title: Quantitative structure-permeation relationships for solute transport across silicone membranes.
abstract: OBJECTIVE
  The purpose of this work was to assess the molecular properties that influence solute permeation across siliconemembranes and to compare the results with transport across human skin.
  
  
  METHODS
  The permeability coefficients (log Kp) of a series of model solutes across silicone membranes were determined from the analysis of simple transport experiments using a pseudosteady-state mathematical model of the diffusion process. Subsequently, structure permeation relationships were constructed and examined, focusing in particular on the difference between solute octanol/water and 1,2 dichloroethane/water partition coefficients (deltalog P(oct-dce)), which re ported upon H-bond donor activity, and the computationally derived molecular hydrogen-bonding potential.
  
  
  RESULTS
  The hydrogen-bond donor acidity and the lipophilicity of the compounds examined greatly influenced their permeation across sil cone membranes. Furthermore, for a limited dataset, a significant correlation was identified between solute permeation across silicone membranes and that through human epidermis.
  
  
  CONCLUSIONS
  The key molecular properties that control solute perme ation across silicone membranes have been identified. For the set of substituted phenols and other unrelated compounds examined here a similar structure-permeation relationship has been derived for their transport through human epidermis, suggesting application of the results to the prediction of flux across biological barriers.
authors.affiliation: Institut de Chimie Thérapeutique, BEP, Université de Lausanne CH-1015, Lausanne, Switzerland.
authors.forename: Sandrine
authors.initials: S
authors.lastname: Geinoz
authors.forename: Sebastien
authors.initials: S
authors.lastname: Rey
authors.forename: Gilles
authors.initials: G
authors.lastname: Boss
authors.forename: Annette L
authors.initials: AL
authors.lastname: Bunge
authors.forename: Richard H
authors.initials: RH
authors.lastname: Guy
authors.forename: Pierre-Alain
authors.initials: PA
authors.lastname: Carrupt
authors.forename: Marianne
authors.initials: M
authors.lastname: Reist
authors.forename: Bernard
authors.initials: B
authors.lastname: Testa
mesh_terms: D001692:Biological Transport / Q000187:drug effects / Q000502:physiology; D015194:Diffusion Chambers, Culture / Q000379:methods; D008567:Membranes, Artificial; D008962:Models, Theoretical; D010539:Permeability / Q000187:drug effects; D004364:Pharmaceutical Preparations / Q000737:chemistry / Q000378:metabolism*; D021281:Quantitative Structure-Activity Relationship; D012828:Silicones / Q000737:chemistry / Q000493:pharmacokinetics*
chemical_list: D008567:Membranes, Artificial; D004364:Pharmaceutical Preparations; D012828:Silicones