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Fungicidal activity of truncated analogues of dihydrosphingosine.

Bioorganic & medicinal chemistry letters (2008-06-06)
Karin Thevissen, Ulrik Hillaert, Els M K Meert, Kuen K Chow, Bruno P A Cammue, Serge Van Calenbergh, Isabelle E J A François
ABSTRACT

The minimal fungicidal concentration (MFC) of dihydrosphingosine (DHS), phytosphingosine (PHS), and five short-chain DHS derivatives was determined for Candida albicans and Candida glabrata. In this respect, a C15- and a C17-homologue of DHS showed a 2- to 10-fold decreased MFC as compared to native DHS (i.e. C18-DHS). DHS derivatives that were active, that is, comprising 12, 15, 17, or 18 carbon atoms, induced accumulation of reactive oxygen species (ROS) in C. albicans.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
D-erythro-Dihydrosphingosine, ≥98%
Avanti
C12-NBD Sphinganine, Avanti Research - A Croda Brand 810213P, powder