摘要/Abstract

以苯乙酮和草酸二乙酯为原料, 设计并合成了一系列含有1,3,4-噻二唑和吡唑的新型酰胺衍生物A1~A26, 通过¹H NMR, ¹³C NMR, IR, ESI-MS和HRMS等多种手段对其结构进行了表征. 通过噻唑蓝(MTT)方法评估了这些化合物对人肝癌细胞(HepG2)和人胃癌细胞(MGC803)体外抗肿瘤活性的表现. 实验结果表明, 以5-氟尿嘧啶作为阳性对照药物(IC₅₀=0.0787 μmol/mL), 化合物A1 (IC₅₀=0.0695 μmol/mL), A2 (IC₅₀=0.0682 μmol/mL)和A3 (IC₅₀=0.0753 μmol/mL)对HepG2细胞表现出相似的抑制作用. 值得注意的是, 化合物A1对MGC803细胞表现出较强的抑制作用 (IC₅₀=0.0420 μmol/ mL), 远比阳性对照药物5-氟尿嘧啶(IC₅₀=0.0820 μmol/mL)优异.
关键词: 酰胺衍生物, 有机合成, 1,3,4-噻二唑, 吡唑, 抗肿瘤活性
In this work, a series of newly-synthesized amide derivatives (A1~A26) carrying 1,3,4-thiadiazole and pyrazole moieties were successfully designed and synthesized. In addition, their structures were characterized by multiple techniques including ¹H NMR, ¹³C NMR, IR, ESI-MS and HRMS. Furthermore, based on the antitumor results against human hepatocarcinoma cells (HepG2) and human gastric carcinoma cells (MGC803) via methyl thiazolyl tetrazolium (MTT) method, the in vitro cytotoxic activities of the compounds were evaluated, indicating that compounds A1 (IC₅₀=0.0695 μmol/mL), A2 (IC₅₀=0.0682 μmol/mL) and A3 (IC₅₀=0.0753 μmol/mL) exhibited similar inhibitory effect against HepG2 cells. More importantly, compound A1 displayed superior inhibition performance against MGC803 cells (IC₅₀=0.0420 μmol/mL) compared with that of 5-fluorouracil (IC₅₀=0.0820 μmol/mL).
Key words: amide derivatives, organic synthesis, 1,3,4-thiadiazole, pyrazole, antitumor activity


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