磺酸化β-环糊精与吉西他滨药物分子键合及组装  

Molecular binding and assembly behaviors between sulfato-β-cyclodextrin and gemcitabine

作　　者：赵金[1,2] 张瀛溟[1,2] 刘育[1,2,3] 

机构地区：[1]元素有机化学国家重点实验室 [2]南开大学化学系,天津300071 [3]天津化学化工协同创新中心,天津300071

出　　处：《中国科学：化学》2016年第6期593-598,共6页SCIENTIA SINICA Chimica

基　　金：国家自然科学基金(编号:91227107;21432004;21472100)资助项目

摘　　要：基于环糊精的主-客体键合及其组装行为是超分子化学领域的研究重点.本文利用核磁共振、圆二色光谱、分子模拟以及微量热滴定等方法探究了磺酸化?-环糊精(1)和吉西他滨(2)的键合模式、键合常数以及热力学参数.核磁等实验说明,吉西他滨客体分子中的嘧啶碱基环从大口端进入到环糊精的空腔.微量热滴定数据表明该键合过程是焓驱动过程,并且伴随着不利的熵损失,说明键合过程的驱动力主要来自于疏水、氢键以及范德华相互作用.进而通过丁达尔、光散射以及电镜实验,表明环糊精与药物分子形成的包合物1·2能够有效诱导十六烷基三甲基溴化铵(CTAB)聚集形成球形纳米超分子组装体.该三元超分子组装体在设计和制备新型药物传输载体方面具有潜在的应用价值.The binding mode, binding constant, and thermodynamics parameters of sulfato-？-cyclodextrin（1） toward gemcitabine（2） were investigated by means of NMR spectroscopy, circular dichroism（CD）, molecular mechanisms（MD）, and isothermal titration calorimetry. On the basis of the results of NMR, CD and MD measurements, the pyrimidine base ring of 2 was encapsulated in the cavity of 1 from its secondary face. Thermodynamically, the binding process between 1 and 2 was driven by the favorable enthalpic changes, accompanied by the unfavorable entropic changes. These results suggest that the intermolecular interactions were originated from hydrophobic effect, hydrogen-bonding, and van der Waals interactions. Furthermore, the complex 1·2 could promote the self-aggregation of hexadecyl trimethyl ammonium bromide（CTAB） to form spherical nanoparticle assembly, which was determined by Tyndall effect, dynamic laser scattering and transmission electron microscopic experiments.

关 键 词：磺酸化环糊精 吉西他滨 包合物 主客体相互作用 超分子组装体 

分 类 号：O641.3[理学—物理化学] TQ460.1[理学—化学]