Cholinium-based ionic liquids as bioinspired hydrotropes to tackle solubility challenges in drug formulation

Advances Brought by Hydrophilic Ionic Liquids in Fields Involving Pharmaceuticals

“…NMR data were used to support the formation of multiple hydrogen bonds and π-π interactions between the IL and the target drug, being responsible for the solubility enhancement of glibenclamide in the presence of the IL. Supplanting the high incidence of imidazolium-based ILs as hydrotropes in the previously discussed works (e.g., [17,[59][60][61]), the use of naturally-derived ILs bearing the cholinium cation and derivatives from phenolic acids as anions were recently proposed [70]. As suggested by Sintra et al [70], such a type of ILs might cope with the toxicity and efficiency problems exhibited by common hydrotropes, while filling the existing gap of natural hydrotropes.…”

“…Looking for cheaper and more biocompatible alternatives, particular interest has been placed in cholinium-based salts or ILs as APIs solubility enhancers [ 17 , 64 , 70 ]. Particularly, Heshmeh and coworkers [ 64 ] synthesized a new IL structure composed of the cholinium cation and an anion derived from the amino acid tryptophan to improve the aqueous solubility of the poor-water soluble antidiabetic drug glibenclamide.…”

“…Supplanting the high incidence of imidazolium-based ILs as hydrotropes in the previously discussed works (e.g., [ 17 , 59 , 60 , 61 ]), the use of naturally-derived ILs bearing the cholinium cation and derivatives from phenolic acids as anions were recently proposed [ 70 ]. As suggested by Sintra et al [ 70 ], such a type of ILs might cope with the toxicity and efficiency problems exhibited by common hydrotropes, while filling the existing gap of natural hydrotropes.…”

“…Supplanting the high incidence of imidazolium-based ILs as hydrotropes in the previously discussed works (e.g., [ 17 , 59 , 60 , 61 ]), the use of naturally-derived ILs bearing the cholinium cation and derivatives from phenolic acids as anions were recently proposed [ 70 ]. As suggested by Sintra et al [ 70 ], such a type of ILs might cope with the toxicity and efficiency problems exhibited by common hydrotropes, while filling the existing gap of natural hydrotropes. By using gallic, vanillic, and salicylic acids as anion precursors, Sintra et al [ 70 ] reported the water solubility enhancement of two NSAIDs in presence of cholinium-based ILs (viz., [N 111(2OH) ][Gal], [N 111(2OH) ][Van], and [N 111(2OH) ][Sal]).…”

“…As suggested by Sintra et al [ 70 ], such a type of ILs might cope with the toxicity and efficiency problems exhibited by common hydrotropes, while filling the existing gap of natural hydrotropes. By using gallic, vanillic, and salicylic acids as anion precursors, Sintra et al [ 70 ] reported the water solubility enhancement of two NSAIDs in presence of cholinium-based ILs (viz., [N 111(2OH) ][Gal], [N 111(2OH) ][Van], and [N 111(2OH) ][Sal]). In addition to their biological activities and negligible toxicity features, which are equivalent or even better than their phenolic precursors, all three ILs were able to boost the water solubility of both ibuprofen and naproxen.…”