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Les peptides Vinylogues : des nouveaux outils pour la préparation d'analogues contraints de la substance P, de g-aminoacides a, b-hydroxylés et de dihydroxylactames

Abstract : This work concerns conception and synthesis of modified peptides and is divided in two parts. Firstly, it's the insertion of vinylogous amino acids with cis and trans conformation in neuropeptide of eleven amino acids which is substance P in order to understand its interaction with NK-1 receptor. A second study has been oriented on the preparation of g-amino peptides by hydrogenation of previous vinylogous amino acids. This structural modification has given a new SP's analog which has been tested. The second part is the methodology of synthesis using vinylogous peptides and is divided in three chapters. First one presents dihydroxylation's results of these residues with an asymmetric induction using chiral catalyst to obtain dihydroxylated g-amino acids. Second one is an application of these studies with a total synthesis of natural product extracted from nyctinastic plant. And the last one deals with preparation of dihydroxylated lactams leading to the synthesis of new azasugars.
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Theses
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http://docnum.univ-lorraine.fr/prive/SCD_T_2004_0039_CLAUDEL.pdf
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https://hal.univ-lorraine.fr/tel-01746782
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Submitted on : Thursday, March 29, 2018 - 10:44:45 AM
Last modification on : Monday, August 31, 2020 - 3:41:05 PM

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  • HAL Id : tel-01746782, version 1

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Stéphanie Claudel. Les peptides Vinylogues : des nouveaux outils pour la préparation d'analogues contraints de la substance P, de g-aminoacides a, b-hydroxylés et de dihydroxylactames. Autre. Université Henri Poincaré - Nancy 1, 2004. Français. ⟨NNT : 2004NAN10039⟩. ⟨tel-01746782⟩

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