Water soluble PEGylated phenothiazines as valuable building blocks for bio-materials

Mater Sci Eng C Mater Biol Appl. 2020 Nov:116:111216. doi: 10.1016/j.msec.2020.111216. Epub 2020 Jun 20.

Abstract

The paper reports a series of three new PEGylated phenothiazine derivatives which keep the potential of valuable building blocks for preparing eco-materials addressed to a large realm of fields, from bio-medicine to opto-electronics. They were synthetized by connecting the hydrophilic poly(ethylene glycol) to the hydrophobic phenothiazine via an ether, ester, or amide linking group. The successful synthesis of the targeted polymers and their purity were demonstrated by NMR and FTIR spectroscopy methods. Their capacity to self-assembly in water was studied by DLS and UV-vis techniques and the particularities of the formed aggregates were investigated by fluorescence spectroscopy, SEM, AFM, POM and UV light microscopy. The biocompatibility was assessed on normal human dermal fibroblasts and human cervical cancer cells. The synthetized compounds showed the formation of luminescent aggregates and proved excellent biocompatibility on normal cells. In addition, a concentration dependent cytotoxicity against HeLa cancer cells was noticed for the PEGylated phenothiazine containing an ester unit.

Keywords: Aggregation induced emission; Antitumor activity; Biocompatibility; Luminescence; Phenothiazine; Poly(ethylene glycol).

MeSH terms

  • Humans
  • Hydrophobic and Hydrophilic Interactions
  • Phenothiazines / pharmacology
  • Polyethylene Glycols
  • Polymers*
  • Water*

Substances

  • Phenothiazines
  • Polymers
  • Water
  • Polyethylene Glycols