BIBLIOS

Document type
Journal articles

Document subtype
Full paper

Title
Human Skin Permeation and Partition; General Linear Free-Energy Relationship Analyses.

Participants in the publication
M. H. Abraham (Author)
F. Martins. (Author)
Dep. Química e Bioquímica
CQB

Summary
Literature values of the permeability coefficient for permeation of human skin from water have been adjusted for ionization in water and adjusted for temperature. The obtained values of log Kp for 119 solutes at 37°C have been correlated with Abraham descriptors to yield an equation with R2 = 0.832 and SD = 0.46 log units. Three separate test sets of 60 compounds had log Kp predicted with an SD of 0.48 log units. The main factors that influence log Kp are solute hydrogen bond basicity that lowers the permeability coefficient and solute volume that increases the permeability coefficient. Human skin–water partition coefficients, as log Ksc, have been collected for 45 compounds and yield an equation with R2 = 0.926 and SD = 0.22 log units. We have compared the log Kp equation to equations for various other processes, but have found no process that appears to be similar to that for skin permeation. The nearest process to skin–water partition is the isobutanol–water partition system. An equation for lateral diffusion in the stratum corneum is shown to be reasonably close to various diffusion?related processes.


Institution
FACULDADE DE CIÊNCIAS DA UNIVERSIDADE DE LISBOA

Where published
JOURNAL OF PHARMACEUTICAL SCIENCES

Publication Identifiers
ISSN - 0022-3549

Publisher
Wiley-Liss, Inc. Published by Elsevier Inc.



Document Identifiers
DOI - https://doi.org/10.1002/jps.20070
URL - https://doi.org/10.1002/jps.20070

Rankings
SCIMAGO Q1 (2004) - 0.996 - Pharmaceutical Sciences
Web Of Science Q1 (2006) - 2.180 - Chemistry, Multidisciplinary
Web Of Science Q2 (2006) - 2.180 - Pharmacology & Pharmacy

Keywords
Skin permeation Skin partition Linear free?energy relationship (LFER) Solvation equation Hydrogen bonding