NDLI: Fabrication of biodegradable micelles with reduction-triggered release of 6-mercaptopurine profile based on disulfide-linked graft copolymer conjugate.

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Fabrication of biodegradable micelles with reduction-triggered release of 6-mercaptopurine profile based on disulfide-linked graft copolymer conjugate.

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Zhang, Xuzhu Du, Fang Huang, Jin Lu, Wei Liu, Shiyuan Yu, Jiahui
Description	Author Affiliation: Zhang X ( Institute of Drug Discovery and Development, Institutes for Advanced Interdisciplinary Research, East China Normal University, Shanghai, PR China.)
Abstract	This research is aimed to develop a biodegradable micelle delivery system with sheddable poly (ethylene glycol) shell to achieve the reduction-triggered intracellular sustained release of 6-mercaptopurine (6-MP) and decreased toxicity. Firstly, the amino-disulfide linked poly (ethylene glycol) monomethyl ether (mPEG-SS-NH(2)) was synthesized by the amidation reaction between cystamine and active ester of mPEG and p-nitrophenyl chloroformate (p-NPC) (mPEG-NPC). And then, the five-member rings in poly (l-succinimide) (PSI) were successively opened by mPEG-SS-NH(2) and 2-(pyridyldithio)-ethylamine (PDA) to produce the graft copolymer of mPEG-SS-NH-graft-PAsp-PDA. To avoid the drug initial burst, 6-MP was covalently conjugated with mPEG-SS-NH-graft-PAsp-PDA by thoil-disulfide exchange reaction to give the resultant product mPEG-SS-NH-graft-PAsp-MP. The product was found to form spherical micelles in aqueous media because of its amphiphilic nature with average particle size of 160 nm measured by dynamic light scattering (DLS). It was found that the mPEG-SS-NH-graft-PAsp-MP micelles, though stable in phosphate buffer solution (PBS), were prone to aggregation in the presence of dithiothreitol (DTT). The in vitro drug release studies revealed the release of 6-MP were distinct from the conventional micelles whose drugs loaded by physical encapsulation. Sustained release profile of 6-MP over 85 h was found in the presence of DTT (40 mM) simulating the intracellular condition while minimal drug release was observed within 24h at the level of DTT corresponding to extracellular environment. Remarkably, the cell viability results showed there was essential decrease of cytotoxicity to HL-60 cell line compared to free 6-MP.
File Format	HTM / HTML
ISSN	09277765
Volume Number	100
e-ISSN	18734367
Journal	Colloids and Surfaces B: Biointerfaces
Language	English
Publisher	Elsevier
Publisher Date	2012-12-01
Publisher Place	Netherlands
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Discipline Chemistry 6-mercaptopurine Analogs & Derivatives Chemistry Antimetabolites, Antineoplastic Biocompatible Materials Chemical Synthesis Delayed-action Preparations Drug Carriers Peptides Prodrugs Pharmacology Cell Line Cell Survival Drug Effects Disulfides Dithiothreitol Drug Compounding Freeze Drying Humans Hydrophobic And Hydrophilic Interactions Kinetics Micelles Oxidation-reduction Polyethylene Glycols Solubility Water Journal Article Research Support, Non-u.s. Gov't
Content Type	Text
Resource Type	Article
Subject	Colloid and Surface Chemistry Medicine Physical and Theoretical Chemistry Surfaces and Interfaces Biotechnology

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