Effect of Cucurbit[7]uril on contrasting binding with flavonoids: Insights from spectroscopy and calorimetric studies

IF 1.9 4区 化学 Q2 CHEMISTRY, ORGANIC Journal of Physical Organic Chemistry Pub Date : 2023-07-13 DOI:10.1002/poc.4559
Rabindranath Jana, Souvik Pandit, Sanyukta Bhattacharjee, Debabrata Seth
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Abstract

Due to intrinsic fluorescence behavior, and the environment-dependent excited-state intramolecular proton transfer (ESIPT) process, makes special attention towards flavonoids for conducting photophysical study. The binding of fisetin, morin hydrate, and quercetin with macrocyclic molecule Cucurbit[7]urils (CB[7]) has been studied using different spectroscopic methods. The changes in the thermodynamic parameters during complex formation between the flavonoids with CB[7] are estimated by an isothermal titration calorimetry study. From the spectroscopic measurement, we have seen that in the presence of CB[7], flavonoids show the ESIPT process and the prototropic equilibrium is present between different forms of flavonoids. The isothermal titration calorimetry study shows that the complex formation between these flavonoids with CB[7] spontaneously takes place at room temperature, which is an endothermic process.

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葫芦[7]uril与黄酮类化合物的对比结合作用:光谱学和量热法研究的启示
由于黄酮类化合物固有的荧光行为和依赖于环境的激发态分子内质子转移(ESIPT)过程,人们特别关注黄酮类化合物进行光物理研究。利用不同的光谱方法研究了非瑟酮、水合桑苷和槲皮素与大环分子葫芦[7]urils (CB[7])的结合。通过等温滴定量热法研究估算了黄酮类化合物与CB形成络合物过程中热力学参数的变化[7]。通过光谱测量,我们发现在CB[7]的存在下,黄酮类化合物呈现ESIPT过程,不同形态的黄酮类化合物之间呈现原生平衡。等温滴定量热研究表明,这些类黄酮与CB[7]在室温下自发形成络合物,这是一个吸热过程。
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来源期刊
CiteScore
3.60
自引率
11.10%
发文量
161
审稿时长
2.3 months
期刊介绍: The Journal of Physical Organic Chemistry is the foremost international journal devoted to the relationship between molecular structure and chemical reactivity in organic systems. It publishes Research Articles, Reviews and Mini Reviews based on research striving to understand the principles governing chemical structures in relation to activity and transformation with physical and mathematical rigor, using results derived from experimental and computational methods. Physical Organic Chemistry is a central and fundamental field with multiple applications in fields such as molecular recognition, supramolecular chemistry, catalysis, photochemistry, biological and material sciences, nanotechnology and surface science.
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