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Penetration enhancing effect of phytoceramides

Lieselotte Veryser UGent, Jente Boonen UGent, Joren Guillaume UGent, Martijn Risseeuw UGent, Serge Van Calenbergh UGent and Bart De Spiegeleer UGent (2012) Scientific Afternoon, Posters.
abstract
Ceramides are essential components in the stratum corneum barrier function. Different classes of ceramides are present in human skin, differing in the nature of sphingosine and acyl moieties with respect to chain length, degree of saturation and the presence of an OH group [1]. Ceramides with a saturated sphingosine base containing a hydroxyl function at C4 are known as phytoceramides. A few studies demonstrated the penetration enhancing properties of ceramides [2-5], however, systematic studies using phytoceramides are lacking. This led us to assess the penetration enhancing effect of phytosphingosine and a series of nine phytoceramides via transdermal experiments using in vitro Franz diffusion cells. As transdermal model compounds, testosterone, caffeine and ibuprofen were tested in a 50:50 (V/V) EtOH:H2O dose formulation [6]. Results showed that the penetration enhancing effect of the phytoceramides depends on the used model compound. Selected phytoceramides exhibited a penetration enhancing ratio of more than two. References [1] Janůšová, B.; Zbytovská, J.; Lorenc, P.; Vavrysová, H.; Palát K.; Hrabálek, A.; Vávrová, K. (2011). Effect of ceramide acyl chain length on skin permeability and thermotropic phase behavior of model stratum corneum lipid membranes. Biochimica et Biophysica, 1811, 129–137. [2] Vávrová, K.; Hrabálek, A.; Dolezal, P.; Holas, T.; Zbytovská, J. (2003). L-serine and glycine based ceramide analogues as transdermal permeation enhancers: polar head size and hydrogen bonding. Bioorganic & medicinal chemistry letters, 13, 2351-2353. [3] Vávrová, K.; Zbytovská, J.; Hrabálek, A. (2005). Amphiphilic transdermal permeation enhancers: structure-activity relationships. Current Medicinal Chemistry, 12, 2273-2291. [4] Novotý, J.; Janůšová, B.; Novotý, M.; Hrabálek, A.; Vávrová, K. (2009). Short-chain ceramides decrease skin barrier properties. Skin pharmacology and Physiology, 22, 22-30. [5] Sinko, B.; Kökösi, J.; Avdeef, A.; Takács-Novák, K. (2009). A PAMPA study of the permeability-enhancing effect of new ceramide analogues. Chemistry & Biodiversity, 6, 1867-1874. [6] Baert, B.; Deconinck, E.; Van Gele, M.; Slodicka, M.; Stoppie, P.; Bode, S.; Slegers, G.; Vander Heyden, Y.; Lambert, J.; Beetens, J.; De Spiegeleer, B. (2007). Transdermal penetration behaviour of drugs: CART-clustering, QSPR and selection of model compounds. Bioorganic & medicinal chemistry, 15(22), 6943-6955.
Please use this url to cite or link to this publication:
author
organization
year
type
conference
publication status
published
subject
in
Scientific Afternoon, Posters
publisher
Ghent University. Faculty of Pharmaceutical Sciences
conference name
4th Scientific afternoon
conference location
Ghent, Belgium
conference start
2012-05-16
conference end
2012-05-16
language
English
UGent publication?
yes
classification
C3
copyright statement
I have retained and own the full copyright for this publication
id
2134043
handle
http://hdl.handle.net/1854/LU-2134043
date created
2012-06-06 11:13:23
date last changed
2012-06-21 16:32:51
@inproceedings{2134043,
  abstract     = {Ceramides are essential components in the stratum corneum barrier function. Different classes of ceramides are present in human skin, differing in the nature of sphingosine and acyl moieties with respect to chain length, degree of saturation and the presence of an OH group [1]. Ceramides with a saturated sphingosine base containing a hydroxyl function at C4 are known as phytoceramides.  
A few studies demonstrated the penetration enhancing properties of ceramides [2-5], however, systematic studies using phytoceramides are lacking. This led us to assess the penetration enhancing effect of phytosphingosine and a series of nine phytoceramides via transdermal experiments using in vitro Franz diffusion cells. As transdermal model compounds, testosterone, caffeine and ibuprofen were tested in a 50:50 (V/V) EtOH:H2O dose formulation [6]. 
