欧阳贵, 夏沙, 李燕华, 常清, 杨丽娟. 邻苯二甲酰亚胺-咪唑盐杂合物的合成及生物活性研究[J]. 云南大学学报(自然科学版), 2017, 39(5): 844-850. doi: 10.7540/j.ynu.20160742
引用本文: 欧阳贵, 夏沙, 李燕华, 常清, 杨丽娟. 邻苯二甲酰亚胺-咪唑盐杂合物的合成及生物活性研究[J]. 云南大学学报(自然科学版), 2017, 39(5): 844-850. doi: 10.7540/j.ynu.20160742
OUYANG Gui, XIA Sha, LI Yan-hua, CHANG Qing, YANG Li-juan. Synthesis and biological activities of phthalimide-imidazolium salt derivatives[J]. Journal of Yunnan University: Natural Sciences Edition, 2017, 39(5): 844-850. DOI: 10.7540/j.ynu.20160742
Citation: OUYANG Gui, XIA Sha, LI Yan-hua, CHANG Qing, YANG Li-juan. Synthesis and biological activities of phthalimide-imidazolium salt derivatives[J]. Journal of Yunnan University: Natural Sciences Edition, 2017, 39(5): 844-850. DOI: 10.7540/j.ynu.20160742

邻苯二甲酰亚胺-咪唑盐杂合物的合成及生物活性研究

Synthesis and biological activities of phthalimide-imidazolium salt derivatives

  • 摘要: 以N-溴甲基邻苯二甲酰亚胺为原料,分别与3种咪唑及其衍生物反应,再与溴代烷烃反应合成了18个新型的邻苯二甲酰亚胺-咪唑盐杂合物,并对所合成的新化合物进行了镇痛活性和抗肿瘤活性研究.研究结果表明,化合物11和17均表现出较好的镇痛活性,化合物20表现出较好的抗肿瘤细胞毒活性,对5种肿瘤细胞的活性均高于阳性对照DDP,其中对HL-60细胞株的IC50值为1.86μmol/L,对SMMC-7721、A-549和MCF-7细胞株的抗肿瘤活性分别为DDP的2.5倍、1.9倍和1.8倍.

     

    Abstract: Commercial N-bromomethyl phthalimide was chosen as the starting material to react with imidazole or its derivatives.Then,18 phthalimide-imidazolium salts were prepared with the corresponding alkyl bromides.They were evaluated in vitro against a panel of human tumor cell lines and analgesic activity.The results suggest that compounds 11 and 17 showed good analgesic activity,and compound 20 was found to be the most potent derivative against five tumor cell lines investigated and more active than DDP.Compound 20 exhibited cytotoxic activity selectively against HL-60 cell lines with IC50 value of 1.86 μmol/L and against SMMC-7721,A549 and MCF-7 cell lines with IC50 2.5-fold,1.9-fold and 1.8-fold lower than DDP.

     

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