LAQV-REQUIMTE, Chemistry Department, Faculdade de Ciências e Tecnologia, Universidade NOVA de Lisboa, Campus de Caparica, Lisboa, Portugal.
UCIBIO, Life Sciences Department, Faculdade de Ciências e Tecnologia, Universidade NOVA de Lisboa, Campus de Caparica, Lisboa, Portugal.
ChemMedChem. 2019 May 6;14(9):907-911. doi: 10.1002/cmdc.201900040. Epub 2019 Apr 10.
Herein we report the synthesis of novel ionic liquids (ILs) and organic salts by combining ibuprofen as anion with ammonium, imidazolium, or pyridinium cations. The methodology consists of an acid-base reaction of neutral ibuprofen with cation hydroxides, which were previously prepared by anion exchange from the corresponding halide salts with Amberlyst A-26(OH). In comparison with the parent drug, these organic salts display higher solubility in water and biological fluids and a smaller degree of polymorphism, which in some cases was completely eliminated. With the exception of [C Pyr][Ibu] and [N ][Ibu], the prepared salts did not affect the viability of normal human dermal fibroblasts or ovarian carcinoma (A2780) cells. Therefore, these ibuprofen-based ionic liquids may be very promising lead candidates for the development of effective formulations of this drug.
在此，我们报告了通过将布洛芬作为阴离子与铵、咪唑鎓或吡啶鎓阳离子结合来合成新型离子液体（ILs）和有机盐。该方法包括中性布洛芬与阳离子氢氧化物的酸碱反应，阳离子氢氧化物是通过相应卤化物盐与 Amberlyst A-26(OH)的阴离子交换预先制备的。与母体药物相比，这些有机盐在水中和生物流体中的溶解度更高，多晶型程度更小，在某些情况下完全消除了多晶型性。除了 [C Pyr][Ibu] 和 [N ][Ibu]，所制备的盐对正常人类皮肤成纤维细胞或卵巢癌细胞（A2780）的活力没有影响。因此，这些基于布洛芬的离子液体可能是开发该药物有效制剂的很有前途的先导候选物。
