叠氮酮乙酰化-氨基葡萄糖希夫碱铜配合物在癌细胞中积累并诱导细胞凋亡：对HepG-2细胞的高选择性细胞毒性

IF 4 2区化学 Q2 CHEMISTRY, PHYSICAL

Journal of Molecular Structure Pub Date : 2025-04-09 DOI:10.1016/j.molstruc.2025.142348

Guang-Huan Liu , Meng-Ze Li , Xin-Yue Cui , Yong-Po Zhang , Jin-Zhong Zhao , Ai-Qin Yue , Wei-Jun Du , Chun-Yan Gao

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引用次数: 0

摘要

本研究合成了基于叠氮乙酰化-氨基葡萄糖席夫碱骨架的两种新配体和三种铜配合物，并通过核磁共振、红外光谱、质谱和 X 射线晶体学对其进行了表征。通过体外细胞实验对三种复合物的抗癌活性进行了结构-活性关系比较研究。MTT 试验结果表明，三种复合物都对测试的癌细胞具有明显的抑制活性。尤其是 Cu-1，其 IC50 值为 2.54 μg/mL，对 HepG-2 细胞的选择指数为 6.55，显示了对 HepG-2 细胞的高选择性细胞毒性。Hoechst 33342 染色、JC-1 染色和罗丹明 123 染色表明，Cu-1 可通过线粒体途径加速癌细胞凋亡。此外，复合物还能明显抑制癌细胞的迁移、侵袭和血管生成。这些结果表明，Cu-1 是一种治疗肝癌的潜在候选化合物。

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Azido acetylated-glucosamine Schiff base copper complexes accumulate in cancer cells and induce apoptosis in vitro:High selective cytotoxicity against HepG-2 cells

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Azido acetylated-glucosamine Schiff base copper complexes accumulate in cancer cells and induce apoptosis in vitro:High selective cytotoxicity against HepG-2 cells

In this study, two new ligands and three copper complexes based on the azido acetylated-glucosamine Schiff base skeleton were synthesized and characterized by NMR, IR, HRMS and X-ray crystallography. The structure-activity relationship of the three complexes was comparative studied regarding their anticancer activity by in vitro cell experiments. The results of MTT assay showed that the three complexes all exhibited observably inhibitory activity against tested cancer cells. Especially for Cu-1, IC₅₀ value was 2.54 μg/mL and the selection index of HepG-2 cells is 6.55, showing high selective cytotoxicity against HepG-2 cells. Hoechst 33342 staining, JC-1 staining and Rhodamine 123 staining showed that Cu-1 accelerated apoptosis of cancer cells through mitochondrial pathway. Furthermore, the complexes can obviously inhibit the migration, invasion and the angiogenesis. The results suggest that Cu-1 is a promising potential candidate for the treatment of liver cancer.

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来源期刊

Journal of Molecular Structure 化学-物理化学

CiteScore

7.10

自引率

15.80%

发文量

2384

审稿时长

45 days

期刊介绍： The Journal of Molecular Structure is dedicated to the publication of full-length articles and review papers, providing important new structural information on all types of chemical species including: • Stable and unstable molecules in all types of environments (vapour, molecular beam, liquid, solution, liquid crystal, solid state, matrix-isolated, surface-absorbed etc.) • Chemical intermediates • Molecules in excited states • Biological molecules • Polymers. The methods used may include any combination of spectroscopic and non-spectroscopic techniques, for example: • Infrared spectroscopy (mid, far, near) • Raman spectroscopy and non-linear Raman methods (CARS, etc.) • Electronic absorption spectroscopy • Optical rotatory dispersion and circular dichroism • Fluorescence and phosphorescence techniques • Electron spectroscopies (PES, XPS), EXAFS, etc. • Microwave spectroscopy • Electron diffraction • NMR and ESR spectroscopies • Mössbauer spectroscopy • X-ray crystallography • Charge Density Analyses • Computational Studies (supplementing experimental methods) We encourage publications combining theoretical and experimental approaches. The structural insights gained by the studies should be correlated with the properties, activity and/ or reactivity of the molecule under investigation and the relevance of this molecule and its implications should be discussed.