Alternative Measures of Lipophilicity: From Octanol–Water Partitioning to IAM Retention

Brainpeps: the blood–brain barrier peptide database

“…As the shake-flask method is time-consuming and less susceptible for automation, (Giaginis and Tsantili-Kakoulidou 2008), immobilized artificial membrane (IAM) chromatography was introduced as a more rapid, efficient, reliable and accurate measurement of lipophilicity (Stewart and Chan 1998). IAM columns contain a monolayer of phosphatidylcholine covalently immobilized on a silica support, which mimics very closely the lipid membrane bilayer (Ducarme et al 1998;Ecker and Noe 2004;Reichel and Begley 1998).…”

Correlation and prediction of partition coefficients for solute transfer to 1,2-dichloroethane from both water and from the gas phase

“…The 1,2-dichloroethane/water partition system was one of the reference systems discussed in a recent review article concerning lipophilicy assessment of neutral and ionizable drug molecules. As noted by Giaginis and Tsantili-Kakoulidou [65] an alkane/water or dichloroethane/water system may better simulate biological membranes if no hydrogen bond sites are available. Bouchard et al [66] examined the lipophilicity of zwitterionic drugs based on potentiometric and cyclic voltametric measurements in the 1,2-dichloroethane/water system.…”

Expanding the family of heteroleptic oxidovanadium(IV) compounds with salicylaldehyde semicarbazones and polypyridyl ligands showing anti-Trypanosoma cruzi activity

“…The composition of the mobile phase, MeOH:DMF:Tris-HCl buffer 10 mM pH 7.4 (85:5:10, v/v/v), is the one previously used to test the other members of the series, thus, allowing comparison of the whole series [31,32]. This methodology is widely accepted by medicinal chemists as an alternative method to evaluate experimental lipophilicity [72]. Table 4 summarizes the R M values for each…”