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双向嵌入式环糊精策略包被的抗肿瘤荧光试剂(姜黄素衍生物)的生物活性和细胞成像。

Bioactivity and Cell Imaging of Antitumor Fluorescent Agents (Curcumin Derivatives) Coated by Two-Way Embedded Cyclodextrin Strategy.

机构信息

School of Pharmacy, Jiangsu University, Zhenjiang, 212013, P. R. China (G.F. Jin.

Key Laboratory of Cosmetic, China National Light Industry, Beijing Technology and Business University, Beijing, 100048, P. R. China.

出版信息

Chem Biodivers. 2022 Dec;19(12):e202200644. doi: 10.1002/cbdv.202200644. Epub 2022 Nov 11.

Abstract

Curcumin has a wide range of pharmacological activities, which can be used to treat tumors, inflammation and other diseases. However, curcumin's poor solubility and low bioavailability limit its application. In this article, the structure of curcumin was modified with boron trifluoride ether to change fluorescent labeling. The compounds were then embedded into the hydrophobic cavity of α-cyclodextrin and hydroxypropyl β-cyclodextrin to form inclusion complexes. The two inclusion complexes have excellent photophysical properties, and the maximum emission wavelength is in the range of 550-565 nm. In addition, the two compounds were applied to the fluorescence imaging of HCT-116 cells and HeLa cells, and the proliferation toxicity of the compounds was detected. Both compounds showed certain inhibitory effects on the proliferation of cancer cells. In short, the fluorescent drug molecule synthesized in this article has great reference value for the development of new dosage forms of curcumin.

摘要

姜黄素具有广泛的药理活性,可用于治疗肿瘤、炎症等疾病。但姜黄素溶解度差、生物利用度低,限制了其应用。本文用三氟化硼乙醚对姜黄素的结构进行修饰,改变荧光标记,然后将化合物嵌入α-环糊精和羟丙基β-环糊精的疏水性空腔中形成包合物。这两种包合物具有优异的光物理性质,最大发射波长在 550-565nm 范围内。此外,这两种化合物还应用于 HCT-116 细胞和 HeLa 细胞的荧光成像,并检测了化合物的增殖毒性。两种化合物对癌细胞的增殖均表现出一定的抑制作用。总之,本文合成的荧光药物分子对姜黄素新剂型的开发具有重要的参考价值。

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