5-苄基-4-叔丁基-2-芳氨基噻唑氢溴酸盐的合成、表征及抗肿瘤活性

以芳香胺和4,4-二甲基-1-芳基-2-溴戊-3-酮为原料, 设计合成了29种新的5-苄基-4-叔丁基-2-芳氨基噻唑氢溴酸盐化合物; 其结构经¹H NMR和元素分析等确证. 体外抗肿瘤活性测试结果表明, 化合物A4, A5, A12和A29对人非小细胞肺癌细胞A549的IC₅₀值分别为0.016, 0.019, 0.019和0.026 μmol/mL, 与阳性对照物紫杉醇(IC₅₀值为0.022 μmol/mL)相当; 化合物A5, A7, A13, A14和A19对肝癌细胞Bel7402的IC₅₀值分别为0.021, 0.021, 0.026, 0.014和0.029 μmol/mL, 与阳性对照物紫杉醇的IC₅₀值(0.030 μmol/mL)相近. 利用倒置显微镜和Hoechst33342-PI双染色法观察了细胞经化合物处理后的形态变化.

Synthesis, Characterization and Antitumor Activities of 5-Benzyl-4-tert-butyl-N-arylthiazol-2-amine Hydrobromide

Recently, more and more thiazole compounds were reported to exhibit antitumor activities. Twenty-nine new 5-benzyl-4-tert-butyl-N-arylthiazol-2-amine hydrobromides were synthesized from arylamino and 2-bromo-4,4-dimethyl-1-arylpentan-3-one. Their structures were confirmed by 1H NMR spectra and elemental analysis. The data of antitomor activities in vitro indicated that the IC50 values of compounds A4, A5, A12 and A29 against A549 cells were 0.016, 0.019, 0.019 and 0.026 μmol/mL, respectively, similar to Taxinol(IC50value was 0.022 μmol/mL). The IC50 values of compounds A5, A7, A13, A14 and A19 against Bel7402 were 0.021, 0.021, 0.026, 0.014 and 0.029 μmol/mL, respectively, similar to Taxinol(IC50 value was 0.030 μmol/mL). The shape changes of A549 cells were observed by inverted microscope and flourescence microscope after staining with Hoechst 33342-PI.