咪唑并[1,2-a]吡啶化合物的无溶剂合成及其抗氧化性能

Solvent Free Synthesis and Antioxidant Properties of Imidazo[1,2-a]pyridine Compounds

无溶剂条件下,2-氨基吡啶、芳香醛和异氰基乙酸乙酯发生Groebke-Blackburn-Bienaymé三组分反应,高效合成了6个咪唑并[1,2-a]吡啶化合物,产率89%~97%,其结构经1H NMR,13C NMR和HR-MS(ESI)确证。并通过抑制HO·和还原型谷胱甘肽自由基(GS·)引发的DNA氧化反应体系,对化合物的抗氧化活性进行了检测。结果表明:在抑制HO·引发的DNA氧化反应体系中,6个化合物相对空白硫代巴比妥酸活性物质吸光度百分数(TBARS百分数)可达32.2%~72.1%;在抑制GS·引发的DNA氧化反应体系中,6个化合物的TBARS百分数可达34.8%~81.3%。

With 2-aminopyridine, the substituted aromatic aldehydes, and ethyl 2-isocyanoacetate as reactants, six imidazo[1,2-a]pyridine compounds were synthesized via Groebke-Blackburn-Bienaymé three-component-reaction in the absence of solvents, and the yield were 89%~97%. The structures were confirmed by 1HNMR, 13CNMR, and HR-MS(ESI). Antioxidant abilities of the obtained compounds were evaluated by inhibiting Cu2+/glutathione(GSH)-and HO·-induced oxidation of DNA. The results showed that the TBARS percentages of six compounds were 32.2%~72.1% in inhibiting HO·-induced oxidation of DNA. The TBARS percentages of six compounds were 34.8%~81.3% in inhibiting GS·-induced oxidation of DNA.