Premium
Skin‐mimetic chromatography for prediction of human percutaneous absorption of biologically active compounds occurring in medicinal plant extracts
Author(s) -
Stepnik Katarzyna,
Malinowska Irena
Publication year - 2017
Publication title -
biomedical chromatography
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.4
H-Index - 65
eISSN - 1099-0801
pISSN - 0269-3879
DOI - 10.1002/bmc.3922
Subject(s) - chemistry , partition coefficient , chromatography , lipophilicity , human skin , absorption (acoustics) , quantitative structure–activity relationship , organic chemistry , stereochemistry , genetics , physics , acoustics , biology
Abstract The main aim of this study was to predict quantitatively human percutaneous absorption of chosen compounds commonly occurring in plants which can be used as medicinal extracts in the drug and beauty industries. The most important human percutaneous descriptors, i.e. log K p (logarithm of the water/skin partition coefficient) and log J max (logarithm of the maximum flux of solutes penetrating the skin), of fatty acids and polyphenols were determined using both in vitro and in silico methods. For in vitro determination of human percutaneous absorption, micellar liquid chromatography based on hexadecyltrimethylammonium bromide, sodium dodecyl sulfate and polyoxyethylene (23) lauryl ether (Brij35) was used. Human percutaneous absorption was characterized by entirely new QSAR/QRAR models based on retention, lipophilic, steric and electronic data as well as on the linear free energy relationship parameters. Many different correlations between human skin absorption and different physicochemical parameters were performed, e.g. the in silico estimated log K p value was correlated with the retention parameter log k w (logarithm of the retention factor extrapolated to pure water) from the systems imitating a cutaneous environment ( R 2 = 0.92). Moreover, the influence of lipophilicity on percutaneous absorption was examined. The obtained correlation was excellent ( R 2 = 0.95).