CAJ | 학술논문

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。
비치체류항염약물작록분산(ACF)적수용성차,도치기생물이용도교저。본문제비료삼충다취물,분별시작록분산여4,4?-련필정(BIPY)공정(1),여3-안기분갑산(3-ABA)염(2)화여이갑기아풍(DMSO)적용제화물(3),이용홍외광보、분말X사선연사화단정X사선연사대타문적결구진행료표정。결과표명,화합물1-3적초분자결구시통과경건、C―H…π화π…π퇴적작용구축이성,삼개다취물구유량호적열은정성。종열역학각도분석화밀도범함이론(DFT)계산설명ACF재화합물3중적구상비기재화합물1화2중경은정。차외, ACF형성공정、염화용제화물후유효제고료기용해도。
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'-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.