Synthesis, comprehensive characterization and investigation of biological properties of newly synthesized Pt(II)-aminothiazole complexes: Combining experimental and computational approach

IF 2.1 3区化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR

Journal of Organometallic Chemistry Pub Date : 2024-10-12 DOI:10.1016/j.jorganchem.2024.123411

Danijela Lj. Stojković , Edina H. Avdović , Maja B. Đukić , Verica V. Jevtić , Đorđe S. Petrović , Ratomir M. Jelić , Milena Jurišević , Nevena Gajović , Vladimir Marković , Aleksandar Arsenijević , Ivan Jovanović , Ivana D. Radojević , Sandra S. Jovičić Milić

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Abstract

The synthesis of new platinum(II) complexes with 2-amino-6-methyl-benzothiazole and 2-amino-6-chlorobenzothiazole as ligands were reported and the proposed structure of the complexes were determined using elemental microanalysis, infrared, ¹H and ¹³C NMR spectroscopy. To verify the suggested structures a computational approach utilizing Density Functional Theory was implemented. The results showed a strong correlation with experimental data, confirming the hypothesized structures of investigated compounds.

The interactions of novel platinum(II) complexes with human serum albumin and calf thymus DNA were studied by fluorescence spectroscopy and UV-Vis absorption. The predominantly elevated values of the binding constant, K_b, and the Stern-Volmer quenching constant, K_SV, stem from the effective attachment of complexes to both HSA and CT-DNA. To establish the mode of interaction, viscosity measurements were conducted. The results showed that complexes are not performing intercalation between the DNA bases, and which probably bind to minor/major grooves.

In vitro cytotoxic effect of ligands and platinum(II) complexes was evaluated in the panel of cancer cell lines (mouse mammary carcinoma and colon cancer, and on human mammary carcinoma and colon cancer), and on non-tumor cells, mouse mesenchymal stem cell line using MTT assay. Platinum(II) complex with 2-amino-6-methyl-benzothiazole showed a very good cytotoxic activity mainly by inducing apoptosis.

In vitro antimicrobial assay of ligands and complexes was tested against 11 microorganisms using microdilution method and the minimum inhibitory concentration and minimum microbicidal concentration were identified. All tested compounds exhibited moderate antifungal activity and significantly better action on S. aureus ATCC 25,923.

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新合成的铂(II)-氨基噻唑配合物的合成、综合表征和生物特性研究：实验与计算相结合的方法

报告了以 2-amino-6-methyl-benzothiazole 和 2-amino-6-chlorobenzothiazole 为配体合成新的铂(II)配合物的过程，并利用元素显微分析、红外光谱、1H 和 13C NMR 光谱确定了配合物的拟议结构。为了验证所提出的结构，采用了密度泛函理论计算方法。荧光光谱和紫外可见吸收研究了新型铂（II）配合物与人血清白蛋白和小牛胸腺 DNA 的相互作用。结合常数 Kb 和斯特恩-沃尔默淬灭常数 KSV 的主要升高值源于配合物对 HSA 和 CT-DNA 的有效附着。为了确定相互作用的模式，我们进行了粘度测量。配体和铂(II)复合物的体外细胞毒性效果在一组癌细胞系（小鼠乳腺癌和结肠癌、人类乳腺癌和结肠癌）以及非肿瘤细胞小鼠间充质干细胞系中使用 MTT 法进行了评估。配体和复合物的体外抗菌试验采用微量稀释法对 11 种微生物进行了测试，并确定了最小抑菌浓度和最小杀菌浓度。所有测试化合物都表现出中等程度的抗真菌活性，对金黄色葡萄球菌 ATCC 25,923 的作用明显更强。

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来源期刊

Journal of Organometallic Chemistry 化学-无机化学与核化学

CiteScore

4.40

自引率

8.70%

发文量

221

审稿时长

36 days

期刊介绍： The Journal of Organometallic Chemistry targets original papers dealing with theoretical aspects, structural chemistry, synthesis, physical and chemical properties (including reaction mechanisms), and practical applications of organometallic compounds. Organometallic compounds are defined as compounds that contain metal - carbon bonds. The term metal includes all alkali and alkaline earth metals, all transition metals and the lanthanides and actinides in the Periodic Table. Metalloids including the elements in Group 13 and the heavier members of the Groups 14 - 16 are also included. The term chemistry includes syntheses, characterizations and reaction chemistry of all such compounds. Research reports based on use of organometallic complexes in bioorganometallic chemistry, medicine, material sciences, homogeneous catalysis and energy conversion are also welcome. The scope of the journal has been enlarged to encompass important research on organometallic complexes in bioorganometallic chemistry and material sciences, and of heavier main group elements in organometallic chemistry. The journal also publishes review articles, short communications and notes.