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镉(II)取代的 4'-苯基-三联吡啶化合物的合成、表征、光致发光、抗增殖活性和 DNA 相互作用。

Synthesis, characterization, photoluminescence, antiproliferative activity, and DNA interaction of cadmium(II) substituted 4'-phenyl-terpyridine compounds.

机构信息

School of Chemistry and Chemical Engineering, Guangxi University, 530004 Nanning, Guangxi, People's Republic of China; National Engineering Research Center for Non-Food Biorefinery, State Key Laboratory of Non-Food Biomass and Enzyme Technology, Guangxi Academy of Sciences, Nanning 530007, Guangxi, People's Republic of China; Centro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, 1049-001 Lisbon, Portugal.

School of Chemistry and Chemical Engineering, Guangxi University, 530004 Nanning, Guangxi, People's Republic of China.

出版信息

J Inorg Biochem. 2020 Sep;210:111165. doi: 10.1016/j.jinorgbio.2020.111165. Epub 2020 Jun 25.

DOI:10.1016/j.jinorgbio.2020.111165
PMID:32652265
Abstract

A series of CdCl complexes (1a-1f and 2a-2c) with 4'-(substituted-phenyl)-2,2':6',2″-terpyridine compounds bearing hydrogen (L), p-methyl (L), p-phenyl (L), p-tolyl (L), p-carboxyl (L), p-fluoro (L), p-hydroxyl (L), m-hydroxyl (L) or o-hydroxyl (L), were prepared and characterized by H NMR, IR, elemental analysis and single crystal X-ray diffraction. All the compounds display interesting photoluminescent properties and different maximal emission peaks due to the difference of the substituent groups. The in vitro antiproliferative activities against four human carcinoma cell lines, A549, Bel-7402, Eca-109 and MCF-7, were investigated and cell viability studies indicate that the compounds have excellent results with the lowest IC values of 0.372 (1c), 1.003 (1c), 1.161 (1b) and 0.231 (1c) μM, respectively. The DNA interaction was studied by fluorescence titration, circular dichroism spectroscopy and molecular modeling methods. Spectrophotometric results reveal that the compounds have strong affinity binding with DNA as intercalators and molecular docking studies indicate that the binding is contributed by the π…π stacking and hydrogen bonds.

摘要

一系列带有 4'-(取代苯基)-2,2':6',2″-三联吡啶化合物的 CdCl 配合物(1a-1f 和 2a-2c),这些化合物带有氢(L)、对甲基(L)、对苯基(L)、对甲苯基(L)、对羧基(L)、对氟(L)、对羟基(L)、间羟基(L)或邻羟基(L)取代基,通过 H NMR、IR、元素分析和单晶 X 射线衍射进行了制备和表征。由于取代基的不同,所有化合物都显示出有趣的光致发光性质和不同的最大发射峰。体外对四种人癌细胞系 A549、Bel-7402、Eca-109 和 MCF-7 的抗增殖活性进行了研究,细胞活力研究表明,化合物具有优异的结果,最低 IC 值分别为 0.372(1c)、1.003(1c)、1.161(1b)和 0.231(1c)μM。通过荧光滴定、圆二色光谱和分子建模方法研究了 DNA 相互作用。分光光度结果表明,化合物与 DNA 具有很强的亲和力,作为嵌入剂,分子对接研究表明,结合是由π…π堆积和氢键贡献的。

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