Inclusion of Paracetamol into β-cyclodextrin nanocavities in solution and in the solid state
El-Kemary M.; Sobhy S.; El-Daly S.; Ayman Abdel-Shafi;
Abstract
We report on steady-state UV-visible absorption and emission characteristics of Paracetamol, drug used as antipyretic agent, in water and within cyclodextrins (CDs): β-CD, 2-hydroxypropyl-β-CD (HP-β-CD) and 2,6-dimethyl-β-CD (Me-β-CD). The results reveal that Paracetamol forms a 1:1 inclusion complex with CD. Upon encapsulation, the emission intensity enhances, indicating a confinement effect of the nanocages on the photophysical behavior of the drug. Due to its methyl groups, the Me-β-CD shows the largest effect for the drug. The observed binding constant showing the following trend: Me-β-CD > HP-β-CD > β-CD. The less complexing effectiveness of HP-β-CD is due to the steric effect of the hydroxypropyl-substituents, which can hamper the inclusion of the guest molecules. The solid state inclusion complex was prepared by co-precipitation method and its characterization was investigated by Fourier transform infrared spectroscopy,1H NMR and X-ray diffractometry. These approaches indicated that Paracetamol was able to form an inclusion complex with CDs, and the inclusion compounds exhibited different spectroscopic features and properties from Paracetamol. © 2011 Elsevier B.V. All rights reserved.
Other data
Title | Inclusion of Paracetamol into β-cyclodextrin nanocavities in solution and in the solid state | Authors | El-Kemary M. ; Sobhy S. ; El-Daly S. ; Ayman Abdel-Shafi | Issue Date | 1-Sep-2011 | Journal | Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy | DOI | 5 1904 https://api.elsevier.com/content/abstract/scopus_id/79960267455 79 1873-3557 10.1016/j.saa.2011.05.084 |
PubMed ID | 79 | Scopus ID | 2-s2.0-79960267455 |
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