Molecular Assembly of Rhodanine with Torus‐Shaped Cyclodextrins and Their Innovative Applications by Physicochemical Contrivance Simultaneously Optimized by Computational Study. Issue 11 (22nd March 2023)

• Record Type: Journal Article
• Authors: Sharma, Antara; Bomzan, Pranish; Roy, Debadrita; Chhetri, Abhijit; Choudhury, Subhankar; Ghosh, Narendra Nath; Ali, Salim; BK, Puja; Ghosh, Shilpi; Dutta, Ankita; Kumar, Anoop; Roy, Mahendra Nath
• Is Part Of: ChemistrySelect. Volume 8:Issue 11(2023)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2023-03-22
• Subjects: α-Cyclodextrin -- β-Cyclodextrin -- In vitro biological activity study -- Molecular docking Rhodanine; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.202300417
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: To increase the bioavailability of Rhodanine (RH), inclusion complexes (ICs) of RH with both α‐cyclodextrin (α‐CD) and β ‐cyclodextrin ( β ‐CD) were prepared. The complexes were characterized by different physicochemical as well as spectroscopic techniques thereby indicating encapsulation of RH molecule into the cavities of α‐CD and β ‐CD cavity. DSC analysis showed that the thermal stability of RH was enhanced after complexation. Computational study suggests the most preferred orientation of RH molecule within both CD cavities. In vitro antibacterial activity test illustrates that the IC2 RH‐α‐CD displayed better activity than pure RH and IC1 RH‐β‐CD. IC2 RH‐α‐CD (IC50 =7.88 μ M) shows the remarkable in vitro cytotoxic activity than pure RH (IC50 =44 μ M) and IC1 RH‐β‐CD towards human kidney cancer cell line (ACHN). Furthermore, interaction of RH, IC1 RH‐β‐CD and IC2 RH‐α‐CD with CT‐DNA was investigated and found that α‐CD enhances bioavailability of RH to greater extent compared to β‐CD. Additionally, photostability studies reveals that inclusion of RH using α‐CD induces better stabilization of RH as compared to β‐CD. Abstract : Rhodanine (RH) molecule is incorporated within the nanocage of α‐CD and β‐CD in aqueous medium. Detailed in vitro antibacterial, CT‐DNA interaction study and cytotoxic analysis shows sufficient enhancement in apoptotic activity and bioavailability of Rhodanine after complexation. The inclusion complexes of Rhodanine with both CD's, especially with the less cytotoxic α‐CD are very much promising in drug delivery and optical application.