论文部分内容阅读
叠氮化钠悬浮在DMF溶剂中与芳基丙炔腈在90～120°C下反应6～10h,得到系列4-氰基-5-芳基-1H-1,2,3-三氮唑化合物,共13个。化合物结构经质谱、1HNMR、红外光谱等确证,并用单晶X射线衍射测定了化合物3f和3m的晶体结构,两个结构都表明三氮唑的活泼H在1-N原子上。活性试验表明该系列三氮唑对HER2过表达的乳腺癌细胞的增值有抑制活性,并发现这些化合物对其细胞中HER2磷酸化的抑制活性与其对细胞增值的抑制活性明显相关。其中3k和3l对细胞中酪氨酸激酶磷酸化的半抑制率(IC50)的最低浓度分别为9.7μmol·L-1和6.6μmol·L-1。三氮唑芳基上取代基的吸电子效应对其抑制乳腺癌细胞增值的活性有利。
Sodium azide is suspended in a DMF solvent and reacted with an aryl propionitrile at 90 to 120 ° C. for 6 to 10 h to obtain a series of 4-cyano-5-aryl-1H-1,2,3-triazole Compounds, a total of 13. The structures of the compounds were confirmed by mass spectrometry, 1HNMR and IR spectra. The crystal structures of the compounds 3f and 3m were determined by single crystal X-ray diffraction. Both structures showed that the active H of triazole was on the 1-N atom. The activity test showed that the series of trizoles inhibit the proliferation of HER2 overexpressing breast cancer cells and found that these compounds have a significant correlation between the inhibitory activity of HER2 phosphorylation in their cells and the inhibitory activity on cell proliferation. Among them, the minimum half-inhibitory rates (IC50) of tyrosine kinase phosphorylation in 3k and 3l cells were 9.7μmol·L-1 and 6.6μmol·L-1, respectively. The electron-withdrawing effect of the substituents on the triazole azole is favorable for its activity of inhibiting the proliferation of breast cancer cells.