Cyclodextrin Derivatives As Anticancer Drug Carrier:Synthesis, Characteriazation And Anticancer Activity

Today cyclodextrin and its derivatives are one of the hot areas of supramolecular chemistry, the molecular recognition, function and self-assembly are widely studied by research. When cyclodextrin and its derivatives serve as drug carrier, they could not only improve the water solubility and bioavailability of poorly soluble drugs but also have big application value. What is more, by clathration with linear polymer, cyclodextrin also can form supramolecular assembly, not only act as drug carriers, but slao gene carriers.The dissertation was constituted of the following three sections:1. Several cyclodextrin derivatives(NH2-βCD, EN-βCD, DETA-βCD) which were experiment required materials were synthesized and their structures were characters by 1H NMR and MS. Four inclusion complexes between the chemical structure of the β-cyclodextrin and Luteolin drug molecule have been prepared.The chemistry stoichiometry and binding constant of cyclodextrins with Luteolin were studied by fluorescence spectroscopy and Job’s method.The complex behaviors and inclusion mode investigated by 1H and 2D NMR spectroscopy, differential scanning calorimetry, X-ray diffraction, and scanning electron microscopy. The results showed that the water solubility, and the anti-oxidant activity and anti-canceractivity of LU were significantly increased in the inclusion complex with polyamine-β-cyclodextrin.2. A series of Rhein-β-cyclodextrin conjugates (Rh-CD conjugates) have been synthesized. The conjugates were characterized by 1H NMR, MS, X-ray diffraction (XRD) and thermogravimetric analysis (TGA). The results reveal that incorporation of β-CD could improve the aqueous solubility of Rhein and the cytotoxicity against hepdtocellular carcinoma (HepG2) cell line as well as antibacterial activity against three organisms.3.Three rhein-β-cyclodextrin polyrotaxanes were synthesized:mono (6-rhein-ethylenediamino-6-deoxy)-β-cyclodextrin-polyrotaxane(FA-2NβCD-Rh-PR),mono(6-rhein-diethylenetriamino-6-deoxy)-β-cyclodextrin-polyrotaxane(FA-3NβCD-Rh-PR), mono(6-rhein-triethylenetetraamino-6-deoxy)-β-cyclodextrin-polyrotaxane(FA-4Nβ3 CD-Rh-PR). The structure of the polyrotaxane by NMR, XRD, TG.