Investigation of three Sulfobutylether-β-cyclodextrin bonded magnetic nanoparticles in enantioselective Liquid-Liquid extraction

Chiral recognition ability of five racemic drugs/intermediates in enantioselective liquid-liquid extraction of functionalized magnetic nanoparticles was studied, which were synthesized by three different bonding methods using SBE-beta-CD as functional molecule. The synthesis of three functionalized magnetic nanoparticles using SBE-beta-CD as a functional molecular were studied and the functionalized magnetic nanoparticles were characterized by thermogravimetric analysis, X-ray diffraction, Fourier transform infrared spectroscopy and transmission electron microscopy. The loading amount of SBE-beta-CD on the surface was determined to be functionalized magnetic nanoparticles II (13.04 %) > functionalized magnetic nanoparticles I (7.15 %) > functionalized magnetic nanoparticles III (less than 6.22 %). Enantioselective liquid-liquid extractions of five racemates were optimized using the three functionalized magnetic nanoparticles as chiral extractant, respectively, and the ideal chiral extractant for each enantiomer was found. Functionalized magnetic nanoparticles III was found to be the best chiral extractant for trans-paroxol and N-methyl duloxetine, with the optimum enantioseparation factors of 1.824 and 1.480, respectively, while functionalized magnetic nanoparticles I was ideal for fluoxetine, tropic acid and acetyltropic acid, with the optimum enantioseparation factors of 1.201, 1.226 and 1.484, respectively.

Automated summary

The chiral recognition ability of five racemic drugs/intermediates in enantioselective liquid-liquid extraction using functionalized magnetic nanoparticles synthesized with SBE-beta-CD as the functional molecule was studied. Three types of functionalized magnetic nanoparticles were synthesized and characterized. The loading amount of SBE-beta-CD on the surface was determined, and the optimal chiral extractant for each enantiomer was found. Functionalized magnetic nanoparticles III showed the highest enantioseparation factors for trans-paroxol and N-methyl duloxetine, while functionalized magnetic nanoparticles I were ideal for fluoxetine, tropic acid, and acetyltropic acid.