Synthesis, spectroscopic characterization and anticancer potential studies of organoruthenium(II) arene dithiocarbamate complexes

IF 2.1 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Journal of Sulfur Chemistry Pub Date : 2024-01-01 DOI:10.1080/17415993.2023.2253343
Athandwe M. Paca , Saheed O. Benson , Amos A. Fatokun , Peter A. Ajibade
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Abstract

Four organoruthenium(II) arene dithiocarbamate complexes: RuCl(piperidine dithiocarbamate)(p-cymene), C1; RuCl(1-phenylpiperazine dithiocarbamate)(p-cymene), C2, RuCl(ethylphenyl dithiocarbamate)(p-cymene), C3; RuCl(4-benzylpiperidine dithiocarbamate)(p-cymene), C4 were synthesized and characterized by elemental analysis, UV-Vis, FTIR, NMR and mass spectroscopic techniques. Spectroscopic data indicate that the complexes are four coordinate tetrahedral geometry consisting of one dithiocarbamato anion, p-cymene and a chlorido ligand around the ruthenium(II) ion. The dithiocarbamato anions coordinate the ruthenium(II) ions isobidentately. The cytotoxic effects of the compounds were assessed against human cervical cancer (HeLa) and human lung fibroblast (MRC5-SV2) cell lines using the 3-(4,5-dimethylthiazol-2-yl)−2,5-diphenyl tetrazolium bromide (MTT) assay. Only two compounds, C1 and C3 showed potent cytotoxicity after 48 h treatment. C1 was the most potent, with IC50 values of 6.7 ± 2.3 µM and 8.1 ± 0.8 µM against the HeLa and MRC5-SV2 cells, respectively, while C3 had IC50 values of 11.5 ± 3.1 µM and 10.3 ± 1.3 µM, respectively. Remarkably, compared to cisplatin (used as the reference anticancer drug), C1 was twice more potent against HeLa cells and more than five times more potent against MRC5-SV2 cells, while C3 was nearly equipotent with cisplatin against HeLa cells but five times more potent against MRC5-SV2 cells. These two compounds exhibited good potential as anticancer agents, thus warranting further studies.

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有机钌(II)炔二硫代氨基甲酸酯配合物的合成、光谱特性和抗癌潜力研究
四种有机钌(II)炔二硫代氨基甲酸酯配合物:RuCl(哌啶二硫代氨基甲酸)(对甲苯),C1;RuCl(1-苯基哌嗪二硫代氨基甲酸)(对甲苯),C2;RuCl(乙基苯基二硫代氨基甲酸)(对甲苯),C3;RuCl(4-苄基哌啶二硫代氨基甲酸)(对甲苯),C4;合成了 RuCl(4-苄基哌啶二硫代氨基甲酸乙酯)(对伞花烃)、C4,并通过元素分析、紫外可见光、傅立叶变换红外光谱、核磁共振和质谱技术对其进行了表征。光谱数据表明,这些配合物是由一个二硫代氨基甲酸阴离子、对伞花烃和一个围绕钌(II)离子的氯配体组成的四坐标四面体。二硫代氨基甲酸阴离子与钌(II)离子同位配位。利用 3-(4,5-二甲基噻唑-2-基)-2,5-二苯基溴化四氮唑(MTT)检测法评估了这些化合物对人类宫颈癌(HeLa)和人类肺成纤维细胞(MRC5-SV2)细胞系的细胞毒性作用。经过 48 小时的处理后,只有 C1 和 C3 这两种化合物显示出强烈的细胞毒性。C1 的作用最强,对 HeLa 和 MRC5-SV2 细胞的 IC50 值分别为 6.7 ± 2.3 µM 和 8.1 ± 0.8 µM,而 C3 的 IC50 值分别为 11.5 ± 3.1 µM 和 10.3 ± 1.3 µM。值得注意的是,与顺铂(用作抗癌参考药物)相比,C1 对 HeLa 细胞的药效高出两倍,对 MRC5-SV2 细胞的药效高出五倍多,而 C3 对 HeLa 细胞的药效几乎与顺铂相当,但对 MRC5-SV2 细胞的药效高出五倍。这两种化合物具有良好的抗癌潜力,值得进一步研究。
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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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