β-羟基二硫代酯-二茂铁衍生物介导的铂(II)和钯(II)配合物的合成、表征及抗增殖活性

IF 2.1 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY
Micheal K. Farh , Ikrame Louzi , Hassan Abul-Futouh , Helmar Görls , Norman Häfner , Ingo B. Runnebaum , Wolfgang Weigand
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引用次数: 0

摘要

二茂铁及其衍生物在医药有机金属化学中具有重要的抗寄生虫或抗菌作用。因此,我们在此报道了利用二硫酯二茂铁基衍生物作为预配体,合成具有保守O,S结合部分的异电性铂(II)和同电性钯(II)配合物。所得到的配合物[Pt(L1)(DMSO)Cl] (1), [Pt(L2)(DMSO)Cl] (2), [Pt(L3)(DMSO)Cl] (3), [Pd(L1)2] (4), [Pd(L2)2](5)和[Pd(L3)2](6),其中HL1 =甲基3-羟基-3-二茂铁-2-烯二硫代酸酯,HL2 =乙基3-羟基-3-二茂铁-2-烯二硫代酸酯,HL3 =丙基3-羟基-3-二茂铁-2-烯二硫代酸酯,利用各种分析技术(核磁共振光谱,元素分析,配合物2和6的质谱和x射线结构测定)。细胞毒性实验表明,合成的配体以及铂/钯金属配合物对卵巢癌细胞的毒性较低,但化合物不受顺铂耐药机制的影响。Pt(II)配合物的活性最高,烷基取代基对配合物和游离配体的活性影响较大。细胞毒活性随烷基链长度的增加而增加,其中3的平均IC50为56µM。图形抽象
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Platinum(II) and palladium(II) complexes mediated by β-hydroxy-dithioesters ferrocenyl derivatives: synthesis, characterization and antiproliferative activity

Ferrocene and its derivatives compounds have shown a significant role in medicinal organometallic chemistry as an antiparasitic or antibacterial. Therefore, we herein report on the utilization of dithioesters ferrocenyl derivatives as proligands for the synthesis of heteroleptic platinum(II) and homoleptic palladium(II) complexes bearing a conserved O,S binding moiety. The resulting complexes [Pt(L1)(DMSO)Cl] (1), [Pt(L2)(DMSO)Cl] (2), [Pt(L3)(DMSO)Cl] (3), [Pd(L1)2] (4), [Pd(L2)2] (5), and [Pd(L3)2] (6), in which HL1 = methyl 3-hydroxy-3-ferroceneprop-2-enedithioate, HL2 = ethyl 3-hydroxy-3-ferroceneprop-2-enedithioate and HL3 = propyl 3-hydroxy-3-ferroceneprop-2-enedithioate, were fully characterized employing a variety of analytical techniques (NMR spectroscopy, elemental analysis, and mass spectrometry and X-ray structure determination of complexes 2 and 6). Cytotoxicity assays of the synthesized ligands as well as the Pt/Pd metal complexes showed low toxicity towards ovarian cancer cells, but the compounds are not affected by cisplatin resistance mechanisms. Pt(II) complexes exhibited the highest activity, and the alkyl substituent strongly influenced the activity of these complexes and the free ligands. The cytotoxic activity increases with the length of the alkyl chain with 3 exhibiting a mean IC50 of 56 µM.

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来源期刊
Journal of Sulfur Chemistry
Journal of Sulfur Chemistry CHEMISTRY, MULTIDISCIPLINARY-
CiteScore
4.10
自引率
9.10%
发文量
38
审稿时长
6-12 weeks
期刊介绍: The Journal of Sulfur Chemistry is an international journal for the dissemination of scientific results in the rapidly expanding realm of sulfur chemistry. The journal publishes high quality reviews, full papers and communications in the following areas: organic and inorganic chemistry, industrial chemistry, materials and polymer chemistry, biological chemistry and interdisciplinary studies directly related to sulfur science. Papers outlining theoretical, physical, mechanistic or synthetic studies pertaining to sulfur chemistry are welcome. Hence the target audience is made up of academic and industrial chemists with peripheral or focused interests in sulfur chemistry. Manuscripts that truly define the aims of the journal include, but are not limited to, those that offer: a) innovative use of sulfur reagents; b) new synthetic approaches to sulfur-containing biomolecules, materials or organic and organometallic compounds; c) theoretical and physical studies that facilitate the understanding of sulfur structure, bonding or reactivity; d) catalytic, selective, synthetically useful or noteworthy transformations of sulfur containing molecules; e) industrial applications of sulfur chemistry; f) unique sulfur atom or molecule involvement in interfacial phenomena; g) descriptions of solid phase or combinatorial methods involving sulfur containing substrates. Submissions pertaining to related atoms such as selenium and tellurium are also welcome. Articles offering routine heterocycle formation through established reactions of sulfur containing substrates are outside the scope of the journal.
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