华东师范大学学报（自然科学版） ›› 2023, Vol. 2023 ›› Issue (1): 186-193.doi: 10.3969/j.issn.1000-5641.2023.01.019

• 绿色化学诊疗方法 • 上一篇    

基于葫芦脲 [8] 的近红外有机超分子光热试剂的制备及其光热性能研究

蔡文艳, 潘悦, 张琪伟*(), 田阳*()   

  1. 华东师范大学 化学与分子工程学院 上海市绿色化学与化工过程绿色化重点实验室, 上海　200062
  • 收稿日期:2022-08-09 接受日期:2022-09-30 出版日期:2023-01-25 发布日期:2023-01-07
  • 通讯作者: 张琪伟,田阳 E-mail:qwzhang@chem.ecnu.edu.cn;ytian@chem.ecnu.edu.cn
  • 基金资助:
    国家自然科学基金 (21904040, 21635003, 21827814, 21811540027); 上海市浦江人才计划 (19PJ1402800)

Preparation and photothermal studies on a cucurbit[8]uril-based near-infrared organic supramolecular photothermal agent

Wenyan CAI, Yue PAN, Qiwei ZHANG*(), Yang TIAN*()   

  1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai　200062, China
  • Received:2022-08-09 Accepted:2022-09-30 Online:2023-01-25 Published:2023-01-07
  • Contact: Qiwei ZHANG,Yang TIAN E-mail:qwzhang@chem.ecnu.edu.cn;ytian@chem.ecnu.edu.cn

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摘要：

光热治疗作为一种特异性高、侵入性小、毒副作用低的新型癌症治疗手段而备受关注. 本文开发了一种简便、有效、绿色的方法, 制备了一种新型的超分子光热材料. 该方法以商业化的二苯并四硫富瓦烯 (dibenzotetrathiafulvalene, DBTTF) 及葫芦脲 [8] (cucurbit[8]uril, CB[8]) 为原料, 在室温、敞口及微量水存在条件下研磨, 便可使DBTTF被空气中的氧气氧化并以自由基阳离子二聚体的方式组装在CB[8]空腔中, 使原本只有紫外吸收 (小于400 nm) 的DBTTF小分子转变为覆盖可见光及近红外吸收的三元超分子复合物, 其吸收波长最长超过了1000 nm. 该超分子体系的光热转换效率达到了18.7%, 且表现出良好的光热稳定性和生物相容性, 目前已成功应用于肿瘤活细胞的光热消融. 该超分子材料在光热治疗及其他光热转换领域具有潜在的应用前景.

关键词: 超分子, 自组装, 葫芦脲, 二苯并四硫富瓦烯, 近红外, 光热治疗, 光热转换

Abstract:

Photothermal therapy has attracted attention as a novel cancer treatment with high specificity, minimal invasiveness, and low toxicity. In this study, a facile, effective, and green method was developed to prepare a novel supramolecular photothermal material. Grinding a commercial dye, dibenzotetrathiafulvalene (DBTTF, with absorption <400 nm) with cucurbit[8]uril (CB[8]) in air with a small amount of water leads to the oxidation of DBTTF to radical cations. Furthermore, DBTTF dimerizes, assembles into the cavity of CB[8], and forms a ternary supramolecular complex with strong absorption in the visible and near-infrared regions, where the longest absorption wavelength exceeds 1000 nm. The photothermal conversion efficiency of the supramolecular system is 18.7%. The system exhibits good photothermal stability and biocompatibility, and has been successfully applied in the photothermal ablation of live tumor cells. This supramolecular material has potential applications in photothermal therapy and other photothermal conversion fields.

Key words: supramolecular complex, self-assembly, cucurbituril, dibenzotetrathiafulvalene, near-infrared, photothermal therapy, photothermal conversion

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