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Diselenide Linkage Containing Triblock Copolymer Nanoparticles Based on Bi(methoxyl Poly(ethylene glycol))-poly(ε-carprolactone): Selective Intracellular Drug Delivery in Cancer Cells

Diselenide Linkage Containing Triblock Copolymer Nanoparticles Based on Bi(methoxyl Poly(ethylene glycol))-poly(ε-carprolactone): Selective Intracellular Drug Delivery in Cancer Cells

Balkew Zewge Hailemeskel, Wei-Hsin Hsu, Kefyalew Dagnew Addisu, Abegaz Tizazu Andrgie, Hsiao-Ying Chou, Juin-Yih Lai, Hsieh-Chih Tsai

Mater Sci Eng C Mater Biol Appl. 2019 Oct;103:109803.

PMID: 31349440

Abstract:

Redox-responsive diselenide bond containing triblock copolymer Bi(mPEG-SeSe)-PCL,Bi(mPEG-SeSe)-PCL was developed for specific drug release in cancer cells. Initially, ditosylated polycaprolactone was prepared via the reaction between polycaprolactone diol (PCL-diol) and tosyl chloride (TsCl). Next, Bi(mPEG-SeSe)-PCL was synthesized via the reaction between ditosylated polycaprolactone and sodium diselenide initiated poly (ethylene glycol) methyl ether tosylate. The synthesized amphiphilic triblock copolymer could self-assemble into uniform nanoparticles in aqueous medium and disassemble upon redox stimuli. The Bi(mPEG-SeSe)-PCL nanoparticles showed a DOX loading content of 5.1 wt% and a loading efficiency of 49%. In vitro drug release studies showed that about 62.4% and 56% of DOX was released from the nanoparticles during 72 h at 37 °C in PBS containing 2 mg/mL (6 mM) GSH and 0.1% H2O2, respectively, whereas only about 30% of DOX was released in PBS under the same conditions. The cell viability (MTT assays) results showed that the synthesized material was biocompatible with above 90% cell viability, and that the DOX-loaded Bi(mPEG-SeSe)-PCL nanoparticles had a high antitumor activity against HeLa cells and low antitumor activity against HaCaT cells, following a 24-h incubation period. Three-dimensional (3D) spheroids of HeLa cells were established for the evaluation of localization of the DOX-loaded nanoparticles into spheroids cells and the successfully inhibition of 3D tumor spheroid growth. The results indicated that the synthesized material Bi(mPEG-SeSe)-PCL was biocompatible and it could be a potential candidate for anticancer drug delivery system.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP58320733	Poly(ethylene glycol) methyl ether tosylate		58320-73-3	Price

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