Fluorimetric investigation of supramolecular system by modified β-cyclodextrin and its analytical application

Abstract

The supramolecular interaction of MAH-β-cyclodextrin (MAH-β-CD, a modified β-cyclodextrin carrying seven vinyl carboxylic acid groups) and meferamic acid (MF) has been studied by spectrofluorimetry. The results showed that MAH-β-CD reacted with MF to form a host–guest complex (MAH-β-CD–MF) with stoichiometry (1:1) and the inclusion constant ( K = 7.15 × 10 2 L/mol) was ascertained by the typical double reciprocal plots. From the phase-solubility diagram, an increase in the water solubility of the drug was observed and the apparent stability constant ( K 1:1) was calculated to be 8.62 × 10 2 L/mol. Furthermore, the thermodynamic parameters (Δ G°, Δ H° and Δ S°) of MAH-β-CD–MF were obtained and the inclusion mechanism was also preliminarily discussed. In order to further confirm the experimental results, investigation on the molecular modeling was performed. On the basis of the significant enhancement of the fluorescence intensity of MF, a spectrofluorimetric method for MF determination in bulk aqueous solution in the presence of MAH-β-CD was developed. The linear range was 2.00 × 10 −8–9.00 × 10 −5 mol/L and the detection limit was 3.36 × 10 −9 mol/L. The proposed method was successfully applied to determine MF in tablets, serum and urine with the satisfactory result.