Person
Sylvain Favre
This person is no longer with EPFL
Related publications (9)
Synthesis of branched seven-membered 1-N-iminosugars and their evaluation as glycosidase inhibitors
Four branched tetra- and pentahydroxylated azepanes have been synthesized from a common azepane precursor through dihydroxylation followed by deoxygenation. They have been assayed as glycosidase inhibitors on a panel of 22 glycosidases and one methylated a ...
2012Synthetic studies toward the CD spiroketal of spongistatins
Pierre Vogel, Sandrine Gerber, Sylvain Favre
Starting from the readily available meso-methylenedi(8-oxa-3-oxobicyclo[3.2.1]hept-6-en-1-yl) (1), meso-1,1'-methylidene [(4R,4'S,6R,6'S)-4,6-dioxycyclohept-1-en-1-yl]tetrasilylethers (7, 8) were obtained and transformed into all-syn 1,3,5,11,13,15-hexahyd ...
Wiley-Blackwell2010New efficient synthetic strategies towards the AB and CD spiroketal fragments of spongistatins and analogues
For thousands of years, nature provided us remedies to treat diseases and its biologically active molecules inspired chemists for the development of new drugs. In 1993, three research groups independently reported the isolation, from sponges, of spongistat ...
EPFL2009Preparation and synthetic applications of 8-oxabicyclo[3.2.1]oct-6-en-3-one derivatives
Pierre Vogel, Sandrine Gerber, Sylvain Favre
The development of efficient routes to multi gram quantities of chiral synthons is a key issue in total synthesis of natural products and analogues. The conformationally defined and rigid 8-oxabicyclo[3.2.1]oct-6-en-3-one template appears as an appealing s ...
2008Recent Synthetic Approaches Toward Non-anomeric Spiroketals in Natural Products
Pierre Vogel, Sandrine Gerber, Sylvain Favre
Many natural products of biological interest contain [6,5]- and [6,6]-spiroketal moieties that can adopt various configurations, benefiting or not from anomeric conformation stabilizing effects. The spiroketal fragments are often important for the biologic ...
2008New synthetic seven-membered 1-azasugars displaying potent inhibition towards glycosidases and glucosylceramide transferase
Pierre Vogel, Claudia Bello, Sylvain Favre, Tao Liu
Several members of a new family of seven-membered azasugars, which can be seen as 1-azasugar ring homologues, have been I obtained by simple chemical transformations starting from a sugar-derived azidolactol. Unlike their piperidine counterparts, these mol ...
2008Conduramine F-1 epoxides: synthesis and their glycosidase inhibitory activities
Starting from (+/-)-7-oxanorbornenone ((+/-)-14), (+/-)-(1RS, 2RS, 3SR, 6SR)-6-azidocyclohex-4-en-1,2,3-triol ((+/-)-24) and (+/-)- 1RS, 2RS, 3SR, 6RS)-6-azidocyclohex-4-en-1,2,3-triol ((+/-)-26) were obtained. Epoxidation of the latter cyclohexene derivat ...
2007Synthesis of new pyrrolidine derivatives as inhibitors of alpha-mannosidase and of glioblastoma cells growth
Pierre Vogel, Sandrine Gerber, Sylvain Favre, Hélène Fiaux
New 2-benzylamino-3,4-dihydroxypyrrolidines bearing aromatic and aliphatic amido side chains have been prepared. The influence of the amido substituents on the inhibitory activity of these diamines toward 24 commercially available glycosidases was determin ...
2006Functionalized pyrrolidines as alpha-mannosidase inhibitors and growth inhibitors of human glioblastoma and melanoma cells
Pierre Vogel, Sandrine Gerber, Sylvain Favre, Hélène Fiaux
New substituted pyrrolidine-3,4-diol derivatives were prepared from D-(-)- and L-(+)-phenyl glycinol. The influence of the configuration and the substitution of the lateral side chain of these derivatives on the inhibition of 25 commercial glycosidases wer ...
2005