Please use this identifier to cite or link to this item: http://hdl.handle.net/10773/20004
Title: Cholinium-based ionic liquids with pharmaceutically active anions
Author: Araujo, Joao M. M.
Florindo, Catarina
Pereiro, Ana B.
Vieira, Nicole S. M.
Matias, Ana A.
Duarte, Catarina M. M.
Rebelo, Luis P. N.
Marrucho, Isabel M.
Keywords: NIFLUMIC ACID
DISSOLUTION MECHANISM
NMR-SPECTROSCOPY
NALIDIXIC-ACID
CELL-LINE
SOLUBILITY
MIXTURES
DRUGS
PHARMACOKINETICS
LIPOPHILICITY
Issue Date: 2014
Publisher: ROYAL SOC CHEMISTRY
Abstract: Novel ionic liquids (ILs) containing cholinium as a benign cation combined with anions based on five active pharmaceutical ingredients (APIs), namely, nalidixic acid, niflumic acid, 4-amino-salicylic acid, pyrazinoic acid and picolinic acid, were prepared via a simple and sustainable two-step anion exchange reaction. The solubility of the prepared pharmaceutically active ILs (API-ILs) in both water and simulated biological fluids at 25 degrees C and 37 degrees C, as well as the solubility of the parent APIs, were measured. Further, in vitro cytotoxicity levels for both cholinium-based API-ILs and parent APIs were established using two different human cells lines, namely Caco-2 colon carcinoma cells and HepG2 hepatocellular carcinoma cells. Herein, the dual nature of ILs is exploited by combining the cheap, available and essential nutrient cholinium cation with pharmaceutically active anions, upgrading the chemical, physical and biopharmaceutical properties, particularly melting point, aqueous solubility and the potential to penetrate cell membranes of the parent APIs, without impair their cytotoxicity response which prompt opportunities for creating further advances in pharmaceutical challenges.
Peer review: yes
URI: http://hdl.handle.net/10773/20004
DOI: 10.1039/c3ra47615d
ISSN: 2046-2069
Publisher Version: 10.1039/c3ra47615d
Appears in Collections:CICECO - Artigos

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