| Cyclodextrins and cucurbit[n]urils,two of the supramolecular hosts,have long been held in the good graces of the researchers.Some of the cyclodextrins and cucurbit[n]urils applications were restricted by their parent structure,such as low bingding constant of cyclodextrin,low solubilitity of cucurbit[n]urils and difficult to modify.Certain chemical modifications on them to improve their solubilitity and introduce some functional gropes would make a big difference.In this work,firstly,a disubstituted β-cyclodextrin derivative was prepared by two methods with nativeβ-cyclodextrin and discussed by two kinds of the schemes;secondly,a novel di-cavity supramolecular host,conjugated by cyclodextrin and acyclic cucurbit[n]uril derivatives,was prepared;at last,an acid-sensitive acyclic cucurbit[n]uril compound was synthesized and studied the preparation of inclusion complex with camptothecin.This thesis was formed by three sections as bellow:1.A disubstituted β-cyclodextrin derivative was prepared by two methods with native β-cyclodextrin;firstly,taking native β-cyclodextrin and 4,4’-biphenyldisulfonyl chloride as reactants to synthesis disubstitutedβ-cyclodextrin directly by scheme one;secondly,conducted with scheme two,namely,benzylating β-cyclodextrin with bromobenzyl bromide,and take off two benzyl selectively by DIBAL,after that substituted two tosyl with 4-toluene sulfonyl chloride,in the end,take off the rest benzyl of cyclodextrin.These chemical structures were charactered by 1H NMR and MS.2.Using NH2-β-cyclodextrin and succinic anhydride,to prepare the β-cyclodextrin derivative with carboxylic at one end;synthesizing acyclic cucurbit[n]uril derivative with glycoluril;conjugating both β-cyclodextrin derivative and acyclic cucurbit[n]uril derivative by the amide bond.These chemical structures were charactered by 1H NMR and MS.3.An inclusion complex was prepared by acid-sensitive acyclic cucurbit[n]uril compound and camptothecin,and charactered by means of 1H NMR,X-ray powder diffraction,and scanning electron microscope and so on;calculated the inclusion ratio and stability constant,Ks,by phase-solubility diagram,investigated the biological activity of the inclusion complex by MTT assay.The results showed that the water solubility of CPT was increased 1751.7 times.And MTT results indicated that inclusion complex has good vitro cytotoxicity against to HCT116 and A375 cancer cell lines,but low cytotoxicity against to normal cell lines. |
