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

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

doi:10.1021/acsomega.2c07396

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

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

Authors

Affiliations

¹ Department of Chemistry, University of North Bengal, Darjeeling 734013, West Bengal, India.
² Department of Chemistry, National Institute of Technology, Durgapur 713209, India.
³ Department of Chemistry, Gorubathan Government College, Kalimpong 735231, India.
⁴ Department of Botany, University of North Bengal, Darjeeling 734013, India.
⁵ Department of Chemistry, Alipurduar University, Alipurduar 736122, West Bengal, India.

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 p-sulfonatothiacalix[4]arene(TSC4X). The synthesized complex RIBO-TSC4X was then characterized by utilizing several spectroscopic techniques such as ¹H-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^-1, 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.