Bio-inspired amphiphilic block-copolymers based on synthetic glycopolymer and poly(Amino acid) as potential drug delivery systems

Mariia Levit, Natalia Zashikhina, Alena Vdovchenko, Anatoliy Dobrodumov, Natalya Zakharova, Anna Kashina , Eckart Rühl, Antonina Lavrentieva , Thomas Scheper , Tatiana Tennikova, Evgenia Korzhikova-Vlakh

Research output: Contribution to journalArticlepeer-review

7 Scopus citations

Abstract

In this work, a method to prepare hybrid amphiphilic block copolymers consisting of biocompatible synthetic glycopolymer with non-degradable backbone and biodegradable poly(amino acid) (PAA) was developed. The glycopolymer, poly(2-deoxy-2-methacrylamido-D-glucose) (PMAG), was synthesized via reversible addition-fragmentation chain transfer (RAFT) polymerization. Two methods for modifying the terminal dithiobenzoate-group of PMAG was investigated to obtain the macroinitiator bearing a primary aliphatic amino group, which is required for ring-opening polymerization of N-carboxyanhydrides of hydrophobic α-amino acids. The synthesized amphiphilic block copolymers were carefully analyzed using a set of different physico-chemical methods to establish their composition and molecular weight. The developed amphiphilic copolymers tended to self-assemble in nanoparticles of different morphology that depended on the nature of the hydrophobic amino acid present in the copolymer. The hydrodynamic diameter, morphology, and cytotoxicity of polymer particles based on PMAG-b-PAA were evaluated using dynamic light scattering (DLS) and transmission electron microscopy (TEM), as well as CellTiter-Blue (CTB) assay, respectively. The redox-responsive properties of nanoparticles were evaluated in the presence of glutathione taken at different concentrations. Moreover, the encapsulation of paclitaxel into PMAG-b-PAA particles and their cytotoxicity on human lung carcinoma cells (A549) and human breast adenocarcinoma cells (MCF-7) were studied.

Original languageEnglish
Article number183
Pages (from-to)1-27
Number of pages27
JournalPolymers
Volume12
Issue number1
DOIs
StatePublished - Jan 2020

Scopus subject areas

  • Chemistry(all)
  • Polymers and Plastics

Keywords

  • Amphiphilic block copolymers
  • Drug delivery systems
  • Modification of terminal groups
  • Nanoparticles
  • Paclitaxel
  • Poly(amino acids)
  • Redox-responsive systems
  • Synthetic glycopolymers

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