Skip to Main content Skip to Navigation
Theses

Développement de nouveaux agents de contraste pour l'IRM à base de β- et α-cyclodextrines régio-fonctionnalisées par des ligands pyridino-carboxylate et -phosphonate.

Abstract : Magnetic Resonance Imaging is one of the most important and non-invasive tools for clinical diagnostics and biomedical researches. Nevertheless, this modality suffers from intrinsic low sensitivity. To overcome this limitation, contrast agents, mostly based on polyaminocarboxylate complexes of gadolinium are used. The aim of this project was to design new Gd(III)-based contrast agents using β- and α-cyclodextrins (CD), known to generate high relaxivity, functionalized with pyridine-carboxylate and pyridine-phosphonate ligands, known for their good affinity with the lanthanide cations. Here we first investigated the regio-functionalization of the β-CD on the primary face to access to scaffold called Lβ with four pyridine-carboxylate ligands. To develop an efficient and reproducible synthesis, HPLC analysis was implemented. Then, using these conditions, carboxylate- and phosphonate-ester, precursors to access α-CD ligands Lα and Lα’, were synthesized. The carboxylate-ester deprotection step successfully afforded the ligand noted Lα contrary to the deprotection of phosphonate ester which still have to be explored. Characterizations of these complicated Gd-ligands systems (Gd-Lα et Gd-Lβ) were reported. Their stability and relaxivity were measured and very good relaxivities were obtained (25 mM-1s-1 < r1 < 40 mM-1s-1). These new structures open the way to an improvement in term of stability.
Document type :
Theses
Complete list of metadatas

https://tel.archives-ouvertes.fr/tel-01858354
Contributor : Abes Star :  Contact
Submitted on : Monday, August 20, 2018 - 3:09:05 PM
Last modification on : Tuesday, September 1, 2020 - 3:07:27 AM
Long-term archiving on: : Wednesday, November 21, 2018 - 1:47:36 PM

File

sappeicelia2.pdf
Version validated by the jury (STAR)

Identifiers

  • HAL Id : tel-01858354, version 1

Citation

Celia Sappei. Développement de nouveaux agents de contraste pour l'IRM à base de β- et α-cyclodextrines régio-fonctionnalisées par des ligands pyridino-carboxylate et -phosphonate.. Chimie thérapeutique. Normandie Université, 2018. Français. ⟨NNT : 2018NORMR030⟩. ⟨tel-01858354⟩

Share

Metrics

Record views

253

Files downloads

531