Self-assembling methoxypoly(ethylene glycol)-b-poly(carbonate-co-l-lactide) block copolymers for drug delivery

Danquah, Michael; Fujiwara, Tomoko; Mahato, Ram I.

doi:10.1016/j.biomaterials.2009.11.081

Cited by 92 publications

(152 citation statements)

References 28 publications

Supporting

Mentioning

140

Contrasting

Order By: Relevance

“…23,24 In our previous studies, it was found that the solubility of bicalutamide in micelles was significantly increased by adding the polycarbonate moieties into PEG-b-P(CB-co-LA). 16 Similar to our previous study, we also found that the drug loading increased with increasing hydrophobic block length ( Table 2).…”

Section: Discussionsupporting

confidence: 90%

“…1,8-Diazabicyclo [5.4.0]-undec-7-ene (DBU), methoxy poly(ethylene glycol) [mPEG, M n = 5000, polydispersity index (PDI) = 1.03], and other reagents were obtained from Sigma-Aldrich (St Louis, Missouri) and used without further purification. 2-Methyl-2-benzyloxycarbonylpropylene carbonate (MBC) was synthesized as described by Danquah et al 16 …”

Section: Methodsmentioning

confidence: 99%

“…It revealed that adding of the carbonate monomer could increase bicalutamide loading in PEG-b-P(CB-co-LA), which significantly increased the drug loading and decreased drug release rate compared with PEG-b-PLLA. 15,16 In this study, we synthesized PEGblock-poly(2-methyl-2-benzoxycarbonyl-propylene carbonate) (PEG-b-PBC) diblock copolymer for micellar delivery of rapamycin. PEG-b-PBC with different lengths of hydrophobic core was synthesized and used for preparation of micelles for delivery of rapamycin.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Poly(ethylene glycol)-Block-Poly(2-methyl-2-benzoxycarbonyl-propylene Carbonate) Micelles for Rapamycin Delivery: In Vitro Characterization and Biodistribution

Mahato

2011

Journal of Pharmaceutical Sciences

Self Cite

View full text Add to dashboard Cite

Our objective was to synthesize an amphiphilic diblock copolymer for micellar delivery of rapamycin. Poly(ethylene glycol)-block-poly(2-methyl-2-benzoxycarbonyl-propylene carbonate) (PEG-b-PBC) with different hydrophobic core lengths were synthesized from methoxy poly(ethylene glycol) and 2-methyl-2-benzoxycarbonyl-propylene carbonate through ring-opening polymerization using 1,8-diazabicycloundec-7-ene as a catalyst. The critical micelle concentration of PEG-b-PBC was around 10 −8 M and depends on the hydrophobic core length. Rapamycin was effectively incorporated into micelles and drug loading increased with increasing hydrophobic core length, with maximal drug loading of 10% (w/w, drug/polymer), drug loading efficiency of about 85%, and mean particle size of around 70 nm. The drug release profile was also dependent on the hydrophobic core length and the drug release from PEG 114 -b-PBC 30 micelles was the slowest. We also determined the toxicity of rapamycin micelles on insulinoma (INS-1E) $-cells and human islets. Encapsulation of rapamycin into PEG-b-PBC micelles reduced its toxicity. Biodistribution of rapamycin-loaded PEG-b-PBC micelles was determined after systemic administration into mice. Rapamycin-loaded PEG-b-PBC micelles showed little difference in pharmacokinetics and biodistribution characteristics in mice compared with rapamycin carrying nanosuspension. In conclusion, rapamycin formulated with PEG-b-PBC micelles showed significantly reduced toxicity on INS-1E $-cells and human islets, but had similar biodistribution profiles as those of nanosuspensions.

show abstract

Section: Discussionsupporting

confidence: 90%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Poly(ethylene glycol)-Block-Poly(2-methyl-2-benzoxycarbonyl-propylene Carbonate) Micelles for Rapamycin Delivery: In Vitro Characterization and Biodistribution

