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Synthesis of vitamin E and aliphatic lipid vanadium(IV) and (V) complexes, and their cytotoxic properties.
Journal of Inorganic Biochemistry ( IF 3.8 ) Pub Date : 2020-05-04 , DOI: 10.1016/j.jinorgbio.2020.111074
Ioanna Hadjiadamou 1 , Manolis Vlasiou 1 , Smaragda Spanou 2 , Yannis Simos 3 , George Papanastasiou 4 , Evangelos Kontargiris 5 , Irida Dhima 3 , Vasilios Ragos 4 , Spyridon Karkabounas 3 , Chryssoula Drouza 2 , Anastasios D Keramidas 1
Affiliation  

Novel vitamin E chelate derivatives and their VIV/V complexes have been synthesized and characterized, and their anticancer properties have been evaluated. The new complexes have been designed to exhibit enhanced cytotoxicity by combining high lipophilicity, with the properties of vanadium to induce the formation of reactive oxygen species (ROS). In particular, the β-tocopherol derivatives with iminodiethanol (β-tocDEA) and dipicolylamine (β-tocDPA) as well their VV and VIV complexes, [VVO(β-tocDEA] and [VIVO(β-tocDPA], have been synthesized and characterized by Nuclear Magnetic Resonance (NMR), Ultra Violet-Visible (UV–Vis) and Electron Paramagnetic Resonance (EPR) spectroscopies. Although the β-tocopherol compounds exhibit antioxidant activity their complexes induce formation of radicals. In addition, two vanadium amphiphilic complexes of 2,2′-((2-hydroxyoctadecyl)azanediyl)bis(ethan-1-ol) (C18DEA) and 1-(bis(pyridin-2-ylmethyl)amino)octadecan-2-ol (C18DPA) known to activate O2 and produce ROS were synthesized and characterized (C. Drouza, A. Dieronitou, I. Hadjiadamou, M. Stylianou, J. Agric. Food. Chem., vol. 65, 2017, pp. 4942–4951). The four amphiphilic vanadium complexes exhibit enhanced hydrolytic stability. All compounds found to be cytotoxic for cancer cells exhibiting activity similar or higher to cis-platin.



中文翻译:

维生素E和脂肪族脂质钒(IV)和(V)配合物的合成及其细胞毒性。

新型维生素E螯合物衍生物及其V IV / V配合物已合成和表征,并已评估了其抗癌性能。通过将高亲脂性与钒的特性相结合,可以设计出新的复合物以增强细胞毒性,钒具有诱导活性氧(ROS)形成的特性。特别是,β-生育酚衍生物与亚氨基二乙醇(β-tocDEA)和二聚烯丙基胺(β-tocDPA)以及它们的V V和V IV复合物,[V V O(β-tocDEA]和[V IVO(β-tocDPA)已合成并通过核磁共振(NMR),紫外可见(UV-Vis)和电子顺磁共振(EPR)光谱进行了表征,尽管β-生育酚化合物具有抗氧化活性,但它们的络合物可以诱导另外,有2,2'-((2-羟基十八烷基)氮杂二基)双(乙烷-1-醇)(C18DEA)和1-(双(吡啶-2-基甲基)氨基)的钒两亲络合物。十八烷-2-醇(C18DPA)已知可激活O 2合成并表征了产生的ROS(C。Drouza,A。Dieronitou,I。Hadjiadamou,M。Stylianou,J。Agric。Food。Chem。,第65卷,2017年,第4942–4951页)。四种两亲钒配合物表现出增强的水解稳定性。发现所有化合物均对癌细胞具有细胞毒性,其活性与铂相似或更高。

更新日期:2020-05-04
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