Novel Nonsymmetrically benzimidazolium salts and their silver(I)-N-heterocyclic carbene complexes: Synthesis, crystal structure, DFTstudies and anticancer activities

IF 2.7 3区 化学 Q2 CHEMISTRY, INORGANIC & NUCLEAR Inorganica Chimica Acta Pub Date : 2024-10-09 DOI:10.1016/j.ica.2024.122398
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Abstract

Due to the success of Ag-NHCs in biological applications, interest in the synthesis and applications of such compounds is increasing rapidly. Therefore, in this study, preparation and structural definition of silver(I)–NHC complexes were accomplished. These complexes were synthesized by combining a metal source, Ag2O, with imidazolium salts in dichloromethane. A comprehensive characterization process was carried out for both the ligands and their resulting complexes. This involved utilizing various analytical techniques, such as elemental analysis, LC-MS, FTIR and NMR spectroscopy. Further, structure of the 3 h complex was determined by X-ray crystallography. A single-crystal of 3 h shows that coordination geometry is a slightly distorted linear coordination geometry around the silver(I) center. Furthermore, our combined experimental and theoretical approach provided insights into the crystal structure, coordination geometry, and intermolecular interactions stabilizing the complex’s lattice. Density functional theory (DFT) optimization revealed its geometry, while time-dependent DFT (TD-DFT) calculations shed light on its optical properties. Furthemore the newly synthesized ligands and silver(I) complexes were evaluated for their in vitro anticancer activity against three human cancer cell lines including hepatocellular carcinoma (HePG2), lung adenocarcinoma (A549) and breast adenocarcinoma (MCF7). Most of the newly synthesized silver(I) complexes exhibited better activity than the ligands, and the results have been compared with Cisplatin as a reference drug.

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新型非对称苯并咪唑盐及其 N-杂环碳银配合物:合成、晶体结构、DFT 研究和抗癌活性
由于 Ag-NHC 在生物应用方面的成功,人们对此类化合物的合成和应用的兴趣正在迅速增长。因此,本研究完成了银(I)-NHC 复合物的制备和结构定义。这些配合物是在二氯甲烷中将金属源 Ag2O 与咪唑盐结合合成的。研究人员对配体及其复合物进行了全面的表征。这包括利用各种分析技术,如元素分析、LC-MS、傅立叶变换红外光谱和核磁共振光谱。此外,还通过 X 射线晶体学确定了 3 h 复合物的结构。3 h 的单晶显示,配位几何是围绕银(I)中心的略微扭曲的线性配位几何。此外,我们通过实验和理论相结合的方法,深入了解了晶体结构、配位几何以及稳定该复合物晶格的分子间相互作用。密度泛函理论(DFT)优化揭示了其几何结构,而随时间变化的 DFT(TD-DFT)计算则阐明了其光学性质。此外,还对新合成的配体和银(I)配合物进行了体外抗癌活性评估,其抗癌活性主要针对三种人类癌细胞系,包括肝癌(HePG2)、肺腺癌(A549)和乳腺癌(MCF7)。大多数新合成的银(I)配合物都表现出比配体更好的活性,其结果已与作为参考药物的顺铂进行了比较。
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来源期刊
Inorganica Chimica Acta
Inorganica Chimica Acta 化学-无机化学与核化学
CiteScore
6.00
自引率
3.60%
发文量
440
审稿时长
35 days
期刊介绍: Inorganica Chimica Acta is an established international forum for all aspects of advanced Inorganic Chemistry. Original papers of high scientific level and interest are published in the form of Articles and Reviews. Topics covered include: • chemistry of the main group elements and the d- and f-block metals, including the synthesis, characterization and reactivity of coordination, organometallic, biomimetic, supramolecular coordination compounds, including associated computational studies; • synthesis, physico-chemical properties, applications of molecule-based nano-scaled clusters and nanomaterials designed using the principles of coordination chemistry, as well as coordination polymers (CPs), metal-organic frameworks (MOFs), metal-organic polyhedra (MPOs); • reaction mechanisms and physico-chemical investigations computational studies of metalloenzymes and their models; • applications of inorganic compounds, metallodrugs and molecule-based materials. Papers composed primarily of structural reports will typically not be considered for publication.
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