Paclitaxel/β-Cyclodextrin interactions, a perspective from pulsed NMR spectroscopy experiments

被引:9
|
作者
Velazquez, Natalia S. [1 ]
Graciela Ferreyra, Maria [1 ]
Mengatto, Luciano N. [1 ]
Santagapita, Patricio R. [2 ,3 ]
Buera, M. Pilar [2 ,3 ]
Luna, Julio A. [1 ]
机构
[1] Univ Nacl Litoral, CONICET, Inst Desarrollo Tecnol Ind Quim INTEC, Ctr Cient Tecnol, Ruta Nacl 168, Santa Fe, Argentina
[2] Univ Buenos Aires, Fac Ciencias Exactas & Nat, Dept Ind & Quim Organ, Intendente Guiraldes 2160,C1428AOE, Buenos Aires, DF, Argentina
[3] Univ Buenos Aires, CONICET, Inst Tecnol Alimentos & Proc Quim ITAPROQ, Intendente Guiraldes 2160,C1428AOE, Buenos Aires, DF, Argentina
关键词
Pulsed nuclear magnetic resonance; Paclitaxel; Methylated-beta-cyclodextrin; Inclusion complexes; INCLUSION COMPLEX; MOLECULAR MOBILITY; WATER; SOLUBILITY; THERMODYNAMICS; TRANSITION;
D O I
10.1016/j.carres.2019.107828
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Cyclodextrins are cyclic cone shaped oligosaccharides. A guest molecule can be incorporated into the hydrophobic inner of the cyclodextrin to form non-covalent complexes. The formation of these complexes in general, increases the solubility, stability, dissolution rate, and bioavailability of drugs with poor water solubility. Different techniques were applied to gain insights about the interaction between paclitaxel and randomly methylated-beta-cyclodextrin during the formation of an inclusion complex. Results from infrared spectroscopy, differential scanning calorimetry, nuclear magnetic resonance and scanning electron microscopy were compared. The fast and economical pulsed nuclear magnetic resonance spectroscopy allows to explain that mol paclitaxel:mol RAME beta-CD 1:20 was the best ratio to obtain inclusion complexes. In addition, the preferred aromatic ring for the inclusion is that in the position 3' of the side chain of paclitaxel molecule.
引用
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页数:9
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