Posted by The Canadian team reported a novel per-6-substituted β-cyclodextrin (4) featuring seven phosphoramidate moieties as an innovative host for inclusion. This structurally well-defined host has remarkable water solubility and was isolated in pure form. Analytical techniques such as NMR and ITC were used to probe the molecular interactions with different drug molecules. The investigations revealed that host 4 can form 2:1 inclusion complexes with various drugs. Further studies showed that the inclusions of drugs by β-CD host (4) are mostly enthalpy driven, highlighting the potential roles played by the phosphoramidate functionalities of the host. Comparatively, a per-O2, O3-acetylated analog (6) of compound 4 was also obtained, which also shows unusual water solubility but diminished inclusion capability. Compared to other commercially available β-CD hosts, the use of novel host 4 could show many advantages because of its well-defined structure. For example, when used in different drug formulations, their compositions, physico-chemical properties, toxicity, pharmacokinetics, and others can be well characterized and reproducible.
Che, A.; Espejo, J.; Ling, C.-C. Synthesis and Inclusion Properties of a β-Cyclodextrin Heptaphosphoramidate. Molecules 2024, 29, 2714. https://doi.org/10.3390/molecules29122714