高等学校化学学报

高等学校化学学报 ›› 2013, Vol. 34 ›› Issue (7): 1646.doi: 10.7503/cjcu20121077

• 有机化学 • 上一篇    下一篇

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

彭俊梅, 李婉, 申坤, 霍素芳, 叶姣, 胡艾希   

  1. 湖南大学化学化工学院, 长沙 410082
  • 收稿日期:2012-11-29 出版日期:2013-07-10 发布日期:2013-06-21
  • 通讯作者: 胡艾希, 男, 博士, 教授, 博士生导师, 主要从事药物化学研究. E-mail:axhu@hnu.edu.cn E-mail:axhu@hnu.edu.cn
  • 基金资助:

    湖南省自然基金重点项目(批准号: 07JJ3022)资助.

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

PENG Jun-Mei, LI Wan, SHEN Kun, HUO Su-Fang, YE Jiao, HU Ai-Xi   

  1. School of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China
  • Received:2012-11-29 Online:2013-07-10 Published:2013-06-21

PDF (PC)

被引次数

12

摘要：

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.

关键词: 5-苄基-4-叔丁基-2-芳氨基噻唑, 合成, 抗肿瘤活性

Abstract:

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.

Key words: 5-Benzyl-4-tert-butyl-N-arylthiazol-2-amine hydrobromide, Synthesis, Antitumor activity

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