新型 1,4-二取代 1,2,3-三唑的合成及细胞毒性评价 通过 CuI 催化 1,3-偶极环加成反应。
Synthesis and cytotoxicity evaluation of novel 1,4-disubstituted 1,2,3-triazoles via CuI catalysed 1,3-dipolar cycloaddition.
机构信息
Department of Chemistry, Nizam College, Osmania University, Hyderabad 500006, Andhra Pradesh, India.
出版信息
Eur J Med Chem. 2010 Nov;45(11):5044-50. doi: 10.1016/j.ejmech.2010.08.012. Epub 2010 Aug 12.
A facile and highly efficient method for the regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles (β-keto 1,2,3-triazoles) in good to excellent yields from in-situ generated β-ketoazides and terminal alkynes through Cu(I) catalyzed 1,3 dipolar cycloaddition is described. This reaction proceeds smoothly either in water or in a 1:1 mixture of water and acetone at room temperature without use of any additive. The synthesized compounds were screened for their cytotoxicity in A549 (Lung Cancer), HT-29 (Colon Cancer), He La (Cervical Cancer) using MTT assay that exhibited significant cytotoxicity at modest doses.
一种简便高效的方法，通过 Cu（I）催化的 1,3-偶极环加成反应，从原位生成的β-酮基叠氮化物和末端炔烃出发，以良好到优异的收率得到 1,4-取代的 1,2,3-三唑（β-酮 1,2,3-三唑）。该反应在室温下，无论是在水中还是在水和丙酮的 1:1 混合物中，都能顺利进行，无需使用任何添加剂。通过 MTT 测定法，对合成的化合物在 A549（肺癌）、HT-29（结肠癌）和 HeLa（宫颈癌）中的细胞毒性进行了筛选，结果表明在中等剂量下具有显著的细胞毒性。
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