Synthesis of Vectorized Nanoparticles Based on a Copolymer of N-Vinyl-2-Pyrrolidone with Allyl Glycidyl Ether and a Carbohydrate Vector

Abstract

A method was developed for the conjugation of aminopropyl spacer-bearing carbohydrates with epoxy groups on the crown of nanoparticles consisting of a copolymer of N-vinyl-2-pyrrolidone and allyl glycidyl ether in basic buffer, opening prospects for the design of vectorized nanocomposite drug forms. A conjugate of the above copolymer and trisaccharide A, a synthetic blood group antigen, was synthesized. Meglumine was used to bind any unreacted epoxide groups of the allyl glycidyl fragment. One- and two-dimensional NMR spectroscopy showed quantitative opening of the epoxide ring as a result of carbohydrate immobilization. By integrating the characteristic signals in the 1H NMR spectrum, we determined the molar ratio of the immobilized vector and meglumine, as well as the composition and number-average molecular weight of the carrier copolymer. The results obtained point to the interesting possibilities in the further study of the polymer–carbohydrate ligand system as a platform for the development of several drug carriers and theranostics based on them.