11
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