Results showed that the penetration enhancing effect of the phytoceramides depends on the used model compound. Selected phytoceramides exhibited a penetration enhancing ratio of more than two.   
References
[1] Jan\r{u}\v{s}ov{\'a}, B.; Zbytovsk{\'a}, J.;  Lorenc, P.; Vavrysov{\'a}, H.;  Pal{\'a}t K.; Hrab{\'a}lek, A.; V{\'a}vrov{\'a}, K. (2011). Effect of ceramide acyl chain length on skin permeability and thermotropic phase behavior of model stratum corneum lipid membranes. Biochimica et Biophysica, 1811, 129--137. 
 [2] V{\'a}vrov{\'a}, K.; Hrab{\'a}lek, A.; Dolezal, P.; Holas, T.; Zbytovsk{\'a}, J. (2003). L-serine and glycine based ceramide analogues as transdermal permeation enhancers: polar head size and hydrogen bonding. Bioorganic \& medicinal chemistry letters, 13, 2351-2353.
[3] V{\'a}vrov{\'a}, K.; Zbytovsk{\'a}, J.; Hrab{\'a}lek, A. (2005). Amphiphilic transdermal permeation enhancers: structure-activity relationships. Current Medicinal Chemistry, 12, 2273-2291. 
[4] Novot{\'y}, J.; Jan\r{u}\v{s}ov{\'a}, B.; Novot{\'y}, M.; Hrab{\'a}lek, A.; V{\'a}vrov{\'a}, K. (2009). Short-chain ceramides decrease skin barrier properties. Skin pharmacology and Physiology, 22, 22-30. 
[5] Sinko, B.; K{\"o}k{\"o}si, J.; Avdeef, A.; Tak{\'a}cs-Nov{\'a}k, K. (2009). A PAMPA study of the permeability-enhancing effect of new ceramide analogues. Chemistry \& Biodiversity, 6, 1867-1874. 
[6] Baert, B.; Deconinck, E.; Van Gele, M.; Slodicka, M.; Stoppie, P.; Bode, S.; Slegers, G.; Vander Heyden, Y.; Lambert, J.; Beetens, J.; De Spiegeleer, B. (2007). Transdermal penetration behaviour of drugs: CART-clustering, QSPR and selection of model compounds. Bioorganic \& medicinal chemistry, 15(22), 6943-6955.},
  author       = {Veryser, Lieselotte and Boonen, Jente and Guillaume, Joren and Risseeuw, Martijn and Van Calenbergh, Serge and De Spiegeleer, Bart},
  booktitle    = {Scientific Afternoon, Posters},
  language     = {eng},
  location     = {Ghent, Belgium},
  publisher    = {Ghent University. Faculty of Pharmaceutical Sciences},
  title        = {Penetration enhancing effect of phytoceramides},
  year         = {2012},
}

Chicago
Veryser, Lieselotte, Jente Boonen, Joren Guillaume, Martijn Risseeuw, Serge Van Calenbergh, and Bart De Spiegeleer. 2012. “Penetration Enhancing Effect of Phytoceramides.” In Scientific Afternoon, Posters. Ghent University. Faculty of Pharmaceutical Sciences.
APA
Veryser, L., Boonen, J., Guillaume, J., Risseeuw, M., Van Calenbergh, S., & De Spiegeleer, B. (2012). Penetration enhancing effect of phytoceramides. Scientific Afternoon, Posters. Presented at the 4th Scientific afternoon, Ghent University. Faculty of Pharmaceutical Sciences.
Vancouver
1.
Veryser L, Boonen J, Guillaume J, Risseeuw M, Van Calenbergh S, De Spiegeleer B. Penetration enhancing effect of phytoceramides. Scientific Afternoon, Posters. Ghent University. Faculty of Pharmaceutical Sciences; 2012.
MLA
Veryser, Lieselotte, Jente Boonen, Joren Guillaume, et al. “Penetration Enhancing Effect of Phytoceramides.” Scientific Afternoon, Posters. Ghent University. Faculty of Pharmaceutical Sciences, 2012. Print.