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RIBO与TSC4X的主客体包封:合成、表征及其物理化学和计算研究应用

Host-Guest Encapsulation of RIBO with TSC4X: Synthesis, Characterization, and Its Application by Physicochemical and Computational Investigations.

作者信息

Ghosh Biswajit, Roy Niloy, Mandal Saikat, Ali Salim, Bomzan Pranish, Roy Debadrita, Salman Haydar Md, Dakua Vikas Kumar, Upadhyay Anupam, Biswas Debabrata, Paul Kausik Kumar, Roy Mahendra Nath

机构信息

Department of Chemistry, University of North Bengal, Darjeeling 734013, West Bengal, India.

Department of Chemistry, National Institute of Technology, Durgapur 713209, India.

出版信息

ACS Omega. 2023 Feb 7;8(7):6778-6790. doi: 10.1021/acsomega.2c07396. eCollection 2023 Feb 21.

DOI:10.1021/acsomega.2c07396
PMID:36844564
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9948204/
Abstract

In our present work, we synthesized a new encapsulated complex denoted as RIBO-TSC4X, which was derived from an important vitamin riboflavin (RIBO) and -sulfonatothiacalix[4]arene(TSC4X). The synthesized complex RIBO-TSC4X was then characterized by utilizing several spectroscopic techniques such as H-NMR, FT-IR, PXRD, SEM, and TGA. Job's plot has been employed to show the encapsulation of RIBO (guest) with TSC4X (host) having a 1:1 molar ratio. The molecular association constant of the complex entity (RIBO-TSC4X) was found to be 3116.29 ± 0.17 M, suggesting the formation of a stable complex. The augment in aqueous solubility of the RIBO-TSC4X complex compared to pure RIBO was investigated by UV-vis spectroscopy, and it was viewed that the newly synthesized complex has almost 30 times enhanced solubility over pure RIBO. The enhancement of thermal stability upto 440 °C for the RIBO-TSC4X complex was examined by TG analysis. This research also forecasts RIBO's release behavior in the presence of CT-DNA, and at the same time, BSA binding study was also carried out. The synthesized RIBO-TSC4X complex exhibited comparatively better free radical scavenging activity, thereby minimizing oxidative injury of the cell as evident from a series of antioxidant and anti-lipid peroxidation assay. Furthermore, the RIBO-TSC4X complex showed peroxidase-like biomimetic activity, which is very useful for several enzyme catalyst reactions.

摘要

在我们目前的工作中,我们合成了一种新的包封复合物,记为RIBO-TSC4X,它由重要的维生素核黄素(RIBO)和磺化硫代杯[4]芳烃(TSC4X)衍生而来。然后利用多种光谱技术对合成的复合物RIBO-TSC4X进行了表征,如H-NMR、FT-IR、PXRD、SEM和TGA。采用Job曲线来显示RIBO(客体)与TSC4X(主体)以1:1摩尔比的包封情况。发现复合物实体(RIBO-TSC4X)的分子缔合常数为3116.29±0.17 M,表明形成了稳定的复合物。通过紫外-可见光谱研究了RIBO-TSC4X复合物相对于纯RIBO在水溶性方面的增强情况,结果表明新合成的复合物的溶解度比纯RIBO提高了近30倍。通过TG分析研究了RIBO-TSC4X复合物在高达440℃时热稳定性的增强情况。本研究还预测了RIBO在CT-DNA存在下的释放行为,同时也进行了BSA结合研究。合成的RIBO-TSC4X复合物表现出相对较好的自由基清除活性,从而将细胞的氧化损伤降至最低,这从一系列抗氧化和抗脂质过氧化实验中可以明显看出。此外,RIBO-TSC4X复合物表现出过氧化物酶样的仿生活性,这对几种酶催化反应非常有用。

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