Issue 96, 2016, Issue in Progress
From the journal:

RSC Advances

Stereoselective glycoconjugation of steroids with selenocarbohydrates†

Ricardo F. Affeldt,ac   Francisco P. Santos,a   Rafael S. da Silva,b   Oscar E. D. Rodrigues,b   Ludger A. Wessjohannc  and  Diogo S. Lüdtke*a  

* Corresponding authors

a Institute of Chemistry, Universidade Federal do Rio Grande do Sul, Av. Bento Gonçalves 9500, Porto Alegre, RS, Brazil
E-mail: dsludtke@iq.ufrgs.br

b Universidade Federal de Santa Maria, Santa Maria, RS, Brazil

c Leibniz Institute of Plant Biochemistry, Halle (Saale), Germany

Abstract

A methodology that brings together sugar and steroid scaffolds linked by a selenium atom is discussed in this work. A series of 6β and 3α glycoconjugated steroids were achieved by stereoselective nucleophilic substitution of cholesterol, pregnenolone, stigmasterol and sitosterol with different seleno-pyranosides and furanosides.

Graphical abstract: Stereoselective glycoconjugation of steroids with selenocarbohydrates

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Article information

DOI
https://doi.org/10.1039/C6RA21485A
Article type
Paper
Submitted
26 Aug 2016
Accepted
24 Sep 2016
First published
26 Sep 2016

RSC Adv., 2016,6, 93905-93914

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Stereoselective glycoconjugation of steroids with selenocarbohydrates

R. F. Affeldt, F. P. Santos, R. S. da Silva, O. E. D. Rodrigues, L. A. Wessjohann and D. S. Lüdtke, RSC Adv., 2016, 6, 93905 DOI: 10.1039/C6RA21485A

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