pH-Triggered Release of Gemcitabine from Polymer Coated Nanodiamonds Fabricated by RAFT Polymerization and Copper Free Click Chemistry

Lai, H; Lu, M; Lu, H; Stenzel, MH; Xiao, P

pH-Triggered Release of Gemcitabine from Polymer Coated Nanodiamonds Fabricated by RAFT Polymerization and Copper Free Click Chemistry

Lai, H Lu, M Lu, H

Stenzel, MH Xiao, P

Permalink

Publisher:: ROYAL SOC CHEMISTRY
Publication Type:: Journal Article
Citation:: Polymer Chemistry, 2016, 7, (40), pp. 6220-6230
Issue Date:: 2016

Closed Access

	Filename	Description	Size
	c6py01188h.pdf	Published version	3.42 MB	Adobe PDF	View/Open

Copyright Clearance Process

Recently Added
In Progress
Closed Access

This item is closed access and not available.

Full metadata record

Field	Value	Language
dc.contributor.author	Lai, H
dc.contributor.author	Lu, M
dc.contributor.author	Lu, H https://orcid.org/0000-0001-6932-1900
dc.contributor.author	Stenzel, MH
dc.contributor.author	Xiao, P
dc.date.accessioned	2022-08-21T22:05:23Z
dc.date.available	2022-08-21T22:05:23Z
dc.date.issued	2016
dc.identifier.citation	Polymer Chemistry, 2016, 7, (40), pp. 6220-6230
dc.identifier.issn	1759-9954
dc.identifier.issn	1759-9962
dc.identifier.uri	http://hdl.handle.net/10453/160626
dc.description.abstract	Prodrug (gemcitabine)-based polymer coated nanodiamonds (NDs) were fabricated by grafting onto method and strain-promoted alkyne-azide cycloaddition (SPAAC) click chemistry. The polymers were synthesized by polymerization of a gemcitabine prodrug monomer and oligoethylene glycol methyl ether acrylate (OEGMEA) using a dibenzocyclooctyne (DBCO) containing reversible addition-fragmentation transfer (RAFT) agent. The covalent conjugation between the polymers and surface groups was carried out through an efficient approach by copper free click chemistry. The resulting NDs were found to release the drug in its active form much faster in acidic environment than in physiological condition. The composition of the polymer shell and the coating modality significantly influence the IC50 values of the obtained NDs for AsPC-1 cells. Specifically, with the NDs coated with copolymers containing higher OEGMEA content displaying comparable IC50 as free gemcitabine, whereas NDs coated with lower fraction of OEGMEA result in higher IC50 values.
dc.language	English
dc.publisher	ROYAL SOC CHEMISTRY
dc.relation.ispartof	Polymer Chemistry
dc.relation.isbasedon	10.1039/c6py01188h
dc.rights	info:eu-repo/semantics/closedAccess
dc.subject	0303 Macromolecular and Materials Chemistry, 0307 Theoretical and Computational Chemistry
dc.title	pH-Triggered Release of Gemcitabine from Polymer Coated Nanodiamonds Fabricated by RAFT Polymerization and Copper Free Click Chemistry
dc.type	Journal Article
utslib.citation.volume	7
utslib.for	0303 Macromolecular and Materials Chemistry
utslib.for	0307 Theoretical and Computational Chemistry
pubs.organisational-group	/University of Technology Sydney
pubs.organisational-group	/University of Technology Sydney/Faculty of Engineering and Information Technology
pubs.organisational-group	/University of Technology Sydney/Faculty of Engineering and Information Technology/School of Biomedical Engineering
pubs.organisational-group	/University of Technology Sydney/Strength - IBMD - Initiative for Biomedical Devices
utslib.copyright.status	closed_access	*
dc.date.updated	2022-08-21T22:05:20Z
pubs.issue	40
pubs.publication-status	Published
pubs.volume	7
utslib.citation.issue	40

Abstract:

Prodrug (gemcitabine)-based polymer coated nanodiamonds (NDs) were fabricated by grafting onto method and strain-promoted alkyne-azide cycloaddition (SPAAC) click chemistry. The polymers were synthesized by polymerization of a gemcitabine prodrug monomer and oligoethylene glycol methyl ether acrylate (OEGMEA) using a dibenzocyclooctyne (DBCO) containing reversible addition-fragmentation transfer (RAFT) agent. The covalent conjugation between the polymers and surface groups was carried out through an efficient approach by copper free click chemistry. The resulting NDs were found to release the drug in its active form much faster in acidic environment than in physiological condition. The composition of the polymer shell and the coating modality significantly influence the IC50 values of the obtained NDs for AsPC-1 cells. Specifically, with the NDs coated with copolymers containing higher OEGMEA content displaying comparable IC50 as free gemcitabine, whereas NDs coated with lower fraction of OEGMEA result in higher IC50 values.

Please use this identifier to cite or link to this item:

http://hdl.handle.net/10453/160626