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药用色素姜黄素在含巨型囊泡的咪唑鎓表面活性离子液体中的超快动力学以及通过三重荧光共振能量转移技术产生白光

Ultrafast Dynamics of the Medicinal Pigment Curcumin inside the Imidazolium Surface Active Ionic Liquid Containing Giant Vesicles and White Light Generation via Triple-FRET Technique.

作者信息

Bera Nanigopal, Layek Souvik, Pramanik Shashwata, Nandi Pratyush Kiran, Hazra Ritwik, Sarkar Nilmoni

机构信息

Department of Chemistry, Indian Institute of Technology, Kharagpur 721302, WB, India.

出版信息

Langmuir. 2023 Aug 22;39(33):11653-11663. doi: 10.1021/acs.langmuir.3c01233. Epub 2023 Aug 11.

Abstract

The naturally occurring yellow polyphenolic medicinal pigment curcumin shows ultrafast dynamics in the excited states. These ultrafast dynamics are strongly influenced by the rigidity of the environments of the systems. The present investigation unveils the ultrafast excited-state intramolecular hydrogen atom transfer (ESIHT) (which is involved in the antioxidant mechanism) and the solvation dynamics of curcumin inside the imidazolium surface active ionic liquid (SAIL), 1-hexadecyl-3-methylimidazolium chloride ([Cmim]Cl) micelle, and giant vesicles after introducing sorbitan monoesters (Span 20 and Span 80) in the aqueous medium. Interestingly, the short hydrocarbon chain containing Span 20 forms smaller, less rigid vesicles, and the long hydrocarbon chain containing Span 80 forms larger, more rigid giant vesicles after being assembled with [Cmim]Cl. The ESIHT and the solvation dynamics are slower in Span 80, containing rigid vesicles, than that in Span 20, comprising less rigid vesicles. Finally, we have established a three-component fluorescence resonance energy transfer (Triple-FRET) system to generate white light (WL) in the micelle and giant vesicles. Here the hydrophobic dye 1,6-diphenyl-1,3,5-hexatriene (DPH) acts as the donor, and the hydrophilic anticancer drug doxorubicin hydrochloride (DOX) serves as the acceptor along with the intermediate donor, curcumin. At a specific combination of the concentrations of these dyes in a particular self-assembled system, WL is generated due to the triple-FRET phenomena.

摘要

天然存在的黄色多酚类药用色素姜黄素在激发态表现出超快动力学。这些超快动力学受到系统环境刚性的强烈影响。本研究揭示了超快激发态分子内氢原子转移(ESIHT)(其参与抗氧化机制)以及姜黄素在咪唑基表面活性离子液体(SAIL)、1-十六烷基-3-甲基咪唑氯盐([Cmim]Cl)胶束和在水介质中引入脱水山梨醇单酯(Span 20和Span 80)后形成的巨型囊泡中的溶剂化动力学。有趣的是,含有短烃链的Span 20形成较小、刚性较低的囊泡,而含有长烃链的Span 80与[Cmim]Cl组装后形成较大、刚性较高的巨型囊泡。在含有刚性囊泡的Span 80中,ESIHT和溶剂化动力学比在含有较低刚性囊泡的Span 20中更慢。最后,我们建立了一个三组分荧光共振能量转移(Triple-FRET)系统,以在胶束和巨型囊泡中产生白光(WL)。在这里,疏水性染料1,6-二苯基-1,3,5-己三烯(DPH)作为供体,亲水性抗癌药物盐酸多柔比星(DOX)与中间供体姜黄素一起作为受体。在特定自组装系统中这些染料浓度的特定组合下,由于三重荧光共振能量转移现象产生了白光。

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