Departamento de Química, Universidade Federal de Minas Gerais, 31270-901 Belo Horizonte, MG, Brazil.
Eur J Med Chem. 2013 Jul;65:415-26. doi: 10.1016/j.ejmech.2013.04.036. Epub 2013 May 16.
[Cu(HL)Cl2] complexes of chalcone-derived thiosemicarbazones were obtained with 3-phenyl-1-pyridin-2-ylprop-2-en-1-one thiosemicarbazone (HPyCTPh), complex (1), 3-(4-chlorophenyl)-1-pyridin-2-ylprop-2-en-1-one thiosemicarbazone (HPyCT4ClPh), complex (2), 3-(4-bromophenyl)-1-pyridin-2-ylprop-2-en-1-one thiosemicarbazone (HPyCT4BrPh), complex (3), and 3-(4-nitrophenyl-1-pyridin-2-ylprop-2-en-1-one thiosemicarbazone (HPyCT4NO2Ph), complex (4). 1-3 showed interaction with bovine serum albumin (BSA) and deoxyribonucleic acid from calf thymus (CT-DNA). The cytotoxic activities of the thiosemicarbazones and complexes (1-4) were tested against HL60 (wild type human promyelocytic leukemia), Jurkat (human immortalized line of T lymphocyte), MDA-MB 231 (human breast carcinoma) and HCT-116 (human colorectal carcinoma) tumor cell lineages. Upon coordination to copper(II) cytotoxicity significantly increased in Jurkat, MDA-MB 231 and HCT-116 cells. Unlike the free thiosemicarbazones, 1-4 induced DNA fragmentation in solid tumor cells indicating their pro-apoptotic potential.
[Cu(HL)Cl2] 配合物是由查耳酮衍生的硫代半卡巴腙与 3-苯基-1-吡啶-2-基-2-烯-1-酮硫代半卡巴腙(HPyCTPh)、配合物(1)、3-(4-氯苯基)-1-吡啶-2-基-2-烯-1-酮硫代半卡巴腙(HPyCT4ClPh)、配合物(2)、3-(4-溴苯基)-1-吡啶-2-基-2-烯-1-酮硫代半卡巴腙(HPyCT4BrPh)、配合物(3)和 3-(4-硝基苯基)-1-吡啶-2-基-2-烯-1-酮硫代半卡巴腙(HPyCT4NO2Ph)、配合物(4)组成。 1-3 与牛血清白蛋白(BSA)和小牛胸腺脱氧核糖核酸(CT-DNA)相互作用。硫代半卡巴腙及其配合物(1-4)对 HL60(野生型人早幼粒细胞白血病)、Jurkat(人永生 T 淋巴细胞系)、MDA-MB 231(人乳腺癌)和 HCT-116(人结直肠癌细胞系)肿瘤细胞系的细胞毒性进行了测试。与铜(II)配位后,Jurkat、MDA-MB 231 和 HCT-116 细胞的细胞毒性显著增加。与游离硫代半卡巴腙不同,1-4 在实体肿瘤细胞中诱导 DNA 片段化,表明它们具有促凋亡潜力。