Macromolecular Design and Engineering of New Amphiphilic N-Vinylpyrrolidone Terpolymers for Biomedical Applications

Int J Mol Sci. 2023 Oct 14;24(20):15170. doi: 10.3390/ijms242015170.

Abstract

New amphiphilic VP-(di)methacrylate terpolymers of different monomer compositions and topologies have been synthesized by radical polymerization in toluene without any growth regulator of polymer chains. Their structures and properties in solid state and water solution were studied by double-detector size-exclusion chromatography; IR-, 1H, and 13C NMR-spectroscopy; DLS, TEM, TG, and DSC methods. The composition of the VP-AlkMA-TEGDM monomer mixture has been established to regulate the topology of the resulting macromolecules. The studied terpolymers presented on TEM images as individual low-contrast particles and their conglomerates of various sizes with highly ordered regions; in general, they are amorphous structures. None of the terpolymers demonstrated cytotoxic effects for noncancerous Vero and tumor HeLa cells. Hydrophobic D-α-tocopherol (TP) was encapsulated in terpolymer nanoparticles (NPs), and its antioxidant activity was evaluated by ABTS (radical monocation 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid)) or DPPH (2,2'-diphenyl-1-picrylhydrazyl) methods. The reaction efficiency depends on the TP-NP type. The IC50 values for the decolorization reaction of ABTS•+ and DPPH inhibition in the presence of initial and encapsulated TP were obtained.

Keywords: (di)methacrylates; D-α-tocopherol; N-vinylpyrrolidone; amphiphilic terpolymer; antiradical activity; branching agent; cytotoxicity; encapsulation; nanogel; radical polymerization.

MeSH terms

  • Antioxidants* / chemistry
  • Antioxidants* / pharmacology
  • HeLa Cells
  • Humans
  • Polymers* / chemistry

Substances

  • 2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid
  • N-vinyl-2-pyrrolidinone
  • Antioxidants
  • Polymers