Department of Chemistry, Faculty of Science, Al-Balqa Applied University, Al-Salt 19117, Jordan.
Org Biomol Chem. 2022 Jul 27;20(29):5796-5802. doi: 10.1039/d2ob01065h.
The supramolecular complexation of doxepin (DOX) with cucurbit[7]uril (CB7) was investigated in aqueous solution. The results indicated the formation of a host-guest complex, as verified by complexation-induced chemical shifts in the NMR experiments and supported by quantum-chemical calculations, in which the alkylammonium tail of DOX was found to be encapsulated inside the CB7 cavity, while the tricyclic moiety remained exposed to bulk water. Isothermal titration calorimetry and dye-displacement experiments provided a moderate binding affinity (10 M). Interestingly, the partial encapsulation of DOX by the CB7 macrocycle led to the development of a supramolecular assembly at a low millimolar concentration, as verified by NMR and dynamic light scattering (DLS) measurements, which showed homogeneous size distributions with an average diameter of 1700 nm.
研究了多塞平（DOX）与瓜环[7]（CB7）在水溶液中的超分子络合作用。结果表明形成了主客体配合物，这通过 NMR 实验中的配合物诱导化学位移得到证实，并得到量子化学计算的支持，其中 DOX 的烷基铵尾被发现被包裹在 CB7 空腔内，而三环部分仍然暴露于主体水中。等温热滴定法和染料置换实验提供了中等结合亲和力（10 M）。有趣的是，CB7 大环的部分包裹 DOX 导致在低毫摩尔浓度下形成超分子组装，这通过 NMR 和动态光散射（DLS）测量得到证实，其显示出具有平均直径为 1700nm 的均匀尺寸分布。
