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。
