TY - JOUR
TI - Retention behavior of flavonoids on immobilized artificial membrane chromatography and correlation with cell-based permeability
AU - Tsopelas, F.
AU - Tsagkrasouli, M.
AU - Poursanidis, P.
AU - Pitsaki, M.
AU - Vasios, G.
AU - Danias, P.
AU - Panderi, I.
AU - Tsantili-Kakoulidou, A.
AU - Giaginis, C.
JO - Biomedical Chromatography
PY - 2018
VL - 32
TODO - 3
SP - null
PB - John Wiley and Sons Ltd
SN - 0269-3879, 1099-0801
TODO - 10.1002/bmc.4108
TODO - acacetin;  apigenin;  aurantiin;  baicalein;  baicalin;  biochanin A;  chrysin;  daidzein;  daidzin;  epicatechin;  eriodictyol;  flavonoid;  formononetin;  galangin;  genistein;  genistin;  hesperetin;  hispidulin;  hydroxyl group;  isoliquiritigenin;  isoquercitrin;  isorhamnetin;  kaempferol;  luteolin;  morin;  myricetin;  naringenin;  puerarin;  quercetin;  unindexed drug;  flavonoid, analytic method;  Article;  Caco-2 cell line;  cell membrane permeability;  chromatography;  hydrogen bond;  immobilized artificial membrane chromatography;  partition coefficient;  physicochemical model;  retention time;  artificial membrane;  biological model;  chemical phenomena;  chemistry;  human;  intestine absorption;  liquid chromatography;  metabolism;  physiology, Caco-2 Cells;  Chromatography, Liquid;  Flavonoids;  Humans;  Hydrophobic and Hydrophilic Interactions;  Intestinal Absorption;  Membranes, Artificial;  Models, Biological
TODO - The aim of the study was to investigate the immobilized artificial membrane (IAM) retention mechanism for a set of flavonoids and to evaluate the potential of IAM chromatography to model Caco-2 permeability. For this purpose, the retention behavior of 41 flavonoid analogs on two IAM stationary phases, IAM.PC.MG and IAM.PC.DD2, was investigated. Correlations between retention factors, logkw(IAM) and octanol–water partitioning (logP) were established and the role of hydroxyl groups of flavonoids to the underlying retention mechanism was explored. IAM retention and logP values were used to establish sound linear models with Caco-2 permeability (logPapp) taken from the literature. Both stepwise regression and multivariate analysis confirmed the contribution of hydrogen bond descriptors, as additional parameters in the either logkw(IAM) or logP models. Retention factors on both IAM stationary phases showed comparable performance with n-octanol–water partitioning towards Caco-2 permeability. Copyright © 2017 John Wiley & Sons, Ltd.
ER -