Acid-cleavable polymeric core–shell particles for delivery of hydrophobic drugs

Chan, Yannie; Bulmuş, Volga; Zareie, M. Hadi; Byrne, Frances L.; Barner, Leonie; Kavallaris, Maria

doi:10.1016/j.jconrel.2006.07.025

Cited by 89 publications

(73 citation statements)

References 42 publications

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“…For an efficient RAFT polymerization (Scheme 1, Fig. 3 22* [86] S S MA [54] AAEMA [87] MAEP [87] MMA [88,89] AEMA [90] DMAEMA [91] (TPMMA) [92] TFPMA [93] St [48,94,95] 277 [96] 278 [96] 392 [97,98] 345 [99] 348 [100] 347 [101] St [51] 364 [102] 365 [102] NVP [103] 385 [104] 386 [98] 387 [104] 388 [104] 389 [104] 390 [104] BA/ 407 [105] St/MAH [53] AAEMA-b-AEP [87] AAEMA-b-MAEP [87] MAEP-b-AAEMA [87] BMA/TMSEMA [106] TFPMA-b-tBA [93] St-b-NIPAM [95] St-b-HEMA/DMAEMA [86] 364-b-384 [102] 365-b-384 [102] 386-b-392 [97] 23* [107] S CN S DEGMA [108] EGMA [108] MAA [108] MMA [109] PEGMA …”

Section: Choice Of Raft Agentsmentioning

confidence: 99%

“…[516,517] Examples of this strategy in combination with RAFT polymerization include the synthesis of drug delivery vehicles involving use of an acid cleavable crosslinker 407 [105] or the biodegradable crosslinker 408 [142] (Fig. 7) and the synthesis of PSt star polymers with active ester groups on the periphery by making use of RAFT agent 133.…”

Section: Microgels and Nanoparticlesmentioning

confidence: 99%

“…Other substrates to which the 'grafting-from' approach has been applied include silicon wafers, [179,213,524] poly(silsesquioxane), [210,228] [105] 408 [142] (POSS), [350,360,361] indium-tin oxide (ITO) surfaces, [176] carbon nanotubes, [525] titania particles, [526,527] clay, [528][529][530] cadmium sulfide nanoparticles, [531] cellulose, [532][533][534][535] and PVDF membranes. [536] …”

Section: Grafting-from Processesmentioning

confidence: 99%

“…Hexanediol diacrylate [352] AA 211 Methylene-bis-acrylamide [397] BA 22 407 [105] St 39 Divinylbenzene/4VP [184] St 109 Divinylbenzene [284] St 133 Divinylbenzene [325] St St-b-NIPAM 61 Divinylbenzene [518] PEO 38 Divinylbenzene/S [180] PEO-b-DMAM PEO-b-DEAM PEO-b-DMAM-b-DEAM 138 Methylene-bis-acrylamide/DEAM [333] VAc 211 Divinyl adipate [388] A See footnote A of Table 3. B See footnote B of Table 3.…”

mentioning

confidence: 99%

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Living Radical Polymerization by the RAFT Process - A Second Update

Moad¹,

Rizzardo²,

Thang³

2009

Aust. J. Chem.

905

734

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This paper provides a second update to the review of reversible deactivation radical polymerization achieved with thiocarbonylthio compounds (ZC(=S)SR) by a mechanism of reversible addition-fragmentation chain transfer (RAFT) that was published in June 2005 (Aust. J. Chem. 2005, 58, 379-410). The first update was published in November 2006 (Aust. J. Chem. 2006, 59, 669-692). This review cites over 500 papers that appeared during the period mid-2006 to mid-2009 covering various aspects of RAFT polymerization ranging from reagent synthesis and properties, kinetics and mechanism of polymerization, novel polymer syntheses and a diverse range of applications. Significant developments have occurred, particularly in the areas of novel RAFT agents, techniques for end-group removal and transformation, the production of micro/nanoparticles and modified surfaces, and biopolymer conjugates both for therapeutic and diagnostic applications.

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Section: Choice Of Raft Agentsmentioning

confidence: 99%

Section: Microgels and Nanoparticlesmentioning

confidence: 99%

Section: Grafting-from Processesmentioning

confidence: 99%

mentioning

confidence: 99%

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Living Radical Polymerization by the RAFT Process - A Second Update

Moad¹,

Rizzardo²,

Thang³

2009

Aust. J. Chem.

905

734

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“…19 These factors can be used as triggers for disassociation of polycation and gene payload. Various chemical linkers responsive to different triggers have been designed, including acetals, [20][21][22] hydrazone bonds, [23][24][25][26] esters, 6 disulfides, [27][28][29][30][31][32][33] and matrix metalloproteinase substrate peptide-containing linkers.…”

Section: Introductionmentioning

confidence: 99%

Development of a reduction-sensitive diselenide-conjugated oligoethylenimine nanoparticulate system as a gene carrier

Gu¹

2012

IJN

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Background:The reduction-sensitive cationic polymer is a promising nonviral carrier for gene delivery. Until now, disulfide bonds have been the only golden standard for its design. The aim of this research was to develop a novel reduction-responsive cationic polymer as a gene carrier. Methods: Polycationic carriers were synthesized by addition of branched oligoethylenimine 800 Da (OEI 800 ) via an active ester containing diselenide bonds. Disulfide bonds cross-linked with OEI 800 -SS x and monoselenide bonds linked with OEI 800 -Se x were synthesized and compared. Their molecular weights and degradation properties were determined using gel permeation chromatography. Changes in particle size, morphology, and DNA binding were investigated by dynamic light scattering, transmission electron microscopy, and electrophoresis assay in a reduction environment. Cytotoxicity and transfection in vitro were evaluated in a murine melanoma cell line (B16F10) and a human cervical epithelial carcinoma cell line (HeLa), while intracellular degradation and dissociation with DNA were studied by confocal laser scanning microscopy with FITC-labeled OEI 800 derivatives and Cy5-labeled DNA. Results: Diselenide-conjugated OEI 800 (OEI 800 -SeSe x ) polymer carriers of high molecular weight were successfully synthesized. After compacting with DNA, the OEI 800 -SeSe x polymers formed nanoparticles with an average size of 140 nm at an adequate C/P ratio. OEI 800 -SeSe x showed reduction-responsive degradation properties similar to those of the OEI 800 -SS x via gel permeation chromatography, dynamic light scattering, and transmission electron microscopy. OEI 800 -SeSe x showed much lower cytotoxicity than PEI 25k , and significantly higher transfection efficiency than OEI 800 in both B16F10 and HeLa cells. Transfection of luciferase in the OEI 800 -SeSe x group was comparable with that of standard PEI 25k and traditional reduction-sensitive polymer OEI 800 -SS x groups. Furthermore, intracellular degradation of OEI 800 -SeSe x and dissociation with DNA were also confirmed by confocal laser scanning microscopy. Conclusion:The OEI 800 -SeSe x obtained was able to bind plasmid DNA efficiently to yield nanosized particles and had reduction sensitivity which is as efficient as that for OEI 800 -SS x . In vitro experiments confirmed its low cytotoxicity and high transfection ability. Diselenide bonds can be used as effective and novel reduction-sensitive linkages for gene delivery.

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