@article {16170, title = {Ionic Liquids and Salts from Ibuprofen as Promising Innovative Formulations of an Old Drug}, journal = {ChemMedChem}, volume = {14}, year = {2019}, note = {

Santos, Miguel MRaposo, Luis R
Carrera, Goncalo V S M
Costa, Alexandra
Dionisio, Madalena
Baptista, Pedro V
Fernandes, Alexandra R
Branco, Luis C
eng
Research Support, Non-U.S. Gov{\textquoteright}t
Germany
ChemMedChem. 2019 May 6;14(9):907-911. doi: 10.1002/cmdc.201900040. Epub 2019 Apr 10.

}, month = {2019}, pages = {907-911}, abstract = {

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 [C16 Pyr][Ibu] and [N1,1,2,2OH1 ][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.

}, keywords = {*API-ILs, *cytotoxicity, *Drug Compounding, *ibuprofen, *ionic liquids, *polymorphism, Anti-Inflammatory Agents, Non-Steroidal/*chemistry, Cell Line, Tumor, Cells, Cultured, Female, Fibroblasts/cytology/drug effects, Humans, Ibuprofen/*chemistry, Ionic Liquids/*chemistry, Ovarian Neoplasms/pathology, Salts/*chemistry}, isbn = {1860-7187 (Electronic)1860-7179 (Linking) }, url = {https://www.ncbi.nlm.nih.gov/pubmed/30735308}, author = {Santos, M. M. and Raposo, L. R. and Carrera, G. V. S. M. and Costa, A. and Dionisio, M. and P.V. Baptista and Fernandes, A. R. and Branco, L. C.} }