Chemistry Group, Birla Institute of Technology and Science, Pilani 333031, Rajasthan, India.
Bioorg Med Chem Lett. 2011 Jan 1;21(1):449-52. doi: 10.1016/j.bmcl.2010.10.121. Epub 2010 Oct 30.
Two classes of 1,4-disubstituted 1,2,3-triazoles were synthesized using one-pot reaction of α-tosyloxy ketones/α-halo ketones, sodium azide, and terminal alkynes in the presence of aq PEG (1:1, v/v) using the click chemistry approach and evaluated for Src kinase inhibitory activity. Structure-activity relationship analysis demonstrated that insertion of C(6)H(5)- and 4-CH(3)C(6)H(4)- at position 4 for both classes and less bulkier aromatic group at position 1 in class 1 contribute critically to the modest Src inhibition activity (IC(50) = 32-43 μM) of 1,4-disubstituted 1,2,3-triazoles.
两类 1,4-取代 1,2,3-三唑通过α-对甲苯磺酰氧基酮/α-卤代酮、叠氮化钠和末端炔烃在 aq PEG(1:1,v/v)存在下的点击化学方法一锅反应合成，并评估了它们对Src 激酶抑制活性的影响。构效关系分析表明，两类化合物中 4 位均插入 C(6)H(5)-和 4-CH(3)C(6)H(4)-，而在 1 类化合物中 1 位则插入较小的芳基取代基，对适度的 Src 抑制活性(IC(50)=32-43 μM)有重要贡献。
