新型紫罗兰酮基双查尔酮缩氨基硫脲的合成及抗肿瘤活性

发布时间：2019-06-18 14:40

【摘要】：根据活性亚结构拼接原理,通过紫罗兰酮与(取代)苯甲醛反应合成了紫罗兰酮基双查尔酮,然后经与氨基硫脲缩合得到一系列未见报道的新型含紫罗兰酮、查尔酮及氨基硫脲3种优势结构单元的杂化体,它们的化学结构经傅里叶变换红外光谱(FT-IR)、核磁共振波谱(~1H NMR、~(13)C NMR)、元素分析及质谱(MS)等测试技术所证实。采用溴化噻唑蓝四氮唑(MTT)法初步测定其体外抗肿瘤活性(乳腺癌细胞(MCF-7),肝癌细胞(Hep G2),肺癌细胞(A549)),结果表明,对于不同类型的肿瘤细胞,化合物展现较好的增殖抑制活性。尤其是化合物3a与3b对MCF-7细胞展现较强的抗增殖活性,半数致死量(IC_(50))值分别为10.83和7.62μmol/L,化合物3e对A549细胞显示一定的增殖抑制活性效果(IC_(50)值为13.36μmol/L),化合物3f对Hep G2细胞表现了高效的抗增殖活性(IC_(50)值为8.55μmol/L)。目标物的抗增殖活性与紫罗兰酮结构及查尔酮环上不同电子效应的取代基有关。
[Abstract]:according to the splicing principle of the active substructure, the ionone-based bichalcone is synthesized through the reaction of the ionone and the (substituted) benzaldehyde, The chemical structures of the three dominant structural units of chalcone and aminosulfur are confirmed by Fourier transform infrared spectroscopy (FT-IR), nuclear magnetic resonance (~ 1H NMR, ~ (13) C NMR), elemental analysis and mass spectrometry (MS). The anti-tumor activity in vitro (breast cancer cells (MCF-7), liver cancer cells (Hep G2), and lung cancer cells (A549) were determined by the method of Bromination of Bromide and Blue-Tetrane (MTT). The results showed that the compound exhibited better proliferative inhibitory activity for different types of tumor cells. In particular, the anti-proliferative activity of the compound 3a and 3b on the MCF-7 cells was shown to be 10.83 and 7.62. m u.mol/ L, respectively, and the compound 3e exhibited a certain proliferation inhibitory activity (IC _ (50) value of 13.36. mu.mol/ L for A549 cells, respectively. The compound 3f exhibited an efficient anti-proliferative activity against the Hep G2 cell (IC _ (50) value of 8.55. m u.mol/ L). The anti-proliferative activity of the target is related to the substituent of the ionone structure and the different electron effect on the chalcone ring.
【作者单位】：湖南城市学院化学与环境工程学院;
【基金】：湖南省教育厅优秀青年项目(15B043) 湖南省科技计划项目(2009SK4027)资助~~
【分类号】：O621.3;R914;R96

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