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16 results on '"Saint-Auret, Sarah"'

1. A Walk Across Africa with Captain Grant

Author

Blanchard, Nicolas, primary, Chany, Anne-Caroline, additional, Tresse, Cédric, additional, Casarotto, Virginie, additional, Bréthous, Lise, additional, and Saint-Auret, Sarah, additional

Published
2015
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3. Spatiotemporal analysis of mycolactone distribution in vivo reveals partial diffusion in the central nervous system

Author

Colucci-Guyon, Emma, primary, Rifflet, Aline, additional, Saint-Auret, Sarah, additional, da Costa, Anaëlle, additional, Boucontet, Laurent, additional, Laval, Thomas, additional, Prehaud, Christophe, additional, Blanchard, Nicolas, additional, Levraud, Jean-Pierre, additional, Boneca, Ivo G., additional, Demangel, Caroline, additional, and Guenin-Macé, Laure, additional

Published
2020
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4. Total synthesis of mycolactones A/B and targeted analogues towards the mechanistic study of Buruli ulcer

Author

Saint-Auret, Sarah, Laboratoire de chimie moléculaire (LCM), Université de Strasbourg (UNISTRA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Université de Strasbourg, Nicolas Blanchard, Philippe Bisseret, and STAR, ABES

Subjects
Synthèse totale, [CHIM.ORGA]Chemical Sciences/Organic chemistry, Biological activity, Ulcère de Buruli, Total synthesis, Asymmetric synthesis, Synthèse asymétrique, [CHIM.ORGA] Chemical Sciences/Organic chemistry, Buruli ulcer, Analogue, Activité biologique, Mycolactone
Abstract

Buruli ulcer is a necrotizing skin disease present in more than thirty countries in the world, located mainly in West and Central Africa but also in Australia and in Japan. This infection is caused by Mycobacterium ulcerans (M. ulcerans) that secretes a macrolide toxin called mycolactone, which is the first polyketide isolated from a human pathogen. The disease is characterized by the formation of painless progressive necrotic lesions combined with a lack of acute inflammatory response, and mycolactone is known to be directly involved in the biological mechanism. To date no specific and completely efficient treatment of Buruli ulcer has been developed which correlates with the dramatic lack of understanding of the associated chemical and biological mechanisms. In this context, this research project aims at a better understanding of mycolactone A/B molecular interactions by using total synthesis as main tool. To this end, our research team has developed an efficient synthetic pathway allowing the preparation of the natural toxin and its differents analogues for purposes of their biological evaluation and fine-tuning our mechanical understanding of this infection., L’ulcère de Buruli est une maladie nécrotique de la peau présente dans plus de trente pays dans le monde, et affectant principalement le continent africain et l’Océanie. L’infection est due à Mycobacterium ulcerans (M. ulcerans), un micro-organisme qui sécrète une exotoxine appelée mycolactone, représentant le premier polycétide isolé d’un pathogène humain. La maladie est caractérisée par la formation progressive de lésions nécrotiques combinée à une absence de réponse immunitaire et de sensation de douleur ; la mycolactone est connue pour être directement impliquée dans ce mécanisme biologique. A ce jour, aucun traitement totalement performant et spécifique contre l’ulcère de Buruli n’a été développé, ce qui révèle le manque crucial de connaissances sur les mécanismes chimique et biologique. Dans ce contexte, le projet développé s’intéresse à l’élucidation du mécanisme d’action des mycolactones en utilisant la synthèse totale comme outil principal. Pour cela, notre équipe a mis au point une voie de synthèse modulaire permettant la préparation de la toxine naturelle et de ses différents analogues en vue de les tester biologiquement et d’affiner ainsi notre compréhension mécanistique de cette infection.

