Issue 23, 2007
From the journal:

Organic & Biomolecular Chemistry

Synthesis and preliminary antifungal evaluation of a library of phytosphingolipid analogues†

David Mormeneo,ab   Josefina Casas,a   Amadeu Llebariaa  and  Antonio Delgado*ab  

* Corresponding authors

a Research Unit on BioActive Molecules (RUBAM); Departament de Química Orgànica Biològica, Institut d'Investigacions Químiques i Ambientals de Barcelona (IIQAB-C.S.I.C), Jordi Girona 18-26, Barcelona, Spain
E-mail: adelgado@cid.csic.es
Fax: +34 932 045 904
Tel: +34 .934 006 108

b Universitat de Barcelona, Facultat de Farmàcia, Unitat de Química Farmacèutica (Unitat Associada al CSIC), Avgda. Juan XXIII, s/n, Barcelona, Spain

Abstract

A library of 64 phytosphingolipid analogues resulting from the systematic variation of the C1, C3, C4, and the N-acyl moiety of phytosphingosine (PHS) has been prepared from common scaffolds derived from the chiral pool and Sharpless asymmetric dihydroxylation reactions. Library members have been evaluated as growth inhibitors of the yeast Saccaromyces cerevisiae. In addition, 1-amino-N-pivaloyl PHS analogues were also tested as IPC synthase inhibitors, in comparison with the natural product khafrefungin.

Graphical abstract: Synthesis and preliminary antifungal evaluation of a library of phytosphingolipid analogues

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/B709421C
Article type
Paper
Submitted
21 Jun 2007
Accepted
23 Jul 2007
First published
08 Oct 2007

Org. Biomol. Chem., 2007,5, 3769-3777

Permissions

Request permissions

Synthesis and preliminary antifungal evaluation of a library of phytosphingolipid analogues

D. Mormeneo, J. Casas, A. Llebaria and A. Delgado, Org. Biomol. Chem., 2007, 5, 3769 DOI: 10.1039/B709421C

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements