The inclusion mode, characterization and cytotoxic activity evaluation of host-guest complex by β-cyclodextrin trimer with podophyllotoxin

文献类型： 外文期刊

第一作者： Gao, Haoqin

作者： Gao, Haoqin;Qian, Rui;Yang, Jing;Yang, Rui;Li, Dan;Zhang, Jihong;Guo, Mengbi

作者机构：

关键词： Cyclodextrin; Podophyllotoxin; Inclusion complex; Molecular recognition

期刊名称：JOURNAL OF MOLECULAR STRUCTURE （ 影响因子：4.0； 五年影响因子：3.5 ）

ISSN： 0022-2860

年卷期： 2024 年 1315 卷

页码：

收录情况： SCI

摘要： Podophyllotoxin (PPT) has a powerful anti -tumor effect on many types of tumors. Its non-specific toxicity and limited solubility in water make it difficult to use in clinical settings unfortunately. Macrocyclic molecules such as cyclodextrins provide a method to improve the water solubility of guest molecules by studying the host -guest interaction. In this study, the molecular recognition behavior of PPT as a guest was studied with fl-cyclodextrin trimer (fl-CD 3 ) as the host. The results of DOSY NMR and ROESY NMR indicated that the three cavities of fl-CD 3 form an intramolecular inclusion complex with its own three triazoles. After adding PPT to intramolecular inclusion system, PPT molecule would compete with triazoles of fl-CD 3 for the cavity site, leading to the destroy of intramolecular inclusion complex and forming a 1:1 inclusion complex with a stability constant of 11710 M -1 . In addition, PPT inclusion complex still maintained PPT ' s effective anti -cancer activity and the water solubility of PPT inclusion complex was 300 times higher than that of free PPT. Moreover, normal human colonic epithelial cells CCD841was essentially unaffected by fl-CD 3 . Our research presents a concept for the advancement and utilization of fl-CD 3 .

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