Star-Shaped Poly(furfuryl glycidyl ether)-Block-Poly(glyceryl glycerol ether) as an Efficient Agent for the Enhancement of Nifuratel Solubility and for the Formation of Injectable and Self-Healable Hydrogel Platforms for the Gynaecological Therapies

Int J Mol Sci. 2021 Aug 4;22(16):8386. doi: 10.3390/ijms22168386.

Abstract

In this paper, we present novel well-defined unimolecular micelles constructed a on poly(furfuryl glycidyl ether) core and highly hydrophilic poly(glyceryl glycerol ether) shell, PFGE-b-PGGE. The copolymer was synthesized via anionic ring-opening polymerization of furfuryl glycidyl ether and (1,2-isopropylidene glyceryl) glycidyl ether, respectively. MTT assay revealed that the copolymer is non-cytotoxic against human cervical cancer endothelial (HeLa) cells. The copolymer thanks to furan moieties in its core is capable of encapsulation of nifuratel, a hydrophobic nitrofuran derivative, which is a drug applied in the gynaecology therapies that shows a broad antimicroorganism spectrum. The study shows high loading capacity of the copolymer, i.e., 146 mg of nifuratel per 1 g of copolymer. The load unimolecular micelles were characterized using DLS and TEM microscopy and compared with the reference glyceryl glycerol ether homopolymer sample. The presence of numerous 1,2-diol moieties in the shell of PFGE-b-PGG macromolecules enabled the formation of reversible cross-links with 2-acrylamidephenylboronic acid-based polyacrylamide. The obtained hydrogels were both injectable and self-healable, which was confirmed with a rheological study.

Keywords: Trichomonas infections; candidiasis; drug delivery system; hydrophobic drug; nifuratel; poly(furfuryl glycidyl ether); poly(glyceryl glycerol ether); unimolecular copolymer micelle; vulvovaginitis.

MeSH terms

  • Antifungal Agents / administration & dosage
  • Antifungal Agents / chemistry*
  • Antitrichomonal Agents / administration & dosage
  • Antitrichomonal Agents / chemistry*
  • Epoxy Compounds / chemistry*
  • Excipients / chemistry
  • Furans / chemistry*
  • Glycerol / chemistry*
  • Glyceryl Ethers / chemistry
  • Hydrogels / chemistry*
  • Injections
  • Nifuratel / administration & dosage
  • Nifuratel / chemistry*
  • Polymers / chemistry*
  • Solubility

Substances

  • Antifungal Agents
  • Antitrichomonal Agents
  • Epoxy Compounds
  • Excipients
  • Furans
  • Glyceryl Ethers
  • Hydrogels
  • Polymers
  • furfuryl glycidyl ether
  • polyglycerol
  • Glycerol
  • Nifuratel