Fluorinated PLGA Nanoparticles for Enhanced Drug Encapsulation and F NMR Detection.

Giulia Neri, Giuliana Mion, Andrea Pizzi, Wanda Celentano, Linda Chaabane, Michele R Chierotti, Roberto Gobetto, Min Li, Piergiorgio Messa, Floryan De Campo, Francesco Cellesi, Pierangelo Metrangolo, Francesca Baldelli Bombelli

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 2021;26(44):10057-10063

PMID: 32515857

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Abstract

In the continuous search for multimodal systems with combined diagnostic and therapeutic functions, several efforts have been made to develop multifunctional drug delivery systems. In this work, through a covalent approach, a new class of fluorinated poly(lactic-co-glycolic acid) co-polymers (F-PLGA) were designed that contain an increasing number of magnetically equivalent fluorine atoms. In particular, two novel compounds, F -PLGA and F -PLGA, were synthesized and their chemical structure and thermal stability were analyzed by solution NMR, DSC, and TGA. The obtained F-PLGA compounds were proven to form in aqueous solution colloidal stable nanoparticles (NPs) displaying a strong F NMR signal. The fluorinated NPs also showed an enhanced ability to load hydrophobic drugs containing fluorine atoms compared to analogous pristine PLGA NPs. Preliminary in vitro studies showed high cell viability and the NP ability to intracellularly deliver and release a functioning drug.

Address: Laboratory of Supramolecular and Bio-Nanomaterials (SupraBioNanoLab), Department of Chemistry, Materials, and Chemical Engineering "Giulio Natta", Politecnico di Milano, V. Luigi Mancinelli, 20131, Milan, Italy.; Department of Chemical, Biological, Pharmaceutical and Environmental Sciences, University of Messina, V.le F. Stagno d'Alcontres, 31, 98166, Messina, Italy.; Laboratory of Supramolecular and Bio-Nanomaterials (SupraBioNanoLab), Department of Chemistry, Materials, and Chemical Engineering "Giulio Natta", Politecnico di Milano, V. Luigi Mancinelli, 20131, Milan, Italy.; Department of Chemistry, Materials, and Chemical Engineering "Giulio Natta", Politecnico di Milano, V. Luigi Mancinelli, 20131, Milan, Italy.; Institute of Experimental Neurology (INSPE) and Experimental Imaging, Center (CIS), IRCCS San Raffaele Hospital, V. Olgettina, 60, 20132, Milan, Italy.; Department of Chemistry and NIS Centre, Università di Torino, V. Pietro Giuria, 7, 10125, Turin, Italy.; Renal Research Laboratory, Fondazione IRCCS Ca" Granda Ospedale Maggiore Policlinico, V. Francesco Sforza, 35, 20122, Milan, Italy.; Solvay Specialty Polymers, V. Lombardia, 20, Bollate, 20021, Milan, Italy.

DOI: 10.1002/chem.202002078

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MeSH Terms: Cell Line, Drug Carriers, Fluorine, Humans, Magnetic Resonance Spectroscopy, Nanoparticles, Polylactic Acid-Polyglycolic Acid Copolymer