Elaboration and characterization of the inclusion complex between β-cyclodextrin and the anticholinesterase 2-oley1-1,3-dipalmitoyl-glycerol extracted from the seeds of Platonia insignis MART

被引:12
作者
Cavalcante, Antonio do Nascimento [1 ,2 ]
Feitosa, Chistiane Mendes [2 ]
da Silva Santos, Felipe Pereira [2 ]
Rodrigues de Sousa, Ana Paula [2 ]
Sousa Junior, Ronaldo dos Santos [2 ]
de Souza, Alexandre Araujo [2 ]
Pinto, Bernardo Ferreira [2 ]
Araujo, Cristiany Marinho [3 ]
Rashed, Khaled [4 ]
机构
[1] Inst Educ Sci & Technol Maranhao, Campus Presidente Dutra, BR-65760000 Presidente Dutra, MA, Brazil
[2] Univ Fed Piaui, Dept Chem, BR-64049550 Teresina, PI, Brazil
[3] Inst Educ Sci & Technol Piaui, Teresina Campus South Zone, BR-64018000 Teresina, PI, Brazil
[4] Natl Res Ctr, Pharmacognosy Dept, 33 El Bohouth St,PO 12622, Giza, Egypt
关键词
Acetylcholinesterase; Bacurizeiro; Solubitity; Inhibition; Internal cavity; HOST-GUEST INTERACTION; IN-VITRO; PHYSICOCHEMICAL CHARACTERIZATION; PLANTS; DRUG; DISSOLUTION; OIL;
D O I
10.1016/j.molstruc.2018.09.067
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
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 beta-cyclodextrin (beta-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 (H-1 NMR) and phase solubility. All results confirmed the formation of the inclusion complex between ODG and beta-CD. By H-1 NMR data, it was possible to predict that the ODG was encapsulated by the wider side of the beta-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 beta-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-beta- CD can effectively improve the solubility and dissolution rate of free ODG, being a promising approach to promote its clinical application. (C) 2018 Elsevier B.V. All rights reserved.
引用
收藏
页码:286 / 301
页数:16
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