Thiol-ene Reaction: An Efficient Tool to Design Lipophilic Polyphosphoesters for Drug Delivery Systems.
(2021) Molecules (Basel, Switzerland) — Vol. 26, n° 6, p. 1750 (2021)
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- Authors
Vanslambrouck, Stéphanie 
Jérôme, Christine
- Abstract
- Poly(ethylene glycol)--polyphosphoester (PEG--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--PPE amphiphilic copolymers. A PEG--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--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--PPE copolymers was achieved by performing cytotoxicity tests. The PEG--PPE derived by tocopherol was evidenced as particularly promising as delivery system of poorly water-soluble drugs.
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Citations
Vanslambrouck, S., Riva, R., Ucakar, B., Préat, V., Gagliardi, M., Molin, D. G. M., Lecomte, P., & Jérôme, C. (2021). Thiol-ene Reaction: An Efficient Tool to Design Lipophilic Polyphosphoesters for Drug Delivery Systems. Molecules (Basel, Switzerland), 26(6), 1750. https://doi.org/10.3390/molecules26061750 (Original work published 2021)