Design, synthesis, and evaluation of β-galactosylceramide mimics promoting β-glucocerebrosidase activity in keratinocytes

Kyoko Fukunaga, Masahiro Yoshida, Fumio Nakajima, Rie Uematsu, Mariko Chikuma, Shintaro Inoue, Hirosato Kondo, Shin Ichiro Nishimura

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16 Citations (Scopus)

Abstract

We have established an efficient synthesis of mimics of β-galactosylceramide (β-GalCer) increasing a β-glucocerebrosidase (β-GlcCer'ase) activity that associates with the skin barrier function. Among the synthetic β-GalCer analogues (6a-6e) described herein, compound 6e exhibited a potent effect on the activation of β-GlcCer'ase function in vitro and reduced the transepidermal water loss (TEWL) level in a UVB-induced barrier disrupted mice model. These findings indicated that compound 6e could be useful for cosmetics and medicines to improve skin barrier function.

Original languageEnglish
Pages (from-to)813-815
Number of pages3
JournalBioorganic and Medicinal Chemistry Letters
Volume13
Issue number5
DOIs
Publication statusPublished - 2003 Mar 10
Externally publishedYes

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ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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