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Molecules 2010, 15(2), 824-833; doi:10.3390/molecules15020824

Synthesis and Characterization of Long-Chain Tartaric Acid Diamides as Novel Ceramide-Like Compounds

Department of Pharmaceutical Chemistry, Semmelweis University, Hőgyes E.u.9., Budapest H-1092, Hungary
Department of Pharmacodynamics, Semmelweis University, Nagyvárad tér 4., Budapest H-1089, Hungary
Author to whom correspondence should be addressed.
Received: 22 January 2010 / Revised: 1 February 2010 / Accepted: 3 February 2010 / Published: 5 February 2010
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Ceramides play a crucial role in the barrier function of the skin as well as in transmembrane signaling. In this study long aliphatic chain tartaric acid diamides able to replace ceramides in an in vitro model of the stratum corneum lipid matrix due to their similar physico-chemical properties were synthesized from diacetoxysuccinic anhydride in four steps. Their pro-apoptotic effect on fibroblast cells was also investigated.
Keywords: ceramide-analogues; tartradiamides; transdermal penetration; apoptosis ceramide-analogues; tartradiamides; transdermal penetration; apoptosis
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Sinkó, B.; Pálfi, M.; Béni, S.; Kökösi, J.; Takács-Novák, K. Synthesis and Characterization of Long-Chain Tartaric Acid Diamides as Novel Ceramide-Like Compounds. Molecules 2010, 15, 824-833.

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