TY - JOUR
T1 - Evaluation of Solubility and Partition Properties of Ampicillin-based Ionic Liquids Approach
AU - Florindo, Catarina
AU - Araújo, João M. M.
AU - Alves, Filipa
AU - Matos, Carla
AU - Ferraz, Ricardo
AU - Prudêncio, Cristina
AU - Noronha, João Paulo da Costa de
AU - Petrovski, Zeljko
AU - Branco, Luís Alexandre Almeida Fernandes Cobra
AU - Rebelo, Luis P. N.
AU - Marrucho, I. M.
PY - 2013/11
Y1 - 2013/11
N2 - In order to overcome the problems associated with low water solubility, and consequently low bioavailability of active pharmaceutical ingredients (APIs), herein we explore a modular ionic liquid synthetic strategy for improved APIs. Ionic liquids containingl-ampicillin as active pharmaceutical ingredient anion were prepared using the methodology developed in our previous work, using organic cations selected from substituted ammonium, phosphonium, pyridinium and methylimidazolium salts, with the intent of enhancing the solubility and bioavailability ofl-ampicillin forms. In order to evaluate important properties of the synthesized API-ILs, the water solubility at 25°C and 37°C (body temperature) as well as octanol–water partition coefficients (Kow's) and HDPC micelles partition at 25°C were measured. Critical micelle concentrations (CMC's) in water at 25°C and 37°C of the pharmaceutical ionic liquids bearing cations with surfactant properties were also determined from ionic conductivity measurements.
AB - In order to overcome the problems associated with low water solubility, and consequently low bioavailability of active pharmaceutical ingredients (APIs), herein we explore a modular ionic liquid synthetic strategy for improved APIs. Ionic liquids containingl-ampicillin as active pharmaceutical ingredient anion were prepared using the methodology developed in our previous work, using organic cations selected from substituted ammonium, phosphonium, pyridinium and methylimidazolium salts, with the intent of enhancing the solubility and bioavailability ofl-ampicillin forms. In order to evaluate important properties of the synthesized API-ILs, the water solubility at 25°C and 37°C (body temperature) as well as octanol–water partition coefficients (Kow's) and HDPC micelles partition at 25°C were measured. Critical micelle concentrations (CMC's) in water at 25°C and 37°C of the pharmaceutical ionic liquids bearing cations with surfactant properties were also determined from ionic conductivity measurements.
KW - Solubility
KW - Octanol-water partition coefficients
KW - Bioavailability
KW - Critical micelle concentrations
KW - Active pharmaceutical ionic liquids
KW - Active pharmaceutical ionic liquids
KW - Bioavailability
KW - Critical micelle concentrations
KW - Octanol-water partition coefficients
KW - Solubility
U2 - 10.1016/j.ijpharm.2013.08.010
DO - 10.1016/j.ijpharm.2013.08.010
M3 - Article
C2 - 23978632
SN - 0378-5173
VL - 456
SP - 553
EP - 559
JO - International Journal of Pharmaceutics
JF - International Journal of Pharmaceutics
IS - 2
ER -