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Nanomaterials (Basel). 2018 Jul 25;8(8). pii: E567. doi: 10.3390/nano8080567.

Micellar Iron Oxide Nanoparticles Coated with Anti-Tumor Glycosides.

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UMR CNRS 7266 LIENSs, Approches Moléculaires Environnement-Santé Environnement (AMES), Avenue Michel Crepeau, Université de La Rochelle, 86073 La Rochelle, France.
Department of Biological Engineering, Massachussetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, MA 02139, USA.
Faculty of Experimental Sciences, Francisco de Vitoria University (UFV), Ctra. Pozuelo-Majadahonda Km 1.800, Pozuelo de Alarcón, 28223 Madrid, Spain.
Hospital Nacional de Parapléjicos, SESCAM, Finca la Peraleda s/n, 45004 Toledo, Spain.
Hospital Nacional de Parapléjicos, SESCAM, Finca la Peraleda s/n, 45004 Toledo, Spain.
Instituto Cajal, CSIC, Avda. Doctor Arce 37, 28002 Madrid, Spain.
Advanced Imaging Unit, Centro Nacional de Investigaciones Cardiovasculares Carlos III (CNIC), 28029 Madrid, Spain.
Instituto de Química Orgánica General, CSIC, Juan de la Cierva, 3, 28006 Madrid, Spain.
CIC biomaGUNE and Ciber de Enfermedades Respiratorias, Parque Científico y Tecnológico de Gipuzkoa, Paseo Miramón 182, 20014 Donostia/San Sebastián, Gipuzkoa, Spain.
CIBER de Enfermedades Respiratorias (CIBERES), 28029 Madrid, Spain.


The synthesis procedure of nanoparticles based on thermal degradation produces organic solvent dispersible iron oxide nanoparticles (OA-IONP) with oleic acid coating and unique physicochemical properties of the core. Some glycosides with hydrophilic sugar moieties bound to oleyl hydrophobic chains have antimitotic activity on cancer cells but reduced in vivo applications because of the intrinsic low solubility in physiological media, and are prone to enzymatic hydrolysis. In this manuscript, we have synthetized and characterized OA-IONP-based micelles encapsulated within amphiphilic bioactive glycosides. The glycoside-coated IONP micelles were tested as Magnetic Resonance Imaging (MRI) contrast agents as well as antimitotics on rat glioma (C6) and human lung carcinoma (A549) cell lines. Micelle antimitotic activity was compared with the activity of the corresponding free glycosides. In general, all OA-IONP-based micellar formulations of these glycosides maintained their anti-tumor effects, and, in one case, showed an unusual therapeutic improvement. Finally, the micelles presented optimal relaxometric properties for their use as T2-weighed MRI contrast agents. Our results suggest that these bioactive hydrophilic nano-formulations are theranostic agents with synergistic properties obtained from two entities, which separately are not ready for in vivo applications, and strengthen the possibility of using biomolecules as both a coating for OA-IONP micellar stabilization and as drugs for therapy.


antitumoral; glycoside; iron oxide nanoparticles; nanomicelles

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