Hartlieb, Matthias, Floyd, Thomas, Cook, Alexander B., Sanchez-Cano, Carlos, Catrouillet, Sylvain, Burns, James A. and Perrier, Sébastien (2017) Well-defined hyperstar copolymers based on a thiol–yne hyperbranched core and a poly(2-oxazoline) shell for biomedical applications. Polymer Chemistry, 8 (13). pp. 2041-2054. doi:10.1039/C7PY00303J ISSN 1759-9954.

Preview

PDF WRAP_ch-170317-wrap_-polym_chem_revised.pdf - Accepted Version - Requires a PDF viewer. Download (3949Kb) | Preview

Request Changes to record.

Abstract

Well defined ‘hyperstar’ copolymers were synthesized by combining hyperbranched polymers produced by thiol–yne chemistry with poly(oxazoline)s. The hyperbranched core was prepared using an AB2 monomer and a trifunctional alkene, applying a monomer feeding approach. The degree of branching was high (0.9) while maintaining low dispersities (1.3). Poly(2-ethyl-2-oxazoline) (PEtOx) functionalized with a thiol end group was coupled to the surface of the hyperbranched structure accessing terminal alkyne units. PEtOx-SH was produced by the termination of the living polymerization with ethyl xanthate and subsequent conversion to thiol under alkaline conditions. The degree of polymerization was varied producing PEtOx with 23 or 42 repeating units, respectively with a dispersity of around 1.1. After conjugation of the polymer arms, hyperstar copolymers were characterized by SEC, NMR spectroscopy, light scattering, and AFM. The polymers were able to encapsulate the hydrophobic dye Nile red within the core of the structure with loading efficiencies between 0.3 and 0.9 wt%. Cytotoxicity of the hyperstars was assessed using A2780 human ovarian carcinoma cells resulting in IC50 values of around 0.7 mg ml−1. Successful internalization and colocalization with lysosomal compartments was observed by confocal microscopy studies.

Item Type:	Journal Article
Subjects:	Q Science > QD Chemistry R Medicine > RS Pharmacy and materia medica
Divisions:	Faculty of Science, Engineering and Medicine > Science > Chemistry
Library of Congress Subject Headings (LCSH):	Copolymers -- Synthesis, Polymerization, Thiols , Polymeric drug delivery systems
Journal or Publication Title:	Polymer Chemistry
Publisher:	Royal Society of Chemistry
ISSN:	1759-9954
Official Date:	4 April 2017
Dates:	Date Event 4 April 2017 Published 7 March 2017 Available 6 March 2017 Accepted 22 February 2017 Submitted
Volume:	8
Number:	13
Page Range:	pp. 2041-2054
DOI:	10.1039/C7PY00303J
Status:	Peer Reviewed
Publication Status:	Published
Access rights to Published version:	Restricted or Subscription Access
Date of first compliant deposit:	20 March 2017
Date of first compliant Open Access:	7 March 2018
Funder:	Deutsche Forschungsgemeinschaft (DFG), Royal Society (Great Britain). Wolfson Research Merit Award (RSWRMA), Monash-Warwick Alliance, Syngenta UK (Firm), Cancer Research UK (CRUK)
Grant number:	GZ:HA7725/1-1 (DFG), WM130055 (RSWRMA), C53561/A19933 (CRUK)

Request changes or add full text files to a record

Repository staff actions (login required)

View Item

Downloads