Thermoresponsive star-like γ-substituted poly(caprolactone)s for micellar drug delivery

Washington, Katherine E.; Kularatne, Ruvanthi N.; Du, Jia; Ren, Yixin; Gillings, Matthew J.; Geng, Calvin; Stefan, Mihaela C.

doi:10.1039/c7tb01291h

Cited by 21 publications

(17 citation statements)

References 31 publications

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“…ethoxy]ethoxy-ε-caprolactone (ME3CL) to generate thermoresponsive amphiphilic diblock copolymers. 12,[26][27][28][29] The thermoresponsivity of polymers was tuned in the range of 31-43 C by tuning the composition of hydrophilic/ hydrophobic units and pendant groups of the hydrophobic PCL unit. Polycaprolactone-based polymer micelles offer promise in drug delivery applications and have been extensively studied for delivering hydrophobic drugs to diseased cells.…”

Section: Stefan Et Al Have First Reported γ-2-[2-(2-methoxyethoxy)mentioning

confidence: 99%

“…12 Further, nanocarriers developed from starlike polycaprolactone block copolymers show higher drug loading capacities and higher stability than nanocarriers developed from respective linear polycaprolactone block copolymers. 28,29 In this report, aromatic pendent group incorporated polycaprolactones, poly(γ-benzyloxy-ε-caprolactone)-b-poly {γ-2-[2- (2-methoxyethoxy) ethoxy]ethoxy-ε-caprolactone} (PBCL-b-PMEEECL)s were developed to increase the doxorubicin loading capacity of the nanocarriers. Further, two star-like block copolymers,4-arm and 6-arm PBCL-b-PMEEECL, were used to explore the effect of polymer architecture on drug loading capacity, stability, and micelle size compared to linear PBCL-b-PMEEECL.…”

Section: Block Copolymer Synthesismentioning

confidence: 99%

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Enhanced DOX loading in star‐like benzyl functionalized polycaprolactone micelles

Karmegam

Kuruppu

Gedara

et al. 2021

Journal of Polymer Science

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The self-assembly of functionalized polycaprolactone amphiphilic diblock copolymers is explored for carrier-mediated doxorubicin delivery for cancer treatment. In this report, functionalized polycaprolactone-based amphiphilic block copolymers with controlled branching architecture are investigated. Star-like copolymers, namely 4-arm and 6-arm poly(γ-benzyloxy-εwere synthesized by living ring-opening block copolymerization (ROP) of γ-(2-benzyloxy)-ε-caprolactone and γ-2-[2-(2-methoxyethoxy)ethoxy]ethoxy-εcaprolactone using multifunctional initiators. A systematic investigation of the effect of branching points on polymer properties and micellar carrier properties was carried out. The star-like PBCL-b-PMEEECL micelles displayed better thermodynamic stability, size reduction, and enhanced doxorubicin encapsulation than the linear PBCL-b-PMEEECL. Furthermore, the π-π stacking between the benzyl group of the hydrophobic PBCL core and the doxorubicin, the anti-cancer drug, also increases the stability and loading capacity of the micelles. The star-polymers dis-

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Section: Stefan Et Al Have First Reported γ-2-[2-(2-methoxyethoxy)mentioning

confidence: 99%

Section: Block Copolymer Synthesismentioning

confidence: 99%

Enhanced DOX loading in star‐like benzyl functionalized polycaprolactone micelles

Karmegam

Kuruppu

Gedara

et al. 2021

Journal of Polymer Science

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“…However, thermoresponsive polymers are completely soluble in the solvent in all proportions at temperatures below the lower critical solution temperature (LCST) and become insoluble above the LCST. The thermosensitive micelles mainly consist of N -isopropylacryl amide (NIPAM) [ 90 , 94 , 95 , 96 ], propylene glycol [ 67 , 97 ], ε-caprolactone [ 98 , 99 , 100 ], and oligo(ethylene glycol) methacrylate (OEGMA) [ 101 , 102 , 103 ].…”

Section: Mechanisms Of Self-assembly Of Poss-based Amphiphilic Copmentioning

confidence: 99%

Self-Assembly and Applications of Amphiphilic Hybrid POSS Copolymers

et al. 2018

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Understanding the mechanism of molecular self-assembly to form well-organized nanostructures is essential in the field of supramolecular chemistry. Particularly, amphiphilic copolymers incorporated with polyhedral oligomeric silsesquioxanes (POSSs) have been one of the most promising materials in material science, engineering, and biomedical fields. In this review, new ideas and research works which have been carried out over the last several years in this relatively new area with a main focus on their mechanism in self-assembly and applications are discussed. In addition, insights into the unique role of POSSs in synthesis, microphase separation, and confined size were encompassed. Finally, perspectives and challenges related to the further advancement of POSS-based amphiphilics are discussed, followed by the proposed design considerations to address the challenges that we may face in the future.

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“…Block copolymers have been extensively studied over the last decades due to their application in different areas, such as nanotemplating, [1][2][3] separation membranes, [4] and polymeric micelles for drug delivery. [5][6][7] Several block copolymers have been reported, [8][9][10][11] among them, polystyrene-block-poly(methyl methacrylate) (PS-b-PMMA) has received great attention. [12,13] Usually, block copolymers are produced either by ionic or by reversible deactivation radical polymerization (RDRP), with the addition of distinct monomers in a sequential way, causing the first polymerized chain to act as a macroinitiator for the next portion.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and analysis of phase segregation of polystyrene‐block‐poly(methyl methacrylate) copolymer obtained by Steglich esterification from semitelechelic blocks of polystyrene and poly(methyl methacrylate)

Boni

Ferreira

Pinheiro

et al. 2020

J of Applied Polymer Sci

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Here, an alternative route to successfully synthesize polystyrene‐block‐poly(methyl methacrylate) (PS‐b‐PMMA) is reported. Steglich esterification was used as an effective, metal free approach for coupling carboxylic terminated PS and the hydroxyl end‐functionalized PMMA chains obtained by nitroxide‐mediated polymerization and atom transfer radical polymerization, respectively. α‐Functionalization was obtained using 4,4′‐azobis(4‐cyanovaleric acid) and 2,2,2‐tribromoethanol as initiators. The synthesis of PS‐b‐PMMA was confirmed by gel permeation chromatography and nuclear magnetic resonance (NMR), while the dependence of the diffusion coefficients of the polymers (PS, PMMA, PS/PMMA blend, and PS‐b‐PMMA) with their corresponding molecular weights was discussed based on the results of atomic force microscopy‐based infrared spectroscopy, differential scanning calorimetry, and spectra of diffusion‐ordered NMR spectroscopy. Differently from PS‐b‐PMMA, a partial segregation was observed for the PS/PMMA blend, affecting its thermal behavior and diffusion coefficient. The study here presented provides an easier and efficient strategy for the synthesis of PS‐b‐PMMA and new insights into the diffusion of polymers.

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Thermoresponsive star-like γ-substituted poly(caprolactone)s for micellar drug delivery

Abstract: Fully biodegradable amphiphilic thermoresponsive star block copolymers featuring 4 and 6 arms are reported for micellar delivery of doxorubicin.

Cited by 21 publications

References 31 publications

Enhanced DOX loading in star‐like benzyl functionalized polycaprolactone micelles

Enhanced DOX loading in star‐like benzyl functionalized polycaprolactone micelles

Self-Assembly and Applications of Amphiphilic Hybrid POSS Copolymers

Synthesis and analysis of phase segregation of polystyrene‐block‐poly(methyl methacrylate) copolymer obtained by Steglich esterification from semitelechelic blocks of polystyrene and poly(methyl methacrylate)

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