Personne : Voyer, Normand
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Voyer
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Normand
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Université Laval. Département de chimie
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ncf10177480
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Publication Accès libre Dibenzofurans and pseudodepsidones from the lichen stereocaulon paschale collected in Northern Quebec(American Chemical Society and American Society of Pharmacognosy, 2017-01-12) Azelmat, Jabrane; Ferreira Queiroz, Emerson; Boudreau, Stéphane; Marcourt, Laurence; Grenier, Daniel; Wolfender, Jean-Luc; Carpentier, Claudia; Voyer, NormandChemical investigation of the methanol extract of the lichen Stereocaulon paschale collected in Nunavik, Canada, led to the isolation and identification of two new dibenzofurans (1 and 3) and 11 known lichen metabolites. The structures of the new compounds were established by analysis of 1D and 2D NMR spectroscopic and high-resolution mass spectrometric data. Herein, the first isolation of ascomatic acid dibenzofuran derivatives (1–3) from a whole lichen organism is reported. In addition, some of the isolated metabolites showed antibacterial activity against the oral pathogens Porphyromonas gingivalis and Streptococcus mutans.Publication Accès libre Membrane assembly and ion transport ability of a fluorinated nanopore(Public Library of Science, 2016-11-11) Godbout, Raphaël; Auger, Michèle; Lagüe, Patrick; Auger, Maud; Otis, François; Légaré, Sébastien; Carpentier, Claudia; Voyer, NormandA novel 21-residue peptide incorporating six fluorinated amino acids was prepared. It was designed to fold into an amphiphilic alpha helical structure of nanoscale length with one hydrophobic face and one fluorinated face. The formation of a fluorous interface serves as the main vector for the formation of a superstructure in a bilayer membrane. Fluorescence assays showed this ion channel's ability to facilitate the translocation of alkali metal ions through a phospholipid membrane, with selectivity for sodium ions. Computational studies showed that a tetramer structure is the most probable and stable supramolecular assembly for the active ion channel structure. The results illustrate the possibility of exploiting multiple Fd-:M+ interactions for ion transport and using fluorous interfaces to create functional nanostructures.Publication Accès libre Total synthesis of chrysamide B(Elsevier, 2017-06-14) Bérubé, Christopher; Carpentier, Claudia; Voyer, NormandWe report an efficient synthesis of the dimeric trans-epoxyamide chrysamide B, recently isolated from the deep-sea-derived fungus Penicillium chrysogenum SCSIO41001. Our synthetic strategy exploits a convergent approach using solid-phase peptide synthesis for the piperazine core and a Sharpless-Katsuki epoxidation to prepare the chiral epoxyacid. The double amidation final step provides chrysamide B that was thoroughly characterized with all spectra identical to those of the natural sample. The approach was devised to facilitate the preparation of a library of analogs of chrysamide B.