病毒唑光敏探针的光性质

Characterization of a Photolabeling Probe of Ribavirin

设计和合成了病毒唑的光探针:5-叠氮基-1-1-(β-呋喃核糖基)-1,2,4-三唑-3-酰胺(1)和3-叠氨-1-(β-呋喃核糖基)-1,2,4-三唑-5-酰胺(2),并以光探针1的前体化合物5-叠氮基-1-(2,3,5-三乙酰基-β-呋喃核糖基)-1,2,4-三唑-3-酰甲酯(3)为模型化合物,初步研究了叠氮基-1,2,4-三唑的光化学性质。结果表明:在不同溶剂(环戊烷和甲醇)中,化合物3在光辐射下得到不同光化学产物,其光化学反应速度快,主要产物明显,且对碳-氢键的插入能力要比插入氧-氢键的强。

3-Azido-1-（ β-ribofuranosyl）-1, 2, 4-triazole-5-carboxaminde （ 2 ） and 5-azido-1- （ β-ribofuranosyl） -1,2,4- triazole -3- carboxminde （1） as photoprobes of ribavirin were designed and synthesized, and preliminary study on the photochemistry of azido-triazole was undertaken with 5-azido-1-（2, 3,5-tri-O-acetyl-β-D - ribofuranosyl ） -1 ,2 ,4 - triazole - 3 - carboxylic acid methyl ester （3）. The experimental results showed that 5-azido-l-（2,3,5-tri-O-acetyl-β- D-ribofuranosyl ） -1 , 2 , 4 -triazole -3 - carboxylic acid methyl ester undergoes rapid photoreaction and gives clean photoproducts in different solvents. Furthermore, the strength of C-H bond reacted with 5-azido-1-（2,3,5-tri-O-acetyl-β- D-ribofuranosyl ） -1 ,2 ,4 - triazole -3 - carboxylic acid methyl ester was more than that of O-H bond.