Mahato

2011

Journal of Pharmaceutical Sciences

Self Cite

View full text Add to dashboard Cite

show abstract

“…As micelles with low CMC values have better thermodynamic stability, typical physical approaches involve strategically altering properties of amphiphilic copolymers, which can affect the CMC (e.g., chain length and chemical composition). 12,13 For example, tailoring the hydrophobic core to contain aromatic moieties has been shown to improve micelle stability through p-p interactions as demonstrated by decreased CMC values. 12 In practice, physically stabilized micelles are limited by their inability to prevent micelle destabilization caused by blood components.…”

mentioning

confidence: 99%

“…12,25 To further enhance micelle stability and controlled drug release to make our delivery systems clinically relevant, we herein report on the synthesis, characterization, and in vitro evaluation of methoxy poly(ethylene glycol)-b-poly(carbonate-co-lactide-co-5-methyl-5-allyloxycarbonyl-1,3-dioxan-2-one) [mPEG-b-P(CB-co-LA-co-MAC)] and methoxy poly(ethylene glycol)-b-poly (5-methyl-5-allyloxycarbonyl-1,3-dioxan-2-one)-b-poly(carbonate-co-lactide) [mPEG-b-PMAC-b-P(CB-co-LA)] biodegradable copolymers for core-and core-corona interface-crosslinked micelles. Effect of polymer composition and crosslinking moiety location on key micelle properties was also investigated.…”

mentioning

confidence: 99%

Lactic acid‐ and carbonate‐based crosslinked polymeric micelles for drug delivery

Danquah

Fujiwara

Mahato

2012

J. Polym. Sci. A Polym. Chem.

Self Cite

View full text Add to dashboard Cite

Our objective was to synthesize and evaluate lactic acid-and carbonate-based biodegradable core-and core-corona crosslinkable copolymers for anticancer drug delivery. Methoxy poly(ethylene glycol)-b-poly(carbonate-co-lactide-co-5-methyl-5-allyloxycarbonyl-1,3-dioxane-2-one) [mPEG-b-P(CBco-LA-co-MAC)] and methoxy poly(ethylene glycol)-b-poly(acryloyl carbonate)-b-poly(carbonate-co-lactide) [mPEG-b-PMAC-b-P(CB-co-LA)] copolymers were synthesized by ring-opening polymerization of LA, CB, and MAC using mPEG as an macroinitiator and 1,8-diazabicycloundec-7-ene as a catalyst. These amphiphilic copolymers which exhibited low polydispersity and critical micelle concentration values (0.8-1 mg/L) were used to prepare micelles with or without drug and stabilized by crosslinking via radical polymerization of double bonds introduced in the core and interface to improve stability. mPEG 114 -b-P(CB 8 -co-LA 35 -co-MAC 2.5 ) had a higher drug encapsulation efficiency (78.72% 6 0.15%) compared to mPEG 114 -b-PMAC 2.5 -b-P(CB 9 -co-LA 39 ) (20.29% 6 0.11%). 1 H NMR and IR spectroscopy confirmed successful crosslinking ($70%) while light scattering and transmission electron microscopy were used to determine micelle size and morphology. Crosslinked micelles demonstrated enhanced stability against extensive dilution with aqueous solvents and in the presence of physiological simulating serum concentration. Furthermore, bicalutamide-loaded crosslinked micelles were more potent compared to non-crosslinked micelles in inhibiting LNCaP cell proliferation irrespective of polymer type. Finally, these results suggest crosslinked micelles to be promising drug delivery vehicles for chemotherapy.

show abstract

Nanopharmacy: Exploratory Methods for Polymeric Materials

Bansal

Sasso

Makwana

et al. 2016

Pharmaceutical Nanotechnology: Innovation and Production

View full text Add to dashboard Cite

Self-assembling methoxypoly(ethylene glycol)-b-poly(carbonate-co-l-lactide) block copolymers for drug delivery

Cited by 92 publications

References 28 publications

Poly(ethylene glycol)-Block-Poly(2-methyl-2-benzoxycarbonyl-propylene Carbonate) Micelles for Rapamycin Delivery: In Vitro Characterization and Biodistribution

Poly(ethylene glycol)-Block-Poly(2-methyl-2-benzoxycarbonyl-propylene Carbonate) Micelles for Rapamycin Delivery: In Vitro Characterization and Biodistribution

Lactic acid‐ and carbonate‐based crosslinked polymeric micelles for drug delivery

Nanopharmacy: Exploratory Methods for Polymeric Materials

Contact Info

Product

Resources

About