Elaboration and characterization of the inclusion complex between β-cyclodextrin and the anticholinesterase 2-oleyl-1,3-dipalmitoyl-glycerol extracted from the seeds of Platonia insignis MART
| Autor: | Antonio do Nascimento Cavalcante, Chistiane Mendes Feitosa, Ana Paula Rodrigues de Sousa, Khaled Rashed, Cristiany Marinho Araújo, Bernardo Ferreira Pinto, Ronaldo dos Santos Sousa Junior, Felipe Pereira da Silva Santos, Alexandre Araújo de Souza |
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| Rok vydání: | 2019 |
| Předmět: |
chemistry.chemical_classification
Cyclodextrin 010405 organic chemistry Organic Chemistry 010402 general chemistry 01 natural sciences 0104 chemical sciences Analytical Chemistry Inorganic Chemistry Thermogravimetry chemistry.chemical_compound Differential scanning calorimetry chemistry Stability constants of complexes Glycerol Proton NMR Solubility Dissolution Spectroscopy Nuclear chemistry |
| Zdroj: | Journal of Molecular Structure. 1177:286-301 |
| ISSN: | 0022-2860 |
| Popis: | 2-oleyl-1,3-dipalmitoylglycerol (ODG) obtained from the bacuri seeds. In vitro tests showed inhibition of the enzyme acetylcholinesterase. However, ODG has low solubility in water. In order to increase its solubility, the inclusion complex between ODG and β-cyclodextrin (β-CD) was obtained by solubilization followed by lyophilization. The objective of this study was to prepare, characterize and evaluate the solubility of the complex that was characterized by infrared spectroscopy (IR), differential scanning calorimetry (DSC), thermogravimetry (TG), scanning electron microscopy (SEM), X-ray diffraction XRD), hydrogen magnetic resonance (1H NMR) and phase solubility. All results confirmed the formation of the inclusion complex between ODG and β-CD. By 1H NMR data, it was possible to predict that the ODG was encapsulated by the wider side of the β-CD cavity. The solubility isotherm allowed to determine the apparent stability constant (K = 339.38 L mol−1) and the inclusion efficiency (IE = 57.82%), as well as the 1:1 stoichiometry between ODG and β- CD. The rate of dissolution and solubility of the inclusion complex were significantly improved as compared to the pure drug. Therefore, the use of ODG-β-CD can effectively improve the solubility and dissolution rate of free ODG, being a promising approach to promote its clinical application. |
| Databáze: | OpenAIRE |
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