Methacrylamide Polymers with Hydrolysis-Sensitive Cationic Side Groups as Degradable Gene Carriers

Luten, Jordy; Akeroyd, Niels; Funhoff, Arjen M.; Lok, M.C.; Talsma, H.; Hennink, Wim E.

doi:10.1021/bc060068p

Cited by 66 publications

(58 citation statements)

References 34 publications

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“…30 A dry round-bottom flask was filled with 1,1 0 -carbonyldiimidazole (CDI) (6.84 g, 45.0 mmol) and 40 mL of dichloromethane. DEAE (3.03 g, 25.0 mmol) was added dropwise over a period of 15 min to the suspension of CDI in dichloromethane.…”

Section: Synthesis Of Activated Alcohol Deae-cimentioning

confidence: 99%

Temperature and pH dual‐sensitive polyaspartamide derivatives for antitumor drug delivery

Zhang

et al. 2015

J. Polym. Sci. Part A: Polym. Chem.

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The pH-sensitive tertiary amino groups were introduced to synthesize temperature and pH dual-sensitive degradable polyaspartamide derivatives (phe/DEAE-g-PHPA) containing pendant aromatic structures and ionizable tertiary amino groups. The thermo/pH-responsive behavior of phe/ DEAE-g-PHPA polymer can be tuned by adjusting the graft copolymer composition. Due to the pH sensitivity of the phe/ DEAE-g-PHPA-g-mPEG polymer with hydrophilic long PEG chain, the micelles and the anticancer drug-loaded micelles were prepared by a quick pH-changing method without using toxic organic solvent. The obtained polymeric micelles, paclitaxel-loaded micelles and doxorubicin-loaded micelles were stable under physiological conditions. Both the drugloaded micelles showed much faster release at pH 5 than at pH 7.4. The doxorubicin-loaded micelles showed obvious and better anticancer activity against both HepG2 and HeLa cells than free doxorubicin. Thus these nontoxic, dual thermo-and pHsensitive phe/DEAE-g-PHPA-g-mPEG micelles may be a promising anticancer drug delivery system.

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Section: Synthesis Of Activated Alcohol Deae-cimentioning

confidence: 99%

Temperature and pH dual‐sensitive polyaspartamide derivatives for antitumor drug delivery

Zhang

et al. 2015

J. Polym. Sci. Part A: Polym. Chem.

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“…mPEG-CI was synthesized according to the literature. 38 Then, mPEG-CI (0.496 g) and a proper amount of DMAP were added to the Pasp-EDA-g-Ad (1.12 g) solution in 10 mL DMF and stirred at 70…”

Section: Synthesis Of 4-adamantane Carboxylate Benzaldehydementioning

confidence: 99%

pH‐ and β‐cyclodextrin‐responsive micelles based on polyaspartamide derivatives as drug carrier

Sun

Zhang

et al. 2015

J. Polym. Sci. Part A: Polym. Chem.

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A novel kind of graft polymer poly(aspartic acid)-ethanediamine-g-adamantane/methyloxy polyethylene glycol (Pasp-EDA-g-Ad/mPEG) was designed and synthesized for drug delivery in this study. The chemical structure of the prepared polymer was confirmed by proton NMR. The obtained polymer can self-assemble into micelles which were stable under a physiological environment and displayed pH-and bcyclodextrin (b-CD)-responsive behaviors because of the acidlabile benzoic imine linkage and hydrophobic adamantine groups in the side chains of the polymer. The doxorubicin (Dox)-loaded micelles showed a slow release under physiological conditions and a rapid release after exposure to weakly acidic or b-CD environment. The in vitro cytotoxicity results suggested that the polymer was good at biocompatibility and could remain Dox biologically active. Hence, the Pasp-EDA-gAd/mPEG micelles may be applied as promising controlled drug delivery system for hydrophobic antitumor drugs. V C 2015

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“…The triamine moieties thus formed have previously been shown to interact favorably with DNA in gene delivery applications. [14] The synthesis of one-and two-armed triaminefunctionalized PTMC polymers is outlined in Scheme 1.…”

Section: Polymer Synthesismentioning

confidence: 99%

Efficient DNA Binding and Condensation Using Low Molecular Weight, Low Charge Density Cationic Polymer Amphiphiles

Mindemark

Bowden

2010

Macromol. Rapid Commun.

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A new class of biodegradable cationic macromolecules for DNA binding and condensation was developed by end-group-functionalization of poly(trimethylene carbonate). A series of one- and two-armed structures was synthesized and their interaction with DNA was evaluated. To aid data interpretation, a non-linear modeling method was applied to show efficient DNA binding that was intimately related to cationic charge density and macromolecular architecture. One-armed, low charge density structures were consistently found to bind to DNA at lower charge ratios than their two-armed, high charge density counterparts. This suggests that polymer backbone structure and characteristics are important considerations in the development of efficient cationic polymer systems for DNA condensation and delivery.

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Methacrylamide Polymers with Hydrolysis-Sensitive Cationic Side Groups as Degradable Gene Carriers

Cited by 66 publications

References 34 publications

Temperature and pH dual‐sensitive polyaspartamide derivatives for antitumor drug delivery

Temperature and pH dual‐sensitive polyaspartamide derivatives for antitumor drug delivery

pH‐ and β‐cyclodextrin‐responsive micelles based on polyaspartamide derivatives as drug carrier

Efficient DNA Binding and Condensation Using Low Molecular Weight, Low Charge Density Cationic Polymer Amphiphiles

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