Article (Scientific journals)
Thiol-ene reaction: an efficient tool to design lipophilic polyphosphoesters for drug delivery systems
Vanslambrouck, Stéphanie; Riva, Raphaël; Ucakar, Bernard et al.
2021In Molecules, 26 (6), p. 1750
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Keywords :
ring-opening polymerization (ROP); cyclic phosphate; biomaterial; nanomedicine
Abstract :
[en] Poly(ethylene glycol)-b-polyphosphoester (PEG-b-PPE) block copolymer nanoparticles are promising carriers for poorly water soluble drugs. To enhance the drug loading capacity and efficiency of such micelles, a strategy was investigated for increasing the lipophilicity of the PPE block of these PEG-b-PPE amphiphilic copolymers. A PEG-b-PPE copolymer bearing pendant vinyl groups along the PPE block was synthesized and then modified by thiol-ene click reaction with thiols bearing either a long linear alkyl chain (dodecyl) or a tocopherol moiety. Ketoconazole was used as model for hydrophobic drugs. Comparison of the drug loading with PEG-b-PPE bearing shorter pendant groups is reported evidencing the key role of the structure of the pendant group on the PPE backbone. Finally, a first evidence of the biocompatibility of these novel PEG-b-PPE copolymers was achieved by performing cytotoxicity tests. The PEG-b-PPE derived by tocopherol was evidenced as particularly promising as delivery system of poorly water-soluble drugs.
Research center :
Complex and Entangled Systems from Atoms to Materials (CESAM) Research Unit
Center for Education and Research on Macromolecules (CERM)
Disciplines :
Chemistry
Chemistry
Materials science & engineering
Materials science & engineering
Author, co-author :
Vanslambrouck, Stéphanie ;  University of Liège (ULiège), Complex and Entangled Systems from Atoms to Materials (CESAM) Research Unit, Center for Education and Research on Macromolecules (CERM), Belgium
Riva, Raphaël ;  University of Liège (ULiège), Complex and Entangled Systems from Atoms to Materials (CESAM) Research Unit, Center for Education and Research on Macromolecules (CERM), Belgium
Ucakar, Bernard;  Université catholique de Louvain (UCL), Brussels, Louvain Drug Research Institute, Advanced Drug Delivery and Biomaterials, Belgium
Préat, Véronique;  Université catholique de Louvain (UCL), Brussels, Louvain Drug Research Institute, Advanced Drug Delivery and Biomaterials, Belgium
Gagliardi, Mick;  University of Maastricht, Faculty of Health, Medicine and Life Science, Department of Physiology, the Netherlands
Daniel, Daniel G. M.;  University of Maastricht, Faculty of Health, Medicine and Life Science, Department of Physiology, the Netherlands
Lecomte, Philippe  ;  University of Liège (ULiège), Complex and Entangled Systems from Atoms to Materials (CESAM) Research Unit, Center for Education and Research on Macromolecules (CERM), Belgium
Jérôme, Christine  ;  University of Liège (ULiège), Complex and Entangled Systems from Atoms to Materials (CESAM) Research Unit, Center for Education and Research on Macromolecules (CERM), Belgium
Language :
English
Title :
Thiol-ene reaction: an efficient tool to design lipophilic polyphosphoesters for drug delivery systems
Publication date :
20 March 2021
Journal title :
Molecules
eISSN :
1420-3049
Publisher :
Multidisciplinary Digital Publishing Institute (MDPI), Switzerland
Volume :
26
Issue :
6
Pages :
1750
Peer reviewed :
Peer Reviewed verified by ORBi
Funders :
F.R.S.-FNRS - Fonds de la Recherche Scientifique [BE]
Interreg Euregio Meuse-Rhine IV-A in the frame of the "IN FLOW" and "BioMiMedics" projects
Available on ORBi :
since 22 March 2021

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