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Paclitaxel/β-Cyclodextrin interactions, a perspective from pulsed NMR spectroscopy experiments
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...
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Published in: | Carbohydrate research 2019-12, Vol.486, p.107828-107828, Article 107828 |
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Main Authors: | , , , , , |
Format: | Article |
Language: | English |
Subjects: | |
Citations: | Items that this one cites Items that cite this one |
Online Access: | Get full text |
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Summary: | 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-β-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 RAMEβ-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.
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•Pulsed nuclear magnetic resonance can be used to study conformational arrangement.•Inclusion complex between paclitaxel and methylated-β-cyclodextrin was confirmed.•Mol paclitaxel:mol cyclodextrin 1:20 was the best ratio to obtain inclusion complexes. |
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ISSN: | 0008-6215 1873-426X |
DOI: | 10.1016/j.carres.2019.107828 |