Effect of ionic composition on the partitioning of organic compounds in octanol-buffer systems

authors	Ferreira, LA; Chervenak, A; Placko, S; Kestranek, A; Madeira, PP; Zaslavsky, BY
nationality	International
journal	RSC ADVANCES
keywords	POLYETHYLENE-GLYCOL; MACROMOLECULAR COMPOUNDS; THERMODYNAMIC PROPERTIES; AQUEOUS-SOLUTIONS; 2-PHASE SYSTEMS; COEFFICIENTS; ELECTROLYTES; DRUGS; LOGD
abstract	The distribution of 29 drug compounds was examined in octanol-buffer systems with eight different ionic compositions at pH 7.4. It was found that the ionic composition of the octanol-buffer system has a noticeable and unpredictable effect on the log D-7.4 values for different compounds. It was established that the response of the compounds to different ionic environments, displayed as log D-7.4 values, are linearly interrelated, which is similar to the different properties of compounds in organic solvent-free aqueous solutions reported previously [Ferreira et al., Phys. Chem. Chem. Phys. 2014, 16, 23347]. An analysis of the role of the different structural features of compounds examined in their ionic responsiveness showed that the molecular polarizability and polar surface area are the two most important features. This suggests that the relationships reported here and previously are based on the same physical principles that must be considered in any theoretical model of solute-water interactions in aqueous solutions containing salt additives.
publisher	ROYAL SOC CHEMISTRY
issn	2046-2069
year published	2015
volume	5
issue	26
beginning page	20574
ending page	20582
digital object identifier (doi)	10.1039/c5ra01402f
web of science category	Chemistry, Multidisciplinary
subject category	Chemistry
unique article identifier	WOS:000350220400096