Synthesis, anticancer activity, and mechanistic investigations of aryl-alkyl diorganotin arylformylhydrazone complexes

IF 3.8 2区化学 Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY

Journal of Inorganic Biochemistry Pub Date : 2024-10-06 DOI:10.1016/j.jinorgbio.2024.112756

Wujiu Jiang , Qing Luo , Wei Huang , Yuxing Tan , Yiyuan Peng

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Abstract

Diorganotin acylhydrazone complexes with mitochondrial targeting demonstrate significant potential as replacements for platinum-based complexes due to their potent anticancer properties. Twelve methylphenyltin arylformylhydrazone complexes have been synthesized by microwave “one-pot” reaction. The complexes have been characterized by FT-IR, multinuclear NMR (¹H, ¹³C, and ¹¹⁹Sn), TGA, and HRMS. Crystal structures were determined for 10 out of the 12 complexes under study. Structures 1 through 8, 10 and 12 possessed a central symmetric structure of a di-nuclear Sn₂O₂ tetrahedral ring. All complexes were tested for their inhibitory activity against human cell lines NCI-H460, MCF-7, and HepG2. Complex 8 exhibited the most effective inhibitory effect on HepG2 cells, with an IC₅₀ value of 1.34 ± 0.04 μM. Preliminary studies on the anticancer mechanism suggest that complex 8 induces apoptosis in HepG2 cells via the mitochondrial pathway, accompanied by G2/M phase cell cycle arrest.

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芳基-烷基二甘草亭芳基甲酰腙复合物的合成、抗癌活性和机理研究。

具有线粒体靶向性的二甘醇锡酰基腙复合物因其强大的抗癌特性而显示出替代铂基复合物的巨大潜力。我们通过微波 "一锅 "反应合成了十二种甲基苯基锡芳基腙复合物。通过傅立叶变换红外光谱、多核核磁共振（1H、13C 和 119Sn）、热重分析和 HRMS 对这些复合物进行了表征。在所研究的 12 个复合物中，有 10 个已确定了晶体结构。结构 1 至 8、10 和 12 具有二核 Sn2O2 四面体环的中心对称结构。测试了所有复合物对人类细胞系 NCI-H460、MCF-7 和 HepG2 的抑制活性。复合物 8 对 HepG2 细胞具有最有效的抑制作用，其 IC50 值为 1.34 ± 0.04 μM。对其抗癌机制的初步研究表明，复合物 8 可通过线粒体途径诱导 HepG2 细胞凋亡，并伴随 G2/M 期细胞周期的停滞。

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来源期刊

Journal of Inorganic Biochemistry 生物-生化与分子生物学

CiteScore

7.00

自引率

10.30%

发文量

336

审稿时长

41 days

期刊介绍： The Journal of Inorganic Biochemistry is an established international forum for research in all aspects of Biological Inorganic Chemistry. Original papers of a high scientific level are published in the form of Articles (full length papers), Short Communications, Focused Reviews and Bioinorganic Methods. Topics include: the chemistry, structure and function of metalloenzymes; the interaction of inorganic ions and molecules with proteins and nucleic acids; the synthesis and properties of coordination complexes of biological interest including both structural and functional model systems; the function of metal- containing systems in the regulation of gene expression; the role of metals in medicine; the application of spectroscopic methods to determine the structure of metallobiomolecules; the preparation and characterization of metal-based biomaterials; and related systems. The emphasis of the Journal is on the structure and mechanism of action of metallobiomolecules.