目的研究不同的羟丙基取代模式对环糊精包合苯基丙烯酸类结构的影响。方法分别以β-环糊精和6位4取代的羟丙基-β-环糊精结构为受体,以各种不同羟基或甲氧基取代的苯基丙烯酸类结构为配体,在OPLAS2005分子力场下经过优化后,以对接方法研究包合作用。结果β-环糊精结构中羟丙基分别在R1R2R3R4、R1R2R3R5、R1R2R4R5位取代时,有利于包合物的形成;羟丙基在R1R2R4R6位取代时,不利于包合物的形成。苯基丙烯酸结构中苯环上取代基数目越多、取代基分子越大,越不利于包合物的形成。结论羟丙基-β-环糊精羟丙基的取代位置和苯基丙烯酸母核结构上羟基取代位置的不同可以明显影响包合的形成和包合的方式。

Objective To investigate the rules of forming inclusion complexes between hydroxypropyl-β-cyclodextrin(HP-β-CD) and phenylpropionic acid derivatives.Methods The structures of 6-HP-β-CD(n=4) were built from the crystalline β-CD.Hydroxyl or methoxyl substituted phenylpropionic acid derivatives were optimized under OPLAS2005 force field.The inclusion complexes were simulated by docking method of Glide in Schrodinger software package.Results Hydroxypropyl substituted structures in R1R2R3R4-,R1R2R3R5-,and R1R2R4R5-positions of β-CD were helpful to the inclusion formation,and those in R1R2R4R6 positions were unfavorable to the inclusion formation.The more the numbers and the larger the moliculars of substituents in benzene ring of phenylpropionic acid derivatives were,the less conducive to the inclusion formation was.Conclusion The different substitution positions of HP-β-CD and phenylpropionic acid derivateives could significantly affect the formation of inclusion complexes and the models of inclusion.

国家科技部支撑项目(2007BAI41B00,2007BAI41B01);天津市支撑项目(07ZCKFSH00300)