双氯芬酸钠β-环糊精包合物的立体化学结构

Stereo-chemistry of Diclofenac Sodium-β-Cyclodextrin Inclusion Complex

目的研究双氯酚酸钠β-环糊精(β-CD)包合物的立体化学结构。方法用红外光谱法、X-射线衍射法、1H磁共振(1H-NMR)等方法,确认β-CD与双氯酚酸钠包合及其包合的可能形式。结果双氯酚酸钠β-CD包合物生成,双氯酚酸钠分子中部分质子的化学位移发生变化H3、H4、H5、H6、H3’、H4’、H5’向高场位移,且双氯酚酸钠与β-CD形成包合物的摩尔数之比为1∶2。结论红外光谱法、X-射线衍射法、1H-NMR质子化学位移的变化可清晰地表达双氯酚酸钠与β-CD的立体结构。

Objective To study the mechanism of the formation of the inclusion complex of diclofenac sodium -β- cyclodextrin （DS-β-CD）. Methods IR, X-ray, ^1H-nuclear magnetic resonance （ 1 H-NMR） experiments were utilized to study the inclusion complex of DS-β-CD and its possible forms. Results If a guest is incorporated into the CD cavity, the hydrogen atoms located in the interior of the cavity will be considerably shielded by the guest molecule and show a significant upfield shift, whereas the hydrogen atoms on the outer surface will be unaffected or experience only amarginal shift. The protons such as H3, H4, H5, H6, H3＇, H4＇, H5＇ of diclofenac sodium locate in the interior of the CD cavity and show a significant upfield shift. The experiment suggested that the molar ratio of DS in the inclusion complex withβ-cyclodextrin was 1 ： 2. Conclusion This technique provides an evidence for the inclusion of a guest into the hydrophobic CD cavity.