The Inclusion And Assembly Behaviors Of Cyclodextrins With Two Drug Molecules

The molecular recognition and assembly behaviors of cyclodextrin derivatives with drug molecules have become one of the hot topics of supramolecular chemistry and material chemistry. Meanwhile, cyclodextrins can serve as carriers of the natural drugs using the hydrophobic central cavity. To further reveal the molecular recognition and assembly mechanism of cyclodextrins, several cyclodextrin derivatives were obtained and the inclusion complexation behavior, characterization and the binding ability of the inclusion complexes of mangiferin (MGF) with β-cyclodextrin and its derivatives were studied. Moreover, the polyrotaxane of the conjugation of β-cyclodextrin and2,4-Dihydroxy-5-fluoropyrimidine was prepared and some investigations on it were performed.This dissertation was mainly constituted of three sections as follows:1. Several cyclodextrin derivatives were obtained:mono-6-O-(p-tolysulfonyl)-β-cyclodextrin (6-OTs-βCD), mono-6-azido-6-deoxy-β-cyclodextrin (6-N3βCD), mono-6-amino-6-deoxy-β-cyclodextrin (6-NH2βCD), mono(6-ethylene-diamino-6-deoxy)-β-cyclodextrin (ENβCD), Sulfobutyl ether β-cyclodextrins with different substitutive degrees (SBEβCDs). In the meantime, their structures were charactered by1H NMR and MS.2. Four inclusion complexes of mangiferin (MGF) with β-cyclodextrin and its derivatives were obtained:MGF/βCD, MGF/HPβCD, MGF/SBEβCD and MGF/ENβCD. The chemical stoichiometries of the inclusion complexes were investigated by Job’s method and their stability constants (Ks) were acquired by fluorescence spectroscopy. Moreover, the inclusion complexation behavior, binding ability and characterization were studied by1H,2D NMR, XRD and TG.3. The polyrotaxane of the conjugation of β-cyclodextrin and2,4-Dihydroxy-5-fluoropyri-midine was synthesized by two routes with amino-teminated polyoxypropylene (PPG) as the axle and folic acid as the end-capping agent. Their physicochemical properties were investigated by1H NMR, XRD and TG At the same time, the cytotoxicity tests (LOVO, SW480and HT-29) for the polyrotaxane have been evaluated by the MTT assay.