摘要
We report a simple "one pot" single step method to synthesize sulfoalkyl ether β-cyclodextrin (β-CD) derivatives in aqueous solution, which avoids the limitations associated with commonly used organic synthesis of such derivatives including multi-step reactions, use of expensive, toxic, and often environmentally hazardous organic solvents and/or reagents. Using this method, we obtained sulfopropyl and sulfobutyl ethyl β-CDs. We characterized these two derivatives and evaluated their ability to enhance solubility of fluconazole, a commonly used antifungal drug with poor water solubility. Experimental results indicate that these derivatives are structurally analogous to some of the commercially available β-CD derivatives. More importantly, when they formed supramolecular inclusion complexes with fluconazole, they demonstrated similar, if not better, capacity to enhance fluconazole solubility compared with commercially available β-CD derivatives, suggesting that the simple "one pot" single step synthesis may provide an effective alternative approach to produce large quantity of β-CD derivatives as pharmaceutical biomaterials for medicinal applications.
We report a simple ＂one pot＂ single step method to synthesize sulfoalkyl ether β-cyclodextrin （β-CD） derivatives in aqueous solution, which avoids the limitations associated with commonly used organic synthesis of such derivatives including multi-step reactions, use of expensive, toxic, and often environmentally hazardous organic solvents and/or reagents. Using this method, we obtained sulfopropyl and sulfobutyl ethyl β-CDs. We characterized these two derivatives and evaluated their ability to enhance solubility of fluconazole, a commonly used antifungal drug with poor water solubility. Experimental results indicate that these derivatives are structurally analogous to some of the commercially available β-CD derivatives. More importantly, when they formed supramolecular inclusion complexes with fluconazole, they demonstrated similar, if not better, capacity to enhance fluconazole solubility compared with commercially available β-CD derivatives, suggesting that the simple ＂one pot＂ single step synthesis may provide an effective alternative approach to produce large quantity of β-CD derivatives as pharmaceutical biomaterials for medicinal applications.
关键词
环糊精衍生物
合成方法
生物材料
医药
超分子包合物
醚
衍生产品
抗真菌药物
β-cyclodextrin derivatives, ＂one pot＂ synthesis, aqueous solution, solubility enhancer, fluconazole, supramolecular inclusion complex
