Abstract
A pharmaceutically and biologically relevant molecule, pyridoxine hydrochloride (vitamin B6), was encapsulated inside the cavity of a molecular container, cucurbit[7]uril (CB[7]), in aqueous solution. The CB[7] based “nanocapsule” of vitamin B6 has been investigated for the first time, via 1H NMR and UV‐visible spectroscopic titrations (including Job’s plot) and ab initio molecular modeling. The results have demonstrated that vitamin B6 forms stable host‐guest complexes within CB[7] in 1 : 1 stoichiometry, with a binding affinity of (4.0 ± 0.5) × 103 M−1. Such a nanocapsule could potentially find application in vitamin B6 formulation for the purpose of enhancing the stability, absorption, and delivery of this important vitamin.
Highlights
The self-assembly of pharmaceutically and biologically relevant molecules to form organized microenvironments or nanocarriers has been an important research topic during recent decades
Various natural and synthetic molecular containers including cyclodextrins and cucurbiturils have been investigated for their abilities to direct the encapsulation of bioactive molecules and formation of nanocapsules [2,3,4]
We report the formation of a stable 1 : 1 host-guest nanocapsule complex of Pyridoxine hydrochloride (PH)@CB[7] in aqueous media, and such molecular encapsulation was examined by different spectroscopic methods including 1H NMR as well as UVvisible spectroscopy, in addition to as ab initio calculation based molecular modeling
Summary
The self-assembly of pharmaceutically and biologically relevant molecules to form organized microenvironments or nanocarriers has been an important research topic during recent decades. Nontoxic polymers act as the shells or encapsulation matrix of nanocapsules and supramolecular containers. Various natural and synthetic molecular containers including cyclodextrins and cucurbiturils have been investigated for their abilities to direct the encapsulation of bioactive molecules and formation of nanocapsules [2,3,4]. Nanocapsules have a myriad of applications, especially in the biomedical, food, and health sciences fields, such as drug delivery, food enhancement, and nutraceutical formulation [5, 6]. The benefits of such encapsulation can range from the protection of included substances from adverse environments to controlled release and to precision targeting [6, 7]
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