Rusnac Roman, Garbuz Olga, Kravtsov Victor, Melnic Elena, Istrati Dorin, Tsapkov Victor, Poirier Donald, Gulea Aurelian
Laboratory of Advanced Materials in Biopharmaceutics and Technics, Institute of Chemistry, Moldova State University, MD-2009 Chisinau, Moldova.
Laboratory of Systematics and Molecular Phylogenetics, Institute of Zoology, Moldova State University, MD-2028 Chisinau, Moldova.
Molecules. 2024 Dec 19;29(24):6002. doi: 10.3390/molecules29246002.
Ten coordination compounds, [Cu(L)Cl] (), [Cu(L)NO] (), [Cu(L)Cl] (C3), [Cu(L)NO] (), [Cu(L)Cl] (), [Cu(L)NO] (), [Cu(L)NO] (), [Cu(L)Cl] (), [Cu(L)Cl] (), and [Cu(L)NO] (), containing pyridine derivatives of -methoxyphenyl-thiosemicarbazones were synthesized and characterized. The molecular structure of four compounds was investigated using single crystal X-ray diffraction. Spectral analysis techniques such as FT-IR, H NMR, C NMR, elemental analysis, and molar conductivity were used for all the synthesized compounds. The tested synthesized compounds were evaluated for their anticancer activity and selectivity against a variety of cancer cell lines, including HL-60, LNCaP, MCF-7, HepG-2, K-562, HeLa, BxPC-3, RD, and MDCK normal cell line. Most compounds demonstrated selective anticancer activity superior to doxorubicin. Notably, all ligands showed high antiproliferative activity against HL-60 cells, with IC values between 0.01 and 0.06 µM and a selectivity index as high as 5000. Coordination of copper(II) with ligands and notably enhanced antiproliferative activity, lowering the IC to 0.03 µM. Additionally, the antioxidant activity of these compounds was assessed, revealing that all tested ligands and most coordination compounds exhibited greater antioxidant activity compared to Trolox, with some ligands showing activity up to 12.3 times higher. Toxicity studies on indicated low toxicity for the ligands, generally less than doxorubicin, with LC values ranging from 13 to 90 µM, suggesting moderate toxicity. Conversely, the coordination complexes were more toxic, with LC values between 0.5 and 13 µM.
合成并表征了十种含有α-甲氧基苯基硫代半卡巴腙吡啶衍生物的配位化合物,分别为[Cu(L)Cl] ()、[Cu(L)NO] ()、[Cu(L)Cl] (C3)、[Cu(L)NO] ()、[Cu(L)Cl] ()、[Cu(L)NO] ()、[Cu(L)NO] ()、[Cu(L)Cl] ()、[Cu(L)Cl] ()和[Cu(L)NO] ()。使用单晶X射线衍射研究了四种化合物的分子结构。对所有合成化合物采用了傅里叶变换红外光谱(FT-IR)、氢核磁共振(1H NMR)、碳核磁共振(13C NMR)、元素分析和摩尔电导率等光谱分析技术。对测试的合成化合物针对多种癌细胞系,包括HL-60、LNCaP、MCF-7、HepG-2、K-562、HeLa、BxPC-3、RD和MDCK正常细胞系的抗癌活性和选择性进行了评估。大多数化合物表现出优于阿霉素的选择性抗癌活性。值得注意的是,所有配体对HL-60细胞均表现出高抗增殖活性,IC值在0.01至0.06 μM之间,选择性指数高达5000。铜(II)与配体 和 配位显著增强了抗增殖活性,将IC降至0.03 μM。此外,评估了这些化合物的抗氧化活性,结果表明,与Trolox相比,所有测试配体和大多数配位化合物均表现出更高的抗氧化活性,一些配体的活性高达其12.3倍。对 的毒性研究表明配体毒性较低,一般低于阿霉素,LC值在13至90 μM之间,表明毒性中等。相反,配位络合物毒性更大,LC值在0.5至13 μM之间。