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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Synthesis of 5 `-seleno-xylofuranosides

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Braga, Hugo C. [1] ; Stefani, Helio A. [1] ; Paixao, Marcio W. [2] ; Santos, Francielli W. [3] ; Luedtke, Diogo S. [1]
Total Authors: 5
[1] Univ Sao Paulo, Fac Ciencias Farmaceut, BR-05508900 Sao Paulo - Brazil
[2] Univ Fed Sao Carlos, Dept Quim, BR-13565905 Sao Carlos, SP - Brazil
[3] Univ Fed Pampa, Urnguaiana, RS - Brazil
Total Affiliations: 3
Document type: Journal article
Source: Tetrahedron; v. 66, n. 19, p. 3441-3446, MAY 8 2010.
Web of Science Citations: 22

The synthesis of selenium derivatives of naturally occurring chiral molecules is becoming increasingly important in recent years. In this context, we describe herein an easy, straightforward synthetic route for the preparation of a series of chiral seleno-furanosides, starting from the readily available carbohydrate D-xylose. In addition, selected compounds were screened as inhibitors of the delta-aminolevulinate dehyclratase (delta-ALA-D) enzyme. Diselenide 4 was found to reduce significantly the enzymatic activity, while seleno-furanoside la increased delta-ALA-D activity. (C) 2010 Elsevier Ltd. All rights reserved. (AU)

FAPESP's process: 07/02382-7 - Carbohydrates as a chiral pool in organic synthesis: applications in asymmetric catalysis and synthesis of glycopeptides with potential biological activity
Grantee:Diogo Seibert Lüdtke
Support type: Regular Research Grants