黄连素-染料木素有机盐水合物的制备、晶体结构及溶解性

Preparation,Crystal Structure and Solubility of Organic Salt Hydrate of Berberine-Genistein

合成了黄连素和染料木素的有机盐水合物[C_(20)H_(18_NO_4]^+·[C_(15)H_9O_5]^-·2. 5H_2O·0. 5(C_2H_5OH),并测定了其晶体结构。解析结果表明,该有机盐水合物属于单斜晶系,P2_1/c空间群。染料木素7取代位的羟基失去了质子变成了染料木素阴离子。羟基阴离子与4'取代位上的羟基形成了O—H…O-氢键,产生了一维的氢键链状结构。两个水分子通过氢键作用形成了链状结构,并与染料木素阴离子形成二维的氢键结构。加热失去水分子后,有机盐水合物变成无定型状态。在乙醇水溶液中悬浮后,无定型可以转变成结晶的水合物结构。形成黄连素-染料木素有机盐水合物后,染料木素在水中的溶解度略有增加。

The organic salt hydrate of berberine with genistein,[C20H18NO4]^+·[C15H9O5]^-· 2.5H2O·0.5(C2H5OH), was prepared and its crystal structure was determined. The result showed that the organic salt hydrate crystallized in monoclinic crystal system and P2 1 /c space group. The 7-substituted hydroxyl of genistein lost its proton and turned to be anion. The resulting hydroxyl anion was involved in O-H…O^-hydrogen bonding with 4′-substituted hydroxyl, which gave rise to an one-dimensional hydrogen-bonded chain-like structure. Two water molecules formed a chain-like structure through hydrogen-bonding interactions and further connected the 1D chain of genistein into a 2D hydrogen-bonded network. The hydrate turned to be amorphous form after losing water molecules by heating. The amorphous form could transform into crystalline organic salt hydrate after suspending in ethanol-water for 24 h. After forming berberine-genistein salt hydrate, the solubility of genistein in water increased slightly.