环糊精与三种药物包合过程的量子化学研究

A Quantum-mechanical Study on the Complexation of β-cyclodextrin with Three Drugs

采用密度泛函理论和半经验方法对幽门螺旋杆菌根除剂、乃富利、2-羟基-5-甲氧基苯乙酮三种药物分子与β-环糊精进行包合的整个过程进行量子化学研究.其结果表明,幽门螺旋杆菌根除剂分子与β-环糊精形成的小口端模型(从窄端进入)比大口端模型(从阔端进入)更为稳定,乃富利分子与β-环糊精形成的大口端模型(从阔端进入)比小口端模型(从窄端进入)更为稳定,而2-羟基-5-甲氧基苯乙酮与β-环糊精的形成的大口端模型(从阔端进入)要比小口端模型(从窄端进入)所形成的包合物更为稳定.包合过程的计算结果与其所对应的实验结论一致.

The paper applied the quantum chemistry mothods and systematically studied on the inclusion processes of three drugs (Helicobacter Pylori Eradicating Agent, niflumic acid, 2′-hydroxyl-5′-methoxyacetophone) withβ-cyclodextrin. The results indicate that the inclusion complex formed by Helicobacter Pylori Eradicating Agent en-tering into the cavity ofβ-CD from its narrow side(the primary hydroxyl group side)is more stable than that formed by Helicobacter Pylori Eradicating Agent entering into the cavity ofβ-CD from its wide side(the secondary hydroxyl group side). The inclusion complex formed by niflumic acid entering into the cavity ofβ-CD from its wide side(the secondary hydroxyl group side)is more stable than that formed by niflumic acid entering into the cavity ofβ-CD from its narrow side(the primary hydroxyl group side). The inclusion complex formed by 2′-hydroxyl-5′-methoxyaceto-phone entering into the cavity ofβ-CD from its wide side(the secondary hydroxyl group side)is more stable than that formed by 2′-hydroxyl-5′-methoxyacetophone entering into the cavity ofβ-CD from its narrow side(the primary hydroxyl group side). The molecular modeling results are in good agreement with the corresponding experimental.