Journal
CHEMISTRYSELECT
Volume 3, Issue 38, Pages 10821-10830Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.201802318
Keywords
cyclodextrins; drug delivery; graphene; nanoparticles; synthesis design
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Funding
- National Science Centre (Poland) [2016/21/N/ST5/00864]
- National Science Centre (Poland) through ETIUDA Scholarhip [2018/28/T/ST5/00018]
- Warsaw University of Technology
- Foundation for Polish Science
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The theranostic probe based on carbon-encapsulated iron nanoparticles (CEINs) is presented. First, the conjugates of CEINs and polyethylenimine (PEI) were obtained to modify the surface of CEINs with amino groups. It was archived either by means of direct radical addition of PEI to CEINs (CEINs-NH-PEI material) or the amidation-type reaction between CEINs similar to COOH and the polymer (CEINs similar to CONH-PEI material obtained). beta-Cyclodextrin (CD) was selected as the drug delivery vector beta CD was covalently anchored to the PEI-functionalized CEINs via the 1,1'-carbonyldiimidazole-mediated reaction. The synthesis included the conjugation of folic acid (FA; targeting ligand) to CEINs via the carbodiimide-mediated amidation-type process. The innovative method for excluding a side process of the FA@beta CD complex formation during the FA conjugation to PEI, was developed. 5-Fluorouracil (5-FU) was chosen as the representative drug molecule. 5-FU was anchored to the CEINs similar to PEI similar to beta CD similar to FA nanoplatforms employing the host-guest chemistry of beta CD. The success of the reactions was confirmed by infrared spectroscopy and thermogravimetry. The content of anchored organic compounds depends on the type of linkage between PEI and CEINs. Additionally, 5-FU release profile was examined at various pH. The highest release of 5-FU was observed at pH9.0, whilst the lowest at pH4.7. This work sheds a new light on application of carbon-encapsulated iron nanoparticles in nanomedicine as the novel drug delivery theranostic systems.
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