HPMA-based polymeric micelles for curcumin solubilization and inhibition of cancer cell growth

Naksuriya, Ornchuma; Shi, Yang; Nostrum, Cornelus F. van; Anuchapreeda, Songyot; Hennink, Wim E.; Okonogi, Siriporn

doi:10.1016/j.ejpb.2015.06.010

Cited by 67 publications

(66 citation statements)

References 45 publications

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“…It was considered that all chrysin could be dissolved in the water. The result was in agreement with the previous results that the practically insoluble curcumin and xanthone could be solubilized by polymeric micelles and transparent aqueous mixtures obtained (20,31).…”

Section: Preparation Of Chrysin Loaded Micellessupporting

confidence: 82%

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Development of chrysin loaded poloxamer micelles and toxicity evaluation in fish embryos

Sassa-deepaeng

Pikulkaew

Okonogi

2016

DD&T

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Section: Preparation Of Chrysin Loaded Micellessupporting

confidence: 82%

“…Among several solubilizing techniques, micellization using polymeric micelles seems to be most promising for solubility enhancement of drugs, because it overcomes the limitations of the other techniques (20,21). Poloxamer is one of the most common polymers used to fabricate polymeric micelles (22,23).…”

Section: Introductionmentioning

confidence: 99%

Development of chrysin loaded poloxamer micelles and toxicity evaluation in fish embryos

Sassa-deepaeng

Pikulkaew

Okonogi

2016

DD&T

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“…Different kinds of delivery systems have been used to deliver curcumin to the brain and to glioblastoma in vivo [57][58][59]. Polymeric carriers have the potential to improve the stability and solubility of curcumin [60][61][62]. Our research group has previously reported the incorporation of curcumin into A2B star polymer micelles and effectiveness of this preparation in glioblastoma [63,64].…”

Section: Discussionmentioning

confidence: 99%

Pharmacological inhibition of lipid droplet formation enhances the effectiveness of curcumin in glioblastoma

Zhang

Cui

Amiri

et al. 2016

European Journal of Pharmaceutics and Biopharmaceutics

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a b s t r a c tIncreased lipid droplet number and fatty acid synthesis allow glioblastoma multiforme, the most common and aggressive type of brain cancer, to withstand accelerated metabolic rates and resist therapeutic treatments. Lipid droplets are postulated to sequester hydrophobic therapeutic agents, thereby reducing drug effectiveness. We hypothesized that the inhibition of lipid droplet accumulation in glioblastoma cells using pyrrolidine-2, a cytoplasmic phospholipase A2 alpha inhibitor, can sensitize cancer cells to the killing effect of curcumin, a promising anticancer agent isolated from the turmeric spice. We observed that curcumin localized in the lipid droplets of human U251N glioblastoma cells. Reduction of lipid droplet number using pyrrolidine-2 drastically enhanced the therapeutic effect of curcumin in both 2D and 3D glioblastoma cell models. The mode of cell death involved was found to be mediated by caspase-3. Comparatively, the current clinical chemotherapeutic standard, temozolomide, was significantly less effective in inducing glioblastoma cell death. Together, our results suggest that the inhibition of lipid droplet accumulation is an effective way to enhance the chemotherapeutic effect of curcumin against glioblastoma multiforme.

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“…Pure curcumin was purchased from Sigma-Aldrich (78246, ≥99.5% purity, St. Louis, MO, USA). ω-Methoxy poly(ethylene glycol)-b-(N-(2-benzoyloxypropyl) methacrylamide) (mPEG-HPMA-Bz) was synthesized as described previously (25,26). Methanol, acetonitrile, acetic acid, acetone and Triton X-100 were purchased from Merck (Darmstadt, Germany).…”

Section: Methodsmentioning

confidence: 99%

“…Curcumin (in the form of the curcuminoid mixture) loaded mPEG-HPMA-Bz micelles were prepared by a nanoprecipitation method (25,26). Forty mg of polymer was dissolved in 300 μL of acetone to which 200 μL of the curcuminoid mixture in acetone (curcumin concentration was 1 mg/mL (2.7 mM) was added.…”

Section: Degradation Of Pure Curcuminmentioning

confidence: 99%

A Kinetic Degradation Study of Curcumin in Its Free Form and Loaded in Polymeric Micelles

Naksuriya

Steenbergen

Toraño

et al. 2016

AAPS J

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Abstract. Curcumin, a phenolic compound, possesses many pