Self-assembled micelles of N-phthaloylchitosan-g-polyvinylpyrrolidone for drug delivery

Bian, Fengling; Jia, Lixia; Yu, Wei; Liu, Mingzhu

doi:10.1016/j.carbpol.2008.11.008

Cited by 52 publications

(34 citation statements)

References 25 publications

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“…This is about 18-23 times lower than that of low molecular mass surfactant micelles like sodium dodecyl sulphate with CMC of 2.3 mg mL -1 (17). It means that the prepared copolymers can form micelles under highly diluted conditions.…”

Section: Micelle Formationmentioning

confidence: 83%

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Optimization of self-assembling properties of fatty acids grafted to methoxy poly(ethylene glycol) as nanocarriers for etoposide

Varshosaz¹,

Hasanzadeh²,

Eslamdoost³

2012

Acta Pharmaceutica

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Amphiphilic block copolymers tend to self-assemble in an aqueous phase and form micelles. These polymeric micelles have nanoscale, high thermodynamic and kinetic stability and can solubilize hydrophobic substances; therefore, they may be applied to separation systems, drug delivery systems, pharmaceuticals, or emulsion stabilization (1-3). Polymeric micelles composed of block copolymers show a core-shell micellar structure with a hydrophobic inner core surrounded by a hydrated outer shell in aqueous solution. Hydrophobic drugs can be incorporated into the hydrophobic inner core and the hydrated outer shell helps prevent opsonization of the carrier and uptake by the reticu- The objective of this work was to study the effect of fatty acid chain length grafted to methoxy poly(ethylene glycol) (mPEG) on self assembling properties of micelles for etoposide delivery. Three amphiphilic copolymers were synthesized using mPEG, myristic acid, stearic acid and behenic acid through an esteric linkage. The particle size and zeta potential of the micelles were determined by the dynamic light scattering method. Etoposide was loaded into micelles by film casting using various drug/polymer ratios. Drug release was studied by the dialysis method. The structure of copolymers was confirmed by 1 H NMR and FTIR. Central micellar concentration (CMC) measurements showed that the longer hydrophobic chains formed more thermodynamically stable micelles. Among the prepared copolymers, etoposide showed the highest solubility in the mPEG-behenic copolymer. Drug loading efficiency depended on the hydrophobic chain length and drug/polymer ratio. The highest drug loading efficiency was found in mPEG-myristic micelles with 1:20 drug/polymer ratio. Micelles released 80 % of loaded drug within about 5 h.

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Section: Micelle Formationmentioning

confidence: 83%

“…The low CMC values indicate the thermodynamic stability of micelles (17). The CMC values became lower with the increased molecular mass of the fatty acid block, indicating that the longer hydrophobic chain helped form more stable micelles (18).…”

Section: Micelle Formationmentioning

confidence: 99%

Optimization of self-assembling properties of fatty acids grafted to methoxy poly(ethylene glycol) as nanocarriers for etoposide

Varshosaz¹,

Hasanzadeh²,

Eslamdoost³

2012

Acta Pharmaceutica

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“…Thus, the lower the CMC value, the more stable the micelles in the body fluids [30]. In this study, C β R 4 F 2 macromolecule had the lowest CMC value (19.05 μg/ml), around 120 times lower than the concentrations needed to form micelles with low-molecular weight surfactants, e.g., sodium dodecyl sulphate (SDS) which has a CMC of 2.3 mg/ml [30]. This result indicates that the C β R 4 F 2 macromolecule can form micelles even in highly diluted solutions.…”

Section: Surface Chemistry Analysismentioning

confidence: 98%

“…4 X-ray photoelectron spectroscopy (XPS) spectrum of widescan spectrum and N 1 s peaks from C β R 4 F 2 micelles without and with folate conjugation Micelle solutions are diluted in the body fluids; then they are expected to be disassociated. Thus, the lower the CMC value, the more stable the micelles in the body fluids [30]. In this study, C β R 4 F 2 macromolecule had the lowest CMC value (19.05 μg/ml), around 120 times lower than the concentrations needed to form micelles with low-molecular weight surfactants, e.g., sodium dodecyl sulphate (SDS) which has a CMC of 2.3 mg/ml [30].…”

Section: Surface Chemistry Analysismentioning

confidence: 98%

Novel worm-like amphiphilic micelles of folate-targeted cyclodextrin/retinoic acid for delivery of doxorubicin in KG-1 cells

