白花丹醌与β-环糊精、二甲基-β-环糊精和羟丙基-β-环糊精的主客体相互作用：半经验量子力学PM6和PM7方法

Srihakulung Ornin, Maezono Ryo, Toochinda Pisanu, Kongprawechnon Waree, Intarapanich Apichart, Lawtrakul And Luckhana

School of Bio-Chemical Engineering and Technology, Sirindhorn International Institute of Technology, Thammasat University, Pathum Thani 12120, Thailand.

School of Information Science, Japan Advanced Institute of Science and Technology, Nomi, Ishikawa 923-1292, Japan.

Sci Pharm. 2018 May 15;86(2):20. doi: 10.3390/scipharm86020020.

Molecular interactions of plumbagin inclusion complexes with β-cyclodextrin (BCD), dimethyl--cyclodextrin (MBCD), and hydroxypropyl-β-cyclodextrin (HPBCD) were investigated by semi-empirical, Parameterization Method 6 and 7 (PM6, and PM7) in the aqueous phase using polarizable continuum calculations. The results revealed two different binding modes of the plumbagin molecule inside the BCD cavity with a negative value of the complexation energy. In conformation-I, the hydroxyl phenolic group of plumbagin was placed in the BCD cavity near the narrow-side of the host molecule. In the other model, conformation-II, the methyl quinone group of plumbagin was placed in the cavity of BCD near the narrow-side of the host molecule. The higher the negative value of the complexation energy, the more favorable is the pathway of inclusion-complex formation.

采用极化连续介质计算方法，通过半经验的参数化方法6和7（PM6和PM7）在水相中研究了白花丹醌包合物与β-环糊精（BCD）、二甲基-β-环糊精（MBCD）和羟丙基-β-环糊精（HPBCD）的分子相互作用。结果显示，白花丹醌分子在BCD腔内存在两种不同的结合模式，络合能为负值。在构象I中，白花丹醌的羟基酚基团位于主体分子窄侧附近的BCD腔内。在另一种模型构象II中，白花丹醌的甲基醌基团位于主体分子窄侧附近的BCD腔内。络合能的负值越高，包合物形成途径越有利。