分子间作用力构筑的具有柔性结构的醋氯芬酸多聚物:晶体结构,热稳定性,溶解度和DFT计算(英文)  

Intermolecular Interaction Induced Multi-Polymers of Aceclofenac with Flexible Conformation: Crystal Structure, Thermostability, Solubility and DFT Calculations

作　　者：孙盼盼[1] 刘翔宇[1,2] 孙琳[2] 张盛[1] 魏青[1] 尹琰[1] 杨奇[1] 陈三平[1] 

机构地区：[1]西北大学化学与材料科学学院,合成与天然功能分子化学教育部重点实验室,西安710069 [2]宁夏大学化学化工学院,银川750021

出　　处：《物理化学学报》2015年第2期211-220,共10页Acta Physico-Chimica Sinica

基　　金：supported by the National Natural Science Foundation of China (21373162, 21463020, 21073142, 21173168);Natural Science Foundation of Shaanxi Province, China (11JS110, 2013JM2002, SJ08B09)~~

摘　　要：非甾体类抗炎药物醋氯芬酸(ACF)的水溶性差,导致其生物利用度较低.本文制备了三种多聚物,分别是醋氯芬酸与4,4'-联吡啶(BIPY)共晶(1),与3-氨基苯甲酸(3-ABA)盐(2)和与二甲基亚砜(DMSO)的溶剂化物(3),利用红外光谱、粉末X射线衍射和单晶X射线衍射对它们的结构进行了表征.结果表明,化合物1-3的超分子结构是通过氢键、C―H…π和π…π堆积作用构筑而成,三个多聚物具有良好的热稳定性.从热力学角度分析和密度泛函理论(DFT)计算说明ACF在化合物3中的构象比其在化合物1和2中更稳定.此外,ACF形成共晶、盐和溶剂化物后有效提高了其溶解度.The non-steroidal anti-inflammatory drug aceclofenac （ACF） has low bioavailability because of its poor water solubility. To enhance its water solubility we synthesized three compounds：a co-crystal of ACF-0.5BIPY （4,4＆#39;-bipyridine） （1）, a salt of ACF-3-ABA （3-aminobenzoic acid） （2）, and a solvate of ACF-DMSO （dimethyl sulfoxide） （3）. These compounds were characterized by infrared spectroscopy, powder and single crystal X-ray diffractions. The supramolecular structures of 1-3 are sustained by hydrogen bonding C―H…πandπ…πstacking interactions and they have favorable thermal stabilities. Thermodynamical y, DFT calculations revealed that the most stable conformation of ACF exists in compound 3 and this structure is more stable than 1 and 2. Furthermore, upon the formations of the co-crystal, the salt or the solvate the solubility of ACF improves significantly.

关 键 词：醋氯芬酸 多聚物 热稳定性 密度泛函理论 溶解度 

分 类 号：O641.3[理学—物理化学] TQ460.1[理学—化学]