Synthesis of novel ceramide-like penetration enhancers

Mária Takács, Máté Bubenyák, A. Váradi, Balázs Blazics, P. Horváth, J. Kökösi

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Ceramide-like penetration enhancers have been synthesized by isosteric replacements of the 1-hydroxymethyl and amide moieties of natural ceramides. Metabolically more stable oxime and five-membered heterocyclic (1,2,4-oxadiazole, 1,2,4-triazole, tetrazole) analogues are more polar and possess H-bond acceptor properties, which make them potentially useful in optimizing key intermolecular features in interactions between the modified ceramide structures and the lipid layers of stratum corneum.

Original languageEnglish
Pages (from-to)1863-1865
Number of pages3
JournalTetrahedron Letters
Volume52
Issue number16
DOIs
Publication statusPublished - Apr 20 2011

Fingerprint

Ceramides
Oxadiazoles
Oximes
Amides
Cornea
Lipids

Keywords

  • Ceramide
  • Isostere replacement
  • Oxime
  • Penetration enhancer

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Synthesis of novel ceramide-like penetration enhancers. / Takács, Mária; Bubenyák, Máté; Váradi, A.; Blazics, Balázs; Horváth, P.; Kökösi, J.

In: Tetrahedron Letters, Vol. 52, No. 16, 20.04.2011, p. 1863-1865.

Research output: Contribution to journalArticle

Takács, Mária ; Bubenyák, Máté ; Váradi, A. ; Blazics, Balázs ; Horváth, P. ; Kökösi, J. / Synthesis of novel ceramide-like penetration enhancers. In: Tetrahedron Letters. 2011 ; Vol. 52, No. 16. pp. 1863-1865.
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