Published
2017

6. 2H-1,2,3-Triazole-Based Dipeptidyl Nitriles: Potent, Selective, and Trypanocidal Rhodesain Inhibitors by Structure-Based Design

Author

Giroud, Maude, primary, Kuhn, Bernd, additional, Saint-Auret, Sarah, additional, Kuratli, Christoph, additional, Martin, Rainer E., additional, Schuler, Franz, additional, Diederich, François, additional, Kaiser, Marcel, additional, Brun, Reto, additional, Schirmeister, Tanja, additional, and Haap, Wolfgang, additional

Published
2018
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10. A Straightforward Entry to gamma-Trifluoromethylated Allenamides and their Synthetic Applications

Author

Guissart, Céline, Dolbois, Aymeric, Tresse, Cédric, Saint-Auret, Sarah, Blanchard, Nicolas, Evano, Gwilherm, Guissart, Céline, Dolbois, Aymeric, Tresse, Cédric, Saint-Auret, Sarah, Blanchard, Nicolas, and Evano, Gwilherm

Abstract

gamma-Trifluoromethylated allenamides were obtained in good to excellent yields through a base-induced isomerization from the corresponding protected trifluoromethylated propargylic amines. The method, which simply required the treatment of the starting propargylic amines with sodium hydroxide in THF, was found to be fairly general and tolerates various alkyl and aryl substituents on the nitrogen atom and a range of protecting groups. The reactivity of the gamma-trifluoromethylated allenamides was explored and they were found to be excellent substrates for radical- and gold(I)-catalysed cyclizations yielding to fluoroalkylated nitrogen heterocycles., info:eu-repo/semantics/published

Published
2016

11. Mycolactone subverts immunity by selectively blocking the Sec61 translocon

Author

Baron, Ludivine, primary, Paatero, Anja Onerva, additional, Morel, Jean-David, additional, Impens, Francis, additional, Guenin-Macé, Laure, additional, Saint-Auret, Sarah, additional, Blanchard, Nicolas, additional, Dillmann, Rabea, additional, Niang, Fatoumata, additional, Pellegrini, Sandra, additional, Taunton, Jack, additional, Paavilainen, Ville O., additional, and Demangel, Caroline, additional

Published
2016
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13. Shaping mycolactone for therapeutic use against inflammatory disorders

Author

Guenin-Macé, Laure, primary, Baron, Ludivine, additional, Chany, Anne-Caroline, additional, Tresse, Cédric, additional, Saint-Auret, Sarah, additional, Jönsson, Friederike, additional, Le Chevalier, Fabien, additional, Bruhns, Pierre, additional, Bismuth, Georges, additional, Hidalgo-Lucas, Sophie, additional, Bisson, Jean-François, additional, Blanchard, Nicolas, additional, and Demangel, Caroline, additional

Published
2015
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15. A Straightforward Entry to γ-Trifluoromethylated Allenamides and Their Synthetic Applications.

Author

Guissart, Céline, Dolbois, Aymeric, Tresse, Cédric, Saint-Auret, Sarah, Evano, Gwilherm, and Blanchard, Nicolas

Subjects
AMIDES, AMINES, SODIUM hydroxide, ARYL group, ALKYL group
Abstract

γ-Trifluoromethylated allenamides were obtained in good to excellent yields through a base-induced isomerization from the corresponding protected trifluoromethylated propargylic amines. This method, which simply required the treatment of the starting propargylic amines with sodium hydroxide in THF, was found to be fairly general and tolerates various alkyl and aryl substituents and a range of protecting groups on the nitrogen atom. The reactivity of the γ-trifluoromethylated allenamides was explored and they were found to be excellent substrates for radical- and gold(I)-catalyzed cyclizations yielding fluoroalkylated nitrogen heterocycles. [ABSTRACT FROM AUTHOR]

Published
2016
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16. Modular total syntheses of mycolactone A/B and its [ 2 H]-isotopologue.

Author

Saint-Auret S, Abdelkafi H, Le Nouen D, Guenin-Macé L, Demangel C, Bisseret P, and Blanchard N

Subjects
Catalysis, Macrolides chemistry, Molecular Conformation, Palladium chemistry, Macrolides chemical synthesis
Abstract

A modular total synthesis of mycolactone A/B, the exotoxin produced by Mycobacterium ulcerans, has been achieved through the orchestration of several Pd-catalyzed key steps. While this route leads to a mixture of the natural product and its C12 epimer (4 : 1 ratio), this was inconsequential from the biological activity standpoint. Compared to the previously reported routes, this synthetic blueprint allows the late-stage modification of the toxin, as exemplified by the preparation of [22,22,22- 2 H 3 ]-mycolactone A/B.

Published
2017
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