Biotinylated N-palmitoyl chitosan for design of drug loaded self-assembled nanocarriers

[Display omitted] •N-palmitoyl chitosan is biofunctionalized with biotin, via carbodiimide chemistry.•Biotinylated N-palmitoyl chitosan is able to self-assemble as nanocarriers.•Chemotherapeutic agents are entrapped simultaneously with nanocarrier generation.•Nanoparticles exhibit a pH-dependent rel...

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Veröffentlicht in:European polymer journal 2016-08, Vol.81, p.284-294
Hauptverfasser: Balan, Vera, Redinciuc, Valentina, Tudorachi, Nita, Verestiuc, Liliana
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Sprache:eng
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Zusammenfassung:[Display omitted] •N-palmitoyl chitosan is biofunctionalized with biotin, via carbodiimide chemistry.•Biotinylated N-palmitoyl chitosan is able to self-assemble as nanocarriers.•Chemotherapeutic agents are entrapped simultaneously with nanocarrier generation.•Nanoparticles exhibit a pH-dependent release profile, biodegradability and hemocompatibility. Owing to its remarkable properties, biotin has been proposed as a very active targeting molecule in anti-cancer formulations. In this study, biotinylated N-palmitoyl chitosan has been prepared and investigated as suitable polymeric derivative for preparation of docetaxel self-assembled nanocarriers with applications in breast cancer treatment. Biotinylated N-palmitoyl chitosan has been obtained through the reaction of N-palmitoyl chitosan with biotin, via carbodiimide chemistry; its structure has been confirmed by FT-IR, 1H NMR spectroscopy and thermal analyses. The self-aggregation behaviour of the polymer in aqueous was determined using fluorescence spectroscopy. Docetaxel loaded self-assembled nanoparticles based on biotinylated N-palmitoyl chitosan, prepared by combining the dialysis method with ultrasonication, were nearly spherical in shape, with narrow size distribution, in the range of 300–400nm and positive charged. Nanoparticles exhibited a good drug loading ability and a pH-dependent release profile of drug, susceptibility to biodegradation and hemocompatibility, properties which can be exploited in drug delivery applications.
ISSN:0014-3057
1873-1945
DOI:10.1016/j.eurpolymj.2016.06.014