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Preparation, characterization and molecular modelling of inclusion complex between α-naphthylacetic acid with ethylenediamine-β-cyclodextrin

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Abstract

Using ethylenediamine-β-cyclodextrin and α-naphthylacetic acid as raw material, a novel inclusion complex (en-β-CD@NAA) was synthesized. The inclusion complex structures and properties were analyzed by reliable spectroscopic and physicochemical techniques. The stoichiometry of the inclusion complex was 1:1 and the stability constant (KS) value was found to be 2511 M−1 at 293 K. Molecular thermodynamic parameters indicated that the spontaneous and exothermic nature of the process. The inclusion form was foreseen by Chem 3D program combined with 1H-NMR experimental data. The solubilization curves (K1 = 2.05) and in-vitro dissolution data demonstrated that the en-β-CD@NAA inclusion complex has satisfactory water solubility.

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Acknowledgements

This work was supported by Nature Science Foundation of China (No. 11375084), the Nature Science Foundation of Hunan (No. 2017JJ4046), Hunan Provincial Innovation Foundation For Postgraduate (No. CX2017B523).

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Correspondence to Huijun Liu.

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Li, Z., Liu, H., Qi, C. et al. Preparation, characterization and molecular modelling of inclusion complex between α-naphthylacetic acid with ethylenediamine-β-cyclodextrin. J Incl Phenom Macrocycl Chem 93, 289–299 (2019). https://doi.org/10.1007/s10847-018-00875-6

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