Inclusion complex of α-lipoic acid and modified cyclodextrins
Inclusion complex of α-lipoic acid and modified cyclodextrins
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DOI：
10.1007/s10847-010-9767-7
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发表时间：
2010-10-01
影响因子：
2.3
通讯作者：
Nakayama, Hirokazu
中科院分区：
文献类型：
--
作者：
Maeda, Hideko;Onodera, Tomoko;Nakayama, Hirokazu
采用溶解度法研究了α-硫辛酸（LA）在添加改性环糊精后的溶解度。LA在β-环糊精（β-CD）、羟丙基-β-环糊精（HP-β-CD）、单-6-O-吡喃葡萄糖基-β-环糊精（单-G（1）-β-CD）、甲基-β-环糊精（Me-β-CD）、2，6-二-O-甲基-β-环糊精（DM-β-CD）和磺丁基醚-β-环糊精（SBE-β-CD）存在下的溶解度高于LA本身。特别地，在SBE-β-CD存在下LA的溶解度比单独LA的溶解度高20倍。用H-1-H-1 ROESY NMR方法研究了SBE-β-CD与LA水溶液包合物的结构。LA的1，2-二硫戊环部分从SBE-β-CD的仲羟基面被包括。采用捏合法和冷冻干燥法制备了LA和SBE-β-CD固体复合物。通过X-射线衍射（XRD）、差示扫描量热法（DSC）和红外光谱（IR）对固体配合物的形成进行了表征。采用捏合和冷冻干燥的方法成功地获得了热稳定性较好的固体包合物。
The solubility of alpha-lipoic acid (LA) with the addition of modified cyclodextrins was investigated using the solubility method. The solubility of LA in the presence of beta-cyclodextrin (beta-CD), hydroxypropyl-beta-cyclodextrin (HP-beta-CD), mono-6-O-glucopyranosyl-beta-cyclodextrin (mono-G(1)-beta-CD), methyl-beta-cyclodextrin (Me-beta-CD), 2,6-di-O-methyl-beta-cyclodextrin (DM-beta-CD), and sulfobutylether-beta-cyclodextrin (SBE-beta-CD) was higher than that of LA itself. In particular, the solubility of LA in the presence of SBE-beta-CD was 20 times higher than that of LA alone. The structure of the inclusion complex of SBE-beta-CD and LA in aqueous solution was examined by H-1-H-1 ROESY NMR spectroscopy. The 1,2-dithiolane moiety of LA was included from the secondary hydroxyl face of SBE-beta-CD. The solid complexes of LA and SBE-beta-CD were prepared by the kneading and freeze-drying methods. Formation of the solid complexes was confirmed by X-ray diffraction patterns (XRD), differential scanning calorimetry (DSC), and infrared spectroscopy (IR). The kneading and freeze-drying methods were successful for obtaining the solid inclusion complexes with improved thermal stability.