Investigated the Supramolecular Interaction of Tramadol Hydrochloride With P-Sulfonated Calix[4,6,8]arene

Abstract

In this paper, the interaction behavior of p-sulfonated calix[n]arene (SCnA) with tramadol hydrochloride was investigated by fluorescence spectra, 1 H NMR spectra, and theoretical calculations in aqueous solution. At the optimized conditions, the fluorescence intensity of tramadol hydrochloride showed positive correlation to the concentration of SCnA, which led to a validated, simple, and sensitive fluorescence quenching method for the determination of tramadol hydrochloride was established for the first time. Moreover, the interaction based on SCnA superstructure provided has promising potential for therapeutic monitoring and pharmacokinetics and clinical application

Least Absolute Shrinkage and Selection Operator-Based Prediction of the Binding Constant of p-Sulfonatocalix[6]/[8]arenes with Alkaloids

“…The results suggest that the electronegativity, polarization, hydrophobicity, FIP, hydrogen bonding potential, as well as the size and shape of the molecules may play an important role in the binding ability between alkaloids and SCnA. In addition, it has been reported in the literature that electrostatic interactions and structure-matching effects may be the main stabilizing factors of the host–guest complexes, , which is consistent with our findings and further validates the reliability of our predictions. These properties can be used for subsequent screening of compounds with a strong binding ability.…”

“…The negatively charged sulfonate on the upper rim provides electrostatic interaction sites, resulting in a strong binding ability and high selectivity toward various organic cations. Zhao et al 49 investigated the interaction between tramadol hydrochloride and SC4A, SC6A, and SC8A. The results showed that the binding constants of SCnA were more sensitive to changes in pH as the size of the SCnA cavity increased in the pH range from 2 to 11, suggesting that electrostatic interactions and structure-matching effects were the main stabilizing factors for the host−guest complexes.…”

Complexation of water-soluble phosphorylated calixarenes with uracils. Stability constants and DFT study of the supramolecular complexes

“…Among the wide variety of calixarenes, the most studied compounds for these purposes are water-soluble calix [4,6,8]arene sulfonic acids [ 29 ]. They form strong nanostructural supramolecular complexes with the known active pharmaceutical ingredients (APIs): binuclear platinum complexes (ovarian cancer treatment) [ 30 ], 3-phenyl-1H [1]benzofuro [3,2-c]pyrazole (tyrosine kinase III inhibitor) [ 31 ], Carvediol (management of hypertension) [ 32 ], Doxorubicin (antibiotic, a broad-spectrum anti-cancer drug) [ 33 ], Paclitaxel (ovarian, breast, lung and colon cancer treatment) [ 34 ], Tramadol (analgesic) [ 35 ], Nedaplatin (antineoplastic)…”