Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai 600 025, India.
Carbohydr Res. 2011 Oct 18;346(14):2084-90. doi: 10.1016/j.carres.2011.06.028. Epub 2011 Jun 28.
A series of quinoline coupled 1,2,3-triazoles compounds have been synthesized by 'click chemistry' from azidomethyl quinoline with different alkynes. The efficiency and fidelity of the Cu(I)-catalyzed azide-alkyne reaction are substantiated by good yields and exclusive formation of the expected 1,4-disubstituted triazole product. All the synthesized compounds were screened for anti-tubercular activity against Mycobacterium tuberculosis H37Rv by luciferase reporter phage (LRP) assay. Quinoline coupled triazole sugar hybrid, 20 is the most potent compound in the series with 76.41% and 78.37% reduction calculated based on percentage reduction in Relative Light Units at 5 and 25 μg/mL, respectively.
通过点击化学，从叠氮甲基喹啉与不同的炔烃反应，合成了一系列喹啉偶联的 1,2,3-三唑化合物。铜（I）催化的叠氮-炔烃反应的效率和保真度通过良好的产率和预期的 1,4-取代三唑产物的专一地形成得到证实。通过荧光素酶报告噬菌体（LRP）测定法，对所有合成的化合物进行了抗结核分枝杆菌 H37Rv 的抗结核活性筛选。喹啉偶联三唑糖杂合体 20 是该系列中最有效的化合物，在 5μg/mL 和 25μg/mL 时，基于相对光单位百分比降低计算，分别具有 76.41%和 78.37%的降低率。
