Antibiotics are the main active pharmaceutical ingredients
(APIs)
for the treatment and prevention (prophylaxis) of bacterial infections,
for which they are essential for health preservation. However, depending
on the target bacterial strain, an efficient treatment may imply weeks
of continuous intake of antibiotics, whose unmetabolized fraction
ends up in the wastewater system by human and animal excreta. The
presence of these chemical compounds in wastewater is known to damage
aquatic ecosystems and cause antibiotic resistance of pathogenic agents,
which threatens the future application of these medicines. Aqueous
two-phase systems (ATPSs), an emergent extraction technology for biomolecules
such as proteins and vitamins, could provide more eco-friendly and
cost-effective extractive alternatives given their nontoxicity and
low energetic requirements. Moreover, choline-amino acid ([Ch][AA])
ionic liquids (also known as CAAILs or ChAAILs) are considered one
of the greenest classes of ionic liquids due to their favorable biocompatibility,
biodegradability, and ease of chemical synthesis. In this work, partition
studies of amoxicillin were performed in three ATPSs containing dipotassium
hydrogen phosphate (K2HPO4) and the CAAILs (cholinium l-alaninate, [Ch][Ala]; cholinium glycinate, [Ch][Gly]; and
cholinium serinate, [Ch][Ser]) at 298.15 K and 0.1 MPa. To better
characterize the extract and reduce errors in quantification, the
effect of pH on the intensity and stability of the UV–vis spectra
of amoxicillin was studied prior to the partition studies, and computational
chemistry was used to validate the molecular structure of the synthesized
ionic liquids. During experimental determinations, it was observed
that the extraction of amoxicillin was favored by less polar ionic
liquids, achieving maximum partition coefficients (K) and extraction efficiencies (E) of K = (16 ± 6)·101 and E / % =
97 ± 2, respectively, for {[Ch][Gly] (1) + K2HPO4 (2) + Water (3)} in the longest tie-line.