Mass spectrometry and molecular modeling studies on the inclusion complexes between alendronate and β-cyclodextrin.
Mass spectrometry and molecular modeling studies on the inclusion complexes between alendronate and β-cyclodextrin.
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DOI：
10.1007/s10847-013-0315-0
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发表时间：
2014
影响因子：
2.3
通讯作者：
Mazurek, Aleksander P.
中科院分区：
文献类型：
--
作者：
Biernacka, Joanna;Betlejewska-Kielak, Katarzyna;Witowska-Jarosz, Janina;Klosinska-Szmurlo, Ewa;Mazurek, Aleksander P.
关键词：
用电喷雾质谱法研究了阿仑膦酸钠（AlnNa）与β-环糊精（β-CD）的包合作用。实验结果表明，双膦酸盐与β-CD形成了稳定的1：1包合物。此外，还观察到了不同化学计量比的配合物。采用密度泛函理论（DFT）/B3 LYP方法研究了阿仑膦酸钠与β-环糊精包结行为的差异。分子模拟表明，当两个膦酸酯基团结合到双膦酸酯的中心碳原子上时，从β-CD的“顶部”侧插入β-CD的空腔中比从“底部”侧插入时，Aln-β-CD的包合物在热力学上更有利;包合能为−74.05 kcal/mol对−60.85 kcal/mol。计算结果表明，在气相中形成常规氢键是β-CD：Aln非共价复合物形成和稳定的主要因素。
Complexation of alendronate sodium (AlnNa) with β-cyclodextrin (β-CD) was studied by means of ESI-mass spectrometry. The experimental results show that stable 1:1 inclusion complexes between selected bisphosphonates and β-CD were formed. In addition, complexes with different stoichiometry were observed. DFT/B3LYP calculations were performed to elucidate the different inclusion behavior between alendronate and β-CD. Molecular modeling showed that the inclusion complex of Aln-β-CD where the two phosphonate groups bound to the central carbon atom of bisphosphonate were inserted into the cavity of β-CD from its “top” side was thermodynamically more favorable than when they were inserted from its “bottom” side; the complexation energy was −74.05 versus −60.85 kcal/mol. The calculations indicated that the formation of conventional hydrogen bonds was the main factor for non-covalent β-CD:Aln complex formation and stabilization in the gas phase.
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影响因子：
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作者：
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通讯作者：
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DOI：
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发表时间：
2011-05-01
期刊：
Results in pharma sciences
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发表时间：
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影响因子：
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