Shell cross-linking of cyclodextrin-based micelles via supramolecular chemistry for the delivery of drugs.
A block copolymer based on poly(N-isopropyl acrylamide) (PNIPAAm) and a block with a statistical distribution of poly(2-hydroxyethyl acrylate) (PHEA) and repeating unit with carrying β-cyclodextrin was prepared via reversible addition-fragmentation chain transfer (RAFT) polymerization and click reaction. Addition of poly(2-hydroxyethyl acrylate-s-adamantylmethyl acrylate) P(HEA(17) -s-AdMA(7) ) above the LCST of the block copolymer led to capture of the micelle structure of 36 nm against disassembly. The drug- (albendazole) loaded supramolecular assembly, which was fixed via host-guest complexation between β-cyclodextrin and adamantane, was then tested as a drug carrier. Cell viability studies using human ovarian carcinoma cell line (OVCAR-3) cell lines show a higher toxicity of the shell cross-linked micelle compared with the free block copolymer.
Center for Advanced Macromolecular Design (CAMD), School of Chemical Engineering, University of New South Wales, Sydney, NSW 2052, Australia.
Firdaus
F
Yhaya
Sandra
S
Binauld
Yoseop
Y
Kim
Martina H
MH
Stenzel
D000178:Acrylamides / Q000737:chemistry; D015766:Albendazole / Q000737:chemistry* / Q000494:pharmacology; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D003432:Cross-Linking Reagents / Q000737:chemistry; D004337:Drug Carriers / Q000737:chemistry*; D016503:Drug Delivery Systems / Q000295:instrumentation / Q000379:methods*; D006801:Humans; D008823:Micelles; D058105:Polymerization; D011108:Polymers / Q000138:chemical synthesis / Q000737:chemistry*; D047392:beta-Cyclodextrins / Q000737:chemistry*
D000178:Acrylamides; D003432:Cross-Linking Reagents; D004337:Drug Carriers; D008823:Micelles; D011108:Polymers; D047392:beta-Cyclodextrins; C067295:N-isopropylacrylamide; D015766:Albendazole