期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 24, 期 53, 页码 14101-14110出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201802981
关键词
cucurbituril; hybrid; pillararene; triggered release; triptycene
资金
- National Science Foundation [CHE-1404911, CHE-1807486]
- National Natural Science Foundation of China [U1530141]
- International Graduate Exchange Program of Beijing Institute of Technology
- Division Of Chemistry [1404911] Funding Source: National Science Foundation
We designed and synthesized a hybrid molecular container 1, which is structurally related to both cucurbit[n]uril (CB[n]) and pillar[n]arene type receptors. Receptor 1 was fully characterized by (HNMR)-H-1, (CNMR)-C-13, IR, MS and X-ray single crystal diffraction. The self-association behavior, host-guest recognition properties of 1, and the [salt] dependence of K-a were investigated in detail by (HNMR)-H-1 and isothermal titration calorimetry (ITC). Optical transmittance and TEM measurements provide strong evidence that receptor 1 undergoes co-assemble with amphiphilic guest C10 in water to form supramolecular bilayer vesicles (diameter 25.6 +/- 2.7nm, wall thickness approximate to 3.5nm) that can encapsulate the hydrophilic anticancer drug doxorubicin (DOX) and the hydrophobic dye Nile red (NR). The release of encapsulated DOX or NR from the vesicles can be triggered by hexamethonium (8c) or spermine (10) which leads to the disruption of the supramolecular vesicles.
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