Improvement by sodium dl-α-tocopheryl-6-O-phosphate treatment of moisture-retaining ability in stratum corneum through increased ceramide levels

Bioorg Med Chem. 2012 Jun 15;20(12):3837-42. doi: 10.1016/j.bmc.2012.04.029. Epub 2012 Apr 21.

Abstract

Sodium dl-α-tocopheryl-6-O-phosphate (1), a water-soluble derivative of vitamin E (dl-α-tocopherol, 2), exhibits protective effects against various type of skin damage. As reported herein, we found that topical application of 1 improves hygroscopicity and water holding capacity in the stratum corneum of hairless mice in vivo by increasing the ceramide content. In normal human epidermal keratinocytes, treatment with 1 increases ceramide levels and enhances gene expression of serine palmitoyltransferase, which catalyzes the first step of ceramide synthesis in vitro. In addition, 1 increases gene expressions of differentiation markers (transglutaminase 1, cytokeratin 10, involucrin and loricrin), and intracellular Ca(2+) concentrations. These results suggest that 1 could be an excellent agent for improving skin moisture-retention by enhancing ceramide synthesis through the induction of differentiation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Calcium / metabolism
  • Cell Differentiation / drug effects
  • Cells, Cultured
  • Ceramides / analysis*
  • Ceramides / metabolism
  • Gene Expression Regulation, Enzymologic / drug effects
  • Gene Expression Regulation, Enzymologic / genetics
  • Humans
  • Keratinocytes / chemistry
  • Keratinocytes / cytology
  • Keratinocytes / drug effects
  • Mice
  • Mice, Hairless
  • Skin / chemistry
  • Skin / drug effects*
  • Skin / metabolism
  • Sphingosine N-Acyltransferase / genetics
  • Sphingosine N-Acyltransferase / metabolism
  • Structure-Activity Relationship
  • alpha-Tocopherol / chemistry
  • alpha-Tocopherol / pharmacology*

Substances

  • Ceramides
  • Sphingosine N-Acyltransferase
  • alpha-Tocopherol
  • Calcium