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首页> 外文期刊>Dalton transactions: An international journal of inorganic chemistry >Phenolate based metallomacrocyclic xanthate complexes of Co-II/Cu-II and their exclusive deployment in [2:2] binuclear N,O-Schiff base macrocycle formation and in vitro anticancer studies
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Phenolate based metallomacrocyclic xanthate complexes of Co-II/Cu-II and their exclusive deployment in [2:2] binuclear N,O-Schiff base macrocycle formation and in vitro anticancer studies

机译:Co-II / Cu-II的基于酚酸酯的金属大环黄药复合物及其在[2:2]双核N,O-席夫碱大环形成中的独家部署和体外抗癌研究

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摘要

Potassium salts of phenolate based polydentate xanthate ligands 4,4"-bis(2-dithiocarbonatobenzylidene-amino)diphenyl ether (K(2)xan(1)) and 4,4'-bis(2-dithiocarbonatonaphthylmethylideneamino)diphenyl ether (K(2)xan(2)) have been synthesized and characterized, prior to use. The reaction of K(2)xan(1) or K(2)xan(2) with M(OAc)(2) in Et3N affords access to a rare series of binuclear metallomacrocyclic xanthate complexes of the type [M-2-mu(2)-bis-(kappa S-2,S2.5,5-xan(1)/xan(2))] (1-4) which quickly forms [2: 2] binuclear N,O-bidentate Schiff base macrocyclic complexes of the type [M-2-mu(2)-bis -(kappa N-2,O-L-1/L-2)] (L-1 =4,4'bis(2-hydroxybenzytideneamino) diphenyl ether, L-2 = 4,4'-bis(2-hydroxynaphthylmethylidene-amino)diphenyl ether) 5-8 via evolution of CS, in solution. The compounds were characterized by microanalysis, relevant spectroscopy (FT-IR, UV visible), mass spectrometry (ESI-MS), and powder and single crystal XRD techniques. In vitro anticancer activity of all the compounds was evaluated against HEP 3B (hepatoma) and IMR 32 (neuroblastoma) by the M I I assay. Remarkably, the binuclear copper(s) xanthate complexes were found to be extremely active against both the cell lines (IC30: 8.1 +/- 0.8 mu M (3), 8.8 +/- 1.7 mu M (4) against HEP 3B and 1.9 0.3 mu M (3) and 7.3 +/- 0.6 mu M (4) against IMR 32) and this projects them as good candidates for potent antitumor agents and the IC50 values confirm their better potency than the reference drug cisplatin. The flow-cytometric density plot illustrates the induction of apoptosis in HEP 3B and IMR 32 cells after treatment with K(2)xan(1), 1, 3, 6 and 7.
机译:酚盐型多齿黄原酸酯配体4,4“-双(2-二硫代碳氢苄叉基-氨基)二苯醚(K(2)xan(1))和4,4'-双(2-二硫代碳萘基甲基亚甲基氨基)二苯醚(K( 2)xan(2))在使用前已合成并表征,在Et3N中K(2)xan(1)或K(2)xan(2)与M(OAc)(2)的反应[M-2-mu(2)-bis-(kappa S-2,S2.5,5-xan(1)/ xan(2))]型稀有双核金属大环黄药配合物(1-4 )迅速形成[M-2-mu(2)-bis-(kappa N-2,OL-1 / L-2)]类型的[2:2]双核N,O-双齿席夫碱大环配合物(通过在溶液中形成CS,L-1 = 4,4′-双(2-羟基苯并亚甲基氨基)二苯醚,L-2 = 4,4′-双(2-羟基萘基亚甲基-氨基)二苯醚)5-8。通过显微分析,相关光谱(FT-IR,可见紫外),质谱(ESI-MS)以及粉末和单晶XRD技术对其进行表征。通过M I I分析评估ds对HEP 3B(肝癌)和IMR 32(神经母细胞瘤)的抵抗力。值得注意的是,发现双核黄原酸铜络合物对两种细胞系均具有极高的活性(IC30:对HEP 3B和1.9的灵敏度分别为8.1 +/- 0.8μM(3),8.8 +/- 1.7μM(4)。 0.3 I M(3)和7.3 +/- 0.6μM(4)(针对IMR 32),这表明它们是有效的抗肿瘤药物的良好候选者,并且IC50值证实了它们比参考药物顺铂更好的效力。流式细胞仪密度图说明了用K(2)xan(1),1、3、6和7处理后HEP 3B和IMR 32细胞的凋亡诱导情况。

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