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Retinol-Containing Graft Copolymers for Delivery of Skin-Curing Agents

1
Department of Physical Chemistry and Technology of Polymers, Faculty of Chemistry, Silesian University of Technology, 44-100 Gliwice, Poland
2
Department of Chemical Organic Technology and Petrochemistry, Faculty of Chemistry, Silesian University of Technology, 44-100 Gliwice, Poland
*
Author to whom correspondence should be addressed.
Pharmaceutics 2019, 11(8), 378; https://doi.org/10.3390/pharmaceutics11080378
Received: 28 June 2019 / Revised: 24 July 2019 / Accepted: 25 July 2019 / Published: 2 August 2019
(This article belongs to the Special Issue Functional Polymers for Controlled Drug Release)
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Abstract

The new polymeric systems for delivery in cosmetology applications were prepared using self-assembling amphiphilic graft copolymers. The synthesis based on “click” chemistry reaction included grafting of azide-functionalized polyethylene glycol (PEG-N3) onto multifunctional polymethacrylates containing alkyne units. The latter ones were obtained via atom transfer radical polymerization (ATRP) of alkyne-functionalized monomers, e.g., ester of hexynoic acid and 2-hydroxyethyl methacrylate (AlHEMA) with methyl methacrylate (MMA), using bromoester-modified retinol (RETBr) as the initiator. Varying the content of alkyne moieties adjusted by initial monomer ratios of AlHEMA/MMA was advantageous for the achievement of a well-defined grafting degree. The designed amphiphilic graft copolymers P((HEMA-graft-PEG)-co-MMA), showing tendency to micellization in aqueous solution at room temperature, were encapsulated with arbutin (ARB) or vitamin C (VitC) with high efficiencies (>50%). In vitro experiments carried out in the phosphate-buffered saline solution (PBS) at pH 7.4 indicated the maximum release of ARB after at least 20 min and VitC within 10 min. The fast release of the selected antioxidants and skin-lightening agents by these micellar systems is satisfactory for applications in cosmetology, where they can be used as the components of masks, creams, and wraps. View Full-Text
Keywords: retinol; “click” chemistry; alkyne–azide reaction; ATRP; graft copolymers; amphiphilic copolymers; micellar carriers retinol; “click” chemistry; alkyne–azide reaction; ATRP; graft copolymers; amphiphilic copolymers; micellar carriers
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Odrobińska, J.; Niesyto, K.; Erfurt, K.; Siewniak, A.; Mielańczyk, A.; Neugebauer, D. Retinol-Containing Graft Copolymers for Delivery of Skin-Curing Agents. Pharmaceutics 2019, 11, 378.

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