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通过超分子化学构建顺铂-18-冠-6配合物以提高溶解性、稳定性和抗肿瘤活性。

Construction of Cisplatin-18-Crown-6 Complexes Through Supramolecular Chemistry to Improve Solubility, Stability, and Antitumor Activity.

作者信息

Gao Yue, Huang Yeqi, Ren Chuanyu, Xiong Si, Guo Xia, Zhao Ziyu, Guo Ling, Huang Zhengwei

机构信息

Department of Pharmacy, College of Pharmacy, Jinan University, Guangzhou 511436, China.

State Key Laboratory of Bioactive Molecules and Druggability Assessment, Guangdong Basic Research Center of Excellence for Natural Bioactive Molecules and Discovery of Innovative Drugs, College of Pharmacy, Jinan University, Guangzhou 511436, China.

出版信息

Int J Mol Sci. 2024 Dec 14;25(24):13411. doi: 10.3390/ijms252413411.

DOI:10.3390/ijms252413411
PMID:39769176
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11678135/
Abstract

Cisplatin (DDP), a platinum-chelated compound renowned for its antitumor activity, is often utilized in cancer therapy. However, its real-world clinical efficacy is compromised by poor solubility and low stability, which impedes wider clinical application. Our study aimed to address these limitations of DDP through host-guest supramolecular chemistry approaches. We explored the potential of 18-crown-6 as the host molecule to solubilize and stabilize DDP, the guest molecule. Utilizing techniques such as UV-visible spectroscopy, Fourier-transform infrared spectroscopy, Raman spectroscopy, and molecular docking, we conducted a comprehensive analysis on the physical state and inclusion mode of the DDP@18-crown-6 complex. Phase solubility studies and Job's plot confirmed that the DDP@18-crown-6 complex significantly enhanced the aqueous solubility of DDP, with an optimal 1:1 binding ratio. Stability analyses revealed that this complex markedly improved the stability of DDP in pure water. Meanwhile, the stabilization effects of DDP@18-crown-6 were remarkably elevated when combined with 0.9% sodium chloride. In vitro antitumor assays in A549 cell lines demonstrated that the DDP@18-crown-6 complex outperformed raw DDP in cytotoxicity, showing a significantly lower IC value. This research offered a promising strategy for DDP solubilization and stabilization, facilitating its anticancer therapeutic efficacy.

摘要

顺铂（DDP）是一种以其抗肿瘤活性而闻名的铂螯合物，常用于癌症治疗。然而，其在实际临床中的疗效因溶解度差和稳定性低而受到影响，这阻碍了其更广泛的临床应用。我们的研究旨在通过主客体超分子化学方法解决DDP的这些局限性。我们探索了18-冠-6作为主体分子来增溶和稳定客体分子DDP的潜力。利用紫外可见光谱、傅里叶变换红外光谱、拉曼光谱和分子对接等技术，我们对DDP@18-冠-6复合物的物理状态和包合模式进行了全面分析。相溶解度研究和Job曲线证实，DDP@18-冠-6复合物显著提高了DDP的水溶性，最佳结合比为1:1。稳定性分析表明，该复合物显著提高了DDP在纯水中的稳定性。同时，DDP@18-冠-6与0.9%氯化钠联合使用时，其稳定效果显著提高。在A549细胞系中的体外抗肿瘤试验表明，DDP@18-冠-6复合物在细胞毒性方面优于原始DDP，显示出显著更低的IC值。这项研究为DDP的增溶和稳定提供了一种有前景的策略，促进了其抗癌治疗效果。

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