Navarro-Peñaloza Rubí, Vázquez-Palma Adriana B, López-Sandoval Horacio, Sánchez-Bartéz Francisco, Gracia-Mora Isabel, Barba-Behrens Norah
Departamento de Química Inorgánica, Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, Coyoacán, 04510 Ciudad de México, Mexico.
Unidad de Investigación Preclínica (UNIPREC), Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, Coyoacán, 04510 Ciudad de México, Mexico.
J Inorg Biochem. 2021 Jun;219:111432. doi: 10.1016/j.jinorgbio.2021.111432. Epub 2021 Mar 23.
A series of new coordination compounds of cobalt(II), copper(II) and zinc(II) with heterocyclic ester derivatives (ethyl 4-methyl-5-imidazole-carboxylate (emizco), 1-(2-(phenylsulphonyl)ethyl)-4-imidazole carboxylate (semizco)) and methyl 5-(propylthio)-2-benzimidazolecarbamate (albendazole, abz) were synthesized. They were fully characterized by different techniques such as IR, UV-Vis-NIR, elemental analysis, molar conductivity and magnetic susceptibility. Additionally, X-ray crystal structures of semizco and its [Co(semizco)Cl]·2CHCN 10, [Co(smmizco)Br]·2CHCN 11 and [Cu(semizco)Br] 15 coordination compounds are analyzed. These compounds present lone pair SO⋯π interactions between the sulfone and the imidazolic ring. These ligands showed three coordination modes: monodentate, through an imidazolic nitrogen atom, or a bidentate chelating mode by a nitrogen and an oxygen atom from the ester group. The different coordination modes and the number of coordinated ligands gave rise to tetrahedral and octahedral compounds, or for [Cu(semizco)(μ-Br)Br]·0.5HO 7 a square base pyramidal geometry. A cytotoxic study was carried out with the free ligands and their copper(II) and zinc(II) halide coordination compounds on HeLa (cervix-uterine), MCF-7 (breast), HCT-15 (colon), PC3 (prostate) human carcinoma cell lines and L929 mouse fibroblast (healthy cells). A TUNEL assay (terminal deoxynucleotidyl transferase dUTP nick end labeling) was performed with the most active copper(II) compounds to determine if cell death was by apoptosis.
合成了一系列钴（II）、铜（II）和锌（II）与杂环酯衍生物（4-甲基-5-咪唑羧酸乙酯（emizco）、1-（2-（苯基磺酰基）乙基）-4-咪唑羧酸酯（semizco））以及5-（丙硫基）-2-苯并咪唑氨基甲酸甲酯（阿苯达唑，abz）形成的新型配位化合物。通过红外光谱（IR）、紫外-可见-近红外光谱（UV-Vis-NIR）、元素分析、摩尔电导率和磁化率等不同技术对它们进行了全面表征。此外，还分析了semizco及其配位化合物[Co(semizco)Cl]·2CHCN 10、[Co(smmizco)Br]·2CHCN 11和[Cu(semizco)Br] 15的X射线晶体结构。这些化合物在砜和咪唑环之间存在孤对SO⋯π相互作用。这些配体表现出三种配位模式：通过咪唑氮原子的单齿配位模式，或通过酯基中的一个氮原子和一个氧原子的双齿螯合模式。不同的配位模式和配位配体的数量产生了四面体和八面体化合物，对于[Cu(semizco)(μ-Br)Br]·0.5HO 7则是方底金字塔几何结构。使用游离配体及其铜（II）和锌（II）卤化物配位化合物对HeLa（子宫颈）、MCF-7（乳腺）、HCT-15（结肠）、PC3（前列腺）人癌细胞系和L929小鼠成纤维细胞（健康细胞）进行了细胞毒性研究。对活性最高的铜（II）化合物进行了TUNEL分析（末端脱氧核苷酸转移酶dUTP缺口末端标记），以确定细胞死亡是否通过凋亡发生。
