Effect of ceramide acyl chain length on skin permeability and thermotropic phase behavior of model stratum corneum lipid membranes
Language English Country Netherlands Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
21167310
DOI
10.1016/j.bbalip.2010.12.003
PII: S1388-1981(10)00251-9
Knihovny.cz E-resources
- MeSH
- Anti-Inflammatory Agents, Non-Steroidal pharmacology MeSH
- Ceramides chemistry metabolism MeSH
- Models, Chemical * MeSH
- Indomethacin pharmacology MeSH
- Phosphodiesterase Inhibitors pharmacology MeSH
- Skin chemistry metabolism MeSH
- Humans MeSH
- Permeability drug effects MeSH
- Sphingosine chemistry metabolism MeSH
- Theophylline pharmacology MeSH
- Hot Temperature MeSH
- Check Tag
- Humans MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- Anti-Inflammatory Agents, Non-Steroidal MeSH
- Ceramides MeSH
- Indomethacin MeSH
- Phosphodiesterase Inhibitors MeSH
- Sphingosine MeSH
- Theophylline MeSH
Stratum corneum ceramides play an essential role in the barrier properties of skin. However, their structure-activity relationships are poorly understood. We investigated the effects of acyl chain length in the non-hydroxy acyl sphingosine type (NS) ceramides on the skin permeability and their thermotropic phase behavior. Neither the long- to medium-chain ceramides (8-24 C) nor free sphingosine produced any changes of the skin barrier function. In contrast, the short-chain ceramides decreased skin electrical impedance and increased skin permeability for two marker drugs, theophylline and indomethacin, with maxima in the 4-6C acyl ceramides. The thermotropic phase behavior of pure ceramides and model stratum corneum lipid membranes composed of ceramide/lignoceric acid/cholesterol/cholesterol sulfate was studied by differential scanning calorimetry and infrared spectroscopy. Differences in thermotropic phase behavior of these lipids were found: those ceramides that had the greatest impact on the skin barrier properties displayed the lowest phase transitions and formed the least dense model stratum corneum lipid membranes at 32°C. In conclusion, the long hydrophobic chains in the NS-type ceramides are essential for maintaining the skin barrier function. However, this ability is not shared by their short-chain counterparts despite their having the same polar head structure and hydrogen bonding ability.
References provided by Crossref.org
Behavior of 1-Deoxy-, 3-Deoxy- and N-Methyl-Ceramides in Skin Barrier Lipid Models
Galactosyl Pentadecene Reversibly Enhances Transdermal and Topical Drug Delivery
