Silver and ruthenium complexes with anthracene functionalized N-heterocyclic carbene ligands: catalytic and cytotoxicity properties

IF 16.4 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY
Mert Olgun Karataş, Ünzile Keleştemur, Akın Mumcu, Namık Özdemir, Ali Erdoğan, Hasan Küçükbay
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Abstract

In this study, we have synthesized two Ag (2a and 2b) and two Ru (3a and 3b) complexes with anthracene substituted N-heterocyclic carbene (NHC) ligands. Ag‒NHC complexes have been synthesized by the interaction of corresponding benzimidazolium chloride and Ag2O. Ru‒NHC complexes have been synthesized by the transmetalation reaction between corresponding Ag‒NHC and [RuCl2(p-cymene)]2 dimer. The synthesized complexes have been characterized by elemental analysis, NMR (1H and 13C NMR), and mass (high resolution mass spectroscopy, HRMS) spectroscopic techniques. In order to assess the catalytic potential of the Ru‒NHC complexes, we have conducted experiments involving the hydrosilylation of terminal alkynes. Both complexes have exhibited a moderate level of catalytic activity, achieving conversions ranging from 70 to 90%, along with a substantial β-(Z) selectivity within the range of 80–90%. Furthermore, we have also subjected the benzimidazolium chlorides (1a and 1b), Ag‒NHCs and Ru‒NHCs to cytotoxicity testing using human breast cancer cells (MCF-7) and human colorectal cancer cells (Caco-2). The results of these assays have demonstrated that all compounds strongly inhibit the proliferation of both cell lines.

Abstract Image

Abstract Image

具有蒽功能化 N-杂环碳配体的银和钌配合物:催化和细胞毒性特性
在这项研究中,我们合成了两个 Ag(2a 和 2b)和两个 Ru(3a 和 3b)与蒽取代的 N-杂环碳化物(NHC)配体的配合物。Ag-NHC 复合物是通过相应的苯并咪唑氯化物和 Ag2O 的相互作用合成的。Ru-NHC 复合物是通过相应的 Ag-NHC 和 [RuCl2(p-cymene)]2二聚体之间的反金属化反应合成的。合成的配合物通过元素分析、核磁共振(1H 和 13C NMR)和质谱(高分辨质谱,HRMS)光谱技术进行了表征。为了评估 Ru-NHC 复合物的催化潜力,我们进行了末端炔烃的氢硅烷化实验。这两种配合物均表现出中等水平的催化活性,转化率在 70% 到 90% 之间,β-(Z) 选择性在 80% 到 90% 之间。此外,我们还使用人类乳腺癌细胞(MCF-7)和人类结直肠癌细胞(Caco-2)对苯并咪唑氯化物(1a 和 1b)、Ag-NHCs 和 Ru-NHCs 进行了细胞毒性测试。检测结果表明,所有化合物都能强烈抑制这两种细胞系的增殖。
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来源期刊
Accounts of Chemical Research
Accounts of Chemical Research 化学-化学综合
CiteScore
31.40
自引率
1.10%
发文量
312
审稿时长
2 months
期刊介绍: Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.
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