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Polymerization kinetics, oxidation-responsiveness, and the in vitro anticancer efficacy of poly(ester-thioether)s

Abstract

Biodegradable and stimuli-responsive polymers have been widely explored for their great potentials in various biomedical applications. Here, biodegradable and oxidation-responsive poly(ester-thioether)s with different backbones were prepared by polymerization of dithiols and diacrylates. Two isomeric dithiol monomers, 2,3-dimercaptobutane (DMB) and 1,4-butanedithiol (BDT), were employed to synthesize poly(ester-thioether)s in the presence of 1,6-hexanediol diacrylate (HDA). The polymerization and oxidation kinetics of poly(ester-thioether)s were found to be controllable by tuning the polymer backbones, which were prepared by different monomers. The polymerization kinetics demonstrated that BDT showed faster polymerization rate than DMB due to the less steric effects. Poly(ester-thioether)s PHBD and PHDM, which were respectively prepared from BDT and DMB with HDA, showed the fastest and slowest oxidation-responsiveness both in THF solution and in the form of polymer films. Finally, the potential application of poly(ester-thioether)s as drug vehicles for anticancer therapy was verified by using doxorubicin (DOX) as a model drug. The DOX-loaded micelle DOX/mPEG-PHBD showed much faster H2O2-responsive drug release and better anticancer efficacy on both MCF-7 and 4T1 cells due to the higher sensitivity to H2O2 of PHBD.

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Publication details

The article was received on 12 Nov 2018, accepted on 09 Jan 2019 and first published on 10 Jan 2019


Article type: Paper
DOI: 10.1039/C8TB02980F
Citation: J. Mater. Chem. B, 2019, Accepted Manuscript
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    Polymerization kinetics, oxidation-responsiveness, and the in vitro anticancer efficacy of poly(ester-thioether)s

    F. Cheng, T. Su, K. Luo, Y. Pu and B. He, J. Mater. Chem. B, 2019, Accepted Manuscript , DOI: 10.1039/C8TB02980F

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