Interactions of Sodium Salicylate with β-Cyclodextrin and an Anionic Resorcin[4]arene: Mutual Diffusion Coefficients and Computational Study

• Published in: International journal of molecular sciences Vol. 24; no. 4; p. 3921
• Main Authors: Galindres, Diana M, Espitia-Galindo, Nicolás, Valente, Artur J M, Sofio, Sara P C, Rodrigo, M Melia, Cabral, Ana M T D P V, Esteso, Miguel A, Zapata-Rivera, Jhon, Vargas, Edgar F, Ribeiro, Ana C F
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 15-02-2023; MDPI
• Subjects: beta-Cyclodextrins - chemistry; Coefficients; Complex formation; computational calculations; Computer applications; Cyclodextrins; Dextrins; Diffusion; diffusion by Taylor technique; Drug delivery systems; Electric fields; Free energy; Pharmaceuticals; Resorcinols; Salicylic acid; Sodium Salicylate; sodium sulfonated resorcinarenes; Solvation; Surface active agents; transport properties; β-Cyclodextrin; diffusion by Taylor technique; sodium salicylate; β-cyclodextrin; computational calculations; sodium sulfonated resorcinarenes; transport properties
• ISSN: 1422-0067; 1661-6596; 1422-0067
• DOI: 10.3390/ijms24043921

The interaction between sodium salicylate (NaSal) and the two macrocycles 5,11,17,23-tetrakissulfonatomethylene-2,8,14,20-tetra(ethyl)resorcinarene (Na
EtRA) and β-cyclodextrin (β-CD) has been studied by the determination of ternary mutual diffusion coefficients, and spectroscopic and computational techniques. The results obtained by the Job method suggest that the complex formation is given in a 1:1 ratio for all systems. The mutual diffusion coefficients and the computational experiments have shown that the β-CD-NaSal system presents an inclusion process, whereas the Na
EtRA-NaSal system forms an outer-side complex. This fact is also in line with the results obtained from the computational experiments, where the calculated solvation free energy has been found to be more negative for the Na
EtRA-NaSal complex because of the partial entry of the drug inside the Na
EtRA cavity.