et al. 2014

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Folate-targeted cyclodextrin/retinoic acid (CD/RA) conjugate was synthesized using carbonyldiimidazole (CDI) and dimethylaminopyridine (DMAP). The structure of the produced macromolecule was studied by FTIR and 1 HNMR. The developed macromolecule could self-aggregate to form micelles. Critical micelle concentration (CMC) of the macromolecule was determined by pyrene as a fluorescent probe. Doxorubicin (DOX)-loaded micelles were prepared by direct dissolution method. To optimize the effect of cyclodextrin type (α or β), the molar ratio of RA to CD and the drug content, a full factorial design was used and their effects on particle size, polydispersity index, zeta potential, loading efficiency (LE%), and release efficiency (RE 24 %) in 24 h were studied. Orientation of folate ligand on the surface of the micelles was studied by X-ray photoelectron spectroscopy (XPS) technique. The cytotoxicity of DOX-loaded micelles was studied on KG-1 cells which overexpressed folate receptor (FR) and FR-negative HepG2 cells using MTT assay. FTIR and 1 HNMR spectra confirmed successful production of the micelles and XPS spectra showed surface orientation of folate. The best results obtained from β-cyclodextrin with molar ratio of 4 to RA and 15 % drug content. The optimized micelles showed the particle size of 103±4 nm, zeta potential of −36 mV, polydispersity index of 0.28±0.05, LE% of 100 %, and RE 24 % of 69.88±1.6 %. The IC 50 of targeted micelles was half of non-targeted micelles and free DOX.

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“…Micelle solutions are diluted in the body and they are expected to be disassociated. The more stable micelles in the body fluids are those with the lower CMC value [20] . In this research, PRB conjugate had the CMC value (60 μg/ ml), around 40 times lower than the concentrations needed to form micelles with low-molecular weight surfactants, e.g., sodium dodecyl sulfate (SDS) which has a CMC of 2.3 mg/ml [21] .…”

mentioning

confidence: 99%

Biotin-encoded Pullulan-Retinoic Acid Engineered Nanomicelles: Preparation, Optimization and In Vitro Cytotoxicity Assessment in MCF-7 Cells

Hassanzadeh¹,

Varshosaz²

2016

IJPS

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Hassanzadeh, et al.: Biotin-encoded Retinoic Acid Pullulan NanomicellesBiotin and retinoic acid grafted pullulan conjugate was synthesized using carbodiimide activation ester bond formation strategy for biotin targeted delivery of doxorubicin in breast cancer chemotherapy using micelle formulation. The conjugate structure was evaluated and confirmed by proton nuclear magnetic resonance and Fourier transform infrared spectroscopy. Critical micelle concentration of final conjugate was determined using the pyrene fluorescence method. Doxorubicin-loaded micelles were prepared using the direct dissolution method. Physical parameters of optimized micelles comprising particle size, zeta potential, drug loading efficacy, and drug release profile were determined. The results reveal that the nanomicelles have formed with mean particle size of 191 nm and zeta potential of -9.45 mv. The drug loading efficacy of 92% and release efficiency of 81% during 24 h, are also obtained. The structure of the micelles was studied by transition electron microscopy technique. The cytotoxicity of doxorubicin-loaded micelles was studied in MCF-7 cells using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay. The results of in vitro cell culture cytotoxicity assay showed that the doxorubicin-loaded biotin grafted retinoic acid-pullulan micelles were more cytotoxic in comparison to the non-targeted pullulan and free doxorubicin. Key words: Targeted polymeric micelles; biotin-encoded; breast cancer; doxorubicin; pullulanBeing one of the most common causes of death, cancer keeps on taking millions of lives every year [1] . Various methods of therapy have been developed for treating cancer and even though there are many anticancer drugs available in the market, researches for a method or therapy with better and fewer side effects continue. The main problem with current drug use is the general cytotoxicity due to the distribution of these drugs in non-cancerous organs and cells. One of the best solutions to avoid this problem is the application of polymeric micelles (PMs). In this regard, during the past decade, various PM shave been widely evaluated as anticancer drug delivery systems to decrease drug degradation and loss, to decrease side effects and multiple drug resistance (MDR), and to increase drug bioavailability and drug accumulation in the required site of the body. PMs with unique properties such as high stability, low critical micelle concentration (CMC), biodegradability, small particle size and high loading capacity are suitable candidates to produce drug delivery systems [2,3] .Pullulan as a nonionic polysaccharide is produced by fermentation of black yeast like Aureobasidium pullulans. Due to its special properties like nontoxicity, nonimmunogenicity, noncarcinogenicity, biodegradability and high water solubility, pullulan carriers are being developed for various biomedical applications including drug delivery [4,5] .Producing micelles from pullulan requires conjugation with hydrophobic molecules to gain amphiphilic...

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Self-assembled micelles of N-phthaloylchitosan-g-polyvinylpyrrolidone for drug delivery

Cited by 52 publications

References 25 publications

Optimization of self-assembling properties of fatty acids grafted to methoxy poly(ethylene glycol) as nanocarriers for etoposide

Optimization of self-assembling properties of fatty acids grafted to methoxy poly(ethylene glycol) as nanocarriers for etoposide

Novel worm-like amphiphilic micelles of folate-targeted cyclodextrin/retinoic acid for delivery of doxorubicin in KG-1 cells

Biotin-encoded Pullulan-Retinoic Acid Engineered Nanomicelles: Preparation, Optimization and In Vitro Cytotoxicity Assessment in MCF-7 Cells

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