Self-Assembled Polymeric Nanoparticles of Organocatalytic Copolymerizated <scp>d</scp>,<scp>l</scp>-Lactide and 2-Methyl 2-Carboxytrimethylene Carbonate

Lu, Jiao; Shoichet, Molly S.

doi:10.1021/ma1004265

Cited by 40 publications

(48 citation statements)

References 42 publications

(83 reference statements)

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“…It has been stated that the aggregation of graft or block copolymers in selective solvents is an enthalpy‐driven process [31]. The micellization of the amphiphilic polymers occurs through phase separation caused by the hydrophobic interaction [31, 32]. In the current case, the prepared grafted polymer has PVA as backbone and cinnamate group as branches.…”

Section: Resultsmentioning

confidence: 98%

The synthesis of poly(vinyl cinnamates) and its self‐assembled structure

Liu

Zhang

et al. 2012

Polymer Engineering & Sci

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Poly(vinyl cinnamates) (PVCi) with different degrees of substitution (DS) are synthesized by grafting p‐chloro‐substituted cinnamic acid onto poly(vinyl alcohol). The chemical structures of PVCi were confirmed by 1H NMR. Amphiphilic PVCi copolymers were self‐assembled into particles in a selective solvent. The morphology and diameter of particles have been studied by scanning electron microscopic and dynamic light scattering. The morphology and hydrodynamic diameter have strong relationship with DS and water content introduced during self‐assembly process. The prepared PVCi could photo‐cross‐link at λ = 360 nm due to the photodimerization between pendant cinnamate groups. However, the self‐assembled PVCi particles did not present photo‐crosslinking behavior. The formed regular particles could disperse in aqueous solution, which increases their applications in biomedical fields. POLYM. ENG. SCI., 2013. © 2012 Society of Plastics Engineers

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Section: Resultsmentioning

confidence: 98%

The synthesis of poly(vinyl cinnamates) and its self‐assembled structure

Liu

Zhang

et al. 2012

Polymer Engineering & Sci

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“…Their selfassembly was easily promoted by directly dissolving PSMA 89 -g-P(DMA 16 -co-SD) in water with a concentration of 0.5 mg mL À1 at 25 1C. 45 The 1 H NMR spectra of PSMA 89 -g-P(DMA 16 -co-SD 56 ) in DMSO-d 6 exhibited the chemical shifts of the PSMA backbone, PDMA, and SD side chains ( Fig. (TEM), and dynamic light scattering (DLS) measurements were conducted to obtain further insights into the self-assembly of these graft copolymer micelles.…”

Section: Resultsmentioning

confidence: 99%

Thermo and pH dual-controlled charge reversal amphiphilic graft copolymer micelles for overcoming drug resistance in cancer cells

Zhang

Fan

Li³

et al. 2015

J. Mater. Chem. B

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Currently, multidrug resistance (MDR) is the major challenge of nanotechnology in cancer treatment. In this study, a series of amphiphilic poly(styrene-co-maleic anhydride)-graft-poly(2-(N,N-dimethylamino)ethyl methacrylate) graft copolymer [PSMA 89 -g-P(DMA 16 -co-SD)] micelles were prepared. PSMA 89 -g-P(DMA 16 -co-SD) graft copolymers were first synthesized by grafting different amounts of sulfadimethoxine (SD) onto PSMA 89 -g-P(DMA 16 -co-SD). The PSMA 89 -g-P(DMA 16 -co-SD 56 ) micelles exhibited a thermo and pH dual-controlled charge reversal properties without cleavage of chemical bonds. The surface charge of PSMA 89 -g-P(DMA 16 -co-SD 56 ) micelles reversed from positive to negative after the solution temperature increased from 25 1C to 37 1C at pH 7.4. However, when the pH value was adjusted to 6.8 at 37 1C, the surface charge became positive again. The thermo and pH dual-controlled charge reversal not only resulted in a controlled doxorubicin (DOX) release but also effectively enhanced the cellular uptake of DOX-loaded PSMA 89 -g-P(DMA 16 -co-SD 56 ) micelles through electrostatic absorptive endocytosis. MTT assay demonstrated that DOX-loaded PSMA 89 -g-P(DMA 16 -co-SD 56 ) micelles showed the highest inhibition growth of DOX-resistant ovarian carcinoma (A2780/Dox R ) cells with pH 6.8 at 37 1C among those with pH 7.4 at 37 1C and pH 7.4 at 25 1C, leading to higher efficiency in overcoming MDR of A2780/Dox R cells. Therefore, PSMA 89 -g-P(DMA 16 -co-SD 56 ) micelles can be used as intelligent drug-delivery systems to overcome MDR of cancer cells. † Electronic supplementary information (ESI) available: Synthesis of hydroxylpoly(N,N-dimethylaminoethyl methacrylate) (HO-PDMA), Dz, LCST and zeta potential change of DOX loaded PSMA 89 -g-P(DMA 16 -co-SD 56 ) micelles. See Scheme 1 Possible mechanism of charge reversal and the cell uptake mechanism for PSMA 89 -g-P(DMA 16 -co-SD 56 )/DOX micelles. (a) DOX-loaded PSMA 89 -g-P(DMA 16 -co-SD 56 ) micelles with positive charge at 25 1C and pH 7.4; (a and b) the micelles were negatively charged in blood circulation; (b and c) the negative surface charge of the micelles was reversed to positive after the micelles reached the tumors; (c and d) uptake efficiency was enhanced; and (d-f) DOX molecules were released from the micelles in the cells to overcome drug resistance.

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“…In order to vary the polymer materials, the synthesis of TMC derivatives as monomers are important for the functionalization of PTMC derivatives, and thus synthesis methods have been developed for the functionalization of TMC as well as the biodegradability and biocompatibility. Actually, many potential applications have been reported for PTMC derivatives, such as fluorescent tools to monitor the transportation in living cells, DNA delivery systems for gene therapy, surface modification by polymer coating on a substrate, and self‐assembled polymeric nanoparticles …”

Section: Introductionmentioning

confidence: 99%

Development of Ester Free Type Poly(trimethylene carbonate) Derivatives with Pendant Fluoroaromatic Groups

Nobuoka

Ajiro

2019

Macro Chemistry & Physics

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The facile method for the synthesis of ester free type poly(trimethylene carbonate) (PTMC) derivatives is previously reported. In this paper, a series of PTMC derivatives with fluoroaromatic groups in the side chain are synthesized to improve polymer properties. Thermal analysis reveals that all the PTMC derivatives have a decomposition temperature exceeding 300 °C. Furthermore, as the number of fluorine attached to the aromatic ring increases, the glass transition temperature decreases. In order to clarify the surface properties of their films, the contact angles and protein adsorption are evaluated. The hydrophobic nature is attributed to the fluorine groups at the side chain. Furthermore, it is suggested that as the number of fluorine attached to the aromatic ring increases, the protein adsorption is suspended. There is a possibility that a new biomaterial could be created by introducing a fluoroaromatic group into the side chain of PTMC with ester free structure.

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Self-Assembled Polymeric Nanoparticles of Organocatalytic Copolymerizated d,l-Lactide and 2-Methyl 2-Carboxytrimethylene Carbonate

Cited by 40 publications

References 42 publications

The synthesis of poly(vinyl cinnamates) and its self‐assembled structure

The synthesis of poly(vinyl cinnamates) and its self‐assembled structure

Thermo and pH dual-controlled charge reversal amphiphilic graft copolymer micelles for overcoming drug resistance in cancer cells

Development of Ester Free Type Poly(trimethylene carbonate) Derivatives with Pendant Fluoroaromatic Groups

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