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KMID : 0604519970230030092
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Journal of the Society of Cosmetic Scientists of Korea
1997 Volume.23 No. 3 p.92 ~ p.96
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Novel Pseudoceramides And Their Synthesis Using Alkyl Ketene Dimer
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Park, Byeong-Deog
Lee, Ki-Mu/Park, Ik-Ju/Song, Young-Jin/Lee, Jung-Suk/Lee, Myungjin
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Abstract
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Nowadays, ceramides have been found to be an important component in the outermost layer of rile skin the stratum comeum (SC). It is understood that ceramides play an important role in structure and maintenance of tike intercellular lipid lamella structure in the SC layer. Thus, many efforts have been made by the cosmetics and phannaceutical industries to get human skin-identical ceramides or pseudoceramides which show similar performance with natural ceramides. The purpose of our study was to synthesize new pseudoceramides via an effective and economical synthetic pathway and to show their perfornance of skin restoration. Four kinds of rile new pseudoceratnides (PC-4, PC4R, PC-5, PC-5R) were synthesized by the reaction of alcoholic amine and alkyl kerene dimer. First of all, PC-4 and PC-5 were synthesized by the reaction of β-amino-1,2-propandiol and serinol with alkyl kerene dimer respectively. After that, PC4R and PC-5R were produced by changing ketone group at β-position to amide bond of above synthesized PC4 and PC-5 into hydroxyl group using NaBH, respectively. Their expected structures were conformed by the NMR, IR spectra, and elemental analysis. A study to show the restoration effectiveness was perfornhed in which human skin was pretreated with high concentration of SDS surfactant solution. Using 0.5% solution of above synthesized pseudoceramhides, there was the significantly faster restoration of the damaged than that of placebo itself treatment.
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