Intermolecular interactions between cucurbit[7]uril and pilocarpine.
Int J Pharm
; 460(1-2): 53-62, 2014 Jan 02.
Article
en En
| MEDLINE
| ID: mdl-24239578
The interactions between cucurbit[7]uril (CB7) macrocycles and pilocarpine (PIL) were investigated in aqueous solution by using (1)H NMR and circular dichroism (CD) spectroscopic techniques. The characterizations of the freeze-drying solid complex were conducted by electrospray ionization mass spectroscopy (ESI-MS), Fourier transform-infrared spectroscopy (FT-IR), thermogravimetry, and differential scanning calorimetry (DSC) techniques. The DSC and thermogravimetry confirmed the production of a thermally stable solid complex. The NMR, CD and ESI-MS measurements confirmed asymmetric induction during the complexation reaction, in which the γ-lactone ring of PIL (not the imidazole nucleus) has been fully encapsulated within the cavity of CB7. The stability of the drug has significantly enhanced as evidenced by the high-performance liquid chromatographic (HPLC) method. The results are discussed in the context of utilizing non-conventional supramolecular host-guest approaches to enhance the chemical stability in aqueous media of hydrophilic PIL drugs as model compounds. The non-classical stereospecific interactions between CB7 and PIL drugs are also highlighted.
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Texto completo:
1
Base de datos:
MEDLINE
Asunto principal:
Pilocarpina
/
Hidrocarburos Aromáticos con Puentes
/
Imidazoles
Idioma:
En
Revista:
Int J Pharm
Año:
2014
Tipo del documento:
Article