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Water soluble glucose derivative of thiocarbohydrazone acts as ionophore with cytotoxic effects on tumor cells
Journal of Inorganic Biochemistry ( IF 3.8 ) Pub Date : 2018-02-09 , DOI: 10.1016/j.jinorgbio.2018.01.019
Carmela Bonaccorso , Giulia Grasso , Nicolò Musso , Vincenza Barresi , Daniele F. Condorelli , Diego La Mendola , Enrico Rizzarelli

A novel water-soluble ionophore based on the thiocarbohydrazone moiety conjugated with glucose (GluTch) was synthesized through a simple two-step procedure. Structural elucidation was carried out in water solution by means of various spectroscopic techniques (NMR, UV–Vis, and CD), electrospray ionization mass spectrometry and density functional theory calculations. The flexible nature of the thiocarbohydrazone moiety of the new glycoderivative compound induced both different coordination motifs and stoichiometry towards copper and zinc. Cytotoxicity assays of the ligands on the human normal keratinocyte NCTC-2544, MDA-MB-231 breast cancer and PC-3 human prostate adenocarcinoma cell lines demonstrated that i) higher activity on cancer cells growth inhibition compared to a normal cell line; ii) the introduction of the glucose unit does not alter the cytotoxic activity of the underivatized ionophore ligand and iii) the presence of copper ion improves the activity of the thiocarbohydrazones.



中文翻译:

硫代碳hydr的水溶性葡萄糖衍生物起离子载体的作用,对肿瘤细胞具有细胞毒性作用

一种基于硫碳酰zone与葡萄糖结合的新型水溶性离子载体(GluTch)是通过简单的两步过程合成的。通过各种光谱技术(NMR,UV-Vis和CD),电喷雾电离质谱和密度泛函理论计算,在水溶液中进行了结构解析。新的糖衍生物化合物的硫代碳hydr部分的柔性性质诱导了对铜和锌的不同配位基序和化学计量。对人正常角质形成细胞NCTC-2544,MDA-MB-231乳腺癌和PC-3人前列腺腺癌细胞系上配体的细胞毒性试验表明:i)与正常细胞系相比,对癌细胞生长抑制的活性更高;

更新日期:2018-02-09
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