<> "The repository administrator has not yet configured an RDF license."^^ . <> . . . "Ionic liquids with methotrexate moieties as a potential anticancer prodrug: Synthesis, characterization and solubility evaluation"^^ . "The technological utility of active pharmaceutical ingredients (APIs) is enormously improved when they are converted into ionic liquids (ILs). API-ILs possess better aqueous solubility and thermal stability than that of solid-state salt or crystalline drugs. However, many such API-ILs are not biocompatible or biodegradable. In the current study, we synthesized a series of IL-APIs using methotrexate (MTX), a potential anticancer prodrug, and biocompatible IL-forming cations (choline and amino acid esters). The MTX-IL moieties were characterized through 1 H NMR, FTIR, p-XRD, DSC and thermogravimetric analysis. The solubility of the MTX-ILs was evaluated in simulated body fluids (phosphate-buffered saline, simulated gastric, and simulated intestinal fluids). An assessment of the in vitro antitumor activity of the MTX-ILs in a mammalian cell line (HeLa cells) was used to evaluate their cytotoxicity. The MTX-ILs showed aqueous solubility at least 5000 times higher than that of free MTX and two orders of magnitude higher compared with that of a sodium salt of MTX in both water and simulated body fluids. Importantly, a proline ethyl ester MTX prodrug showed similar solubility as the MTX sodium salt but it provided improved in vitro antitumor activity. These results clearly suggest that the newly synthesized API-ILs represent promising potential drug formulations. © 2019 Elsevier B.V."^^ . "2019" . . "278" . . "Elsevier B.V."^^ . . . "Journal of Molecular Liquids"^^ . . . "01677322" . . . . . . . . . . . . . . . . . . . . . . "M."^^ . "Moniruzzaman"^^ . "M. Moniruzzaman"^^ . . "M."^^ . "Goto"^^ . "M. Goto"^^ . . "Y."^^ . "Tahara"^^ . "Y. Tahara"^^ . . "R."^^ . "Wakabayashi"^^ . "R. Wakabayashi"^^ . . "R.M."^^ . "Moshikur"^^ . "R.M. Moshikur"^^ . . "M.R."^^ . "Chowdhury"^^ . "M.R. Chowdhury"^^ . . . . . "HTML Summary of #11692 \n\nIonic liquids with methotrexate moieties as a potential anticancer prodrug: Synthesis, characterization and solubility evaluation\n\n" . "text/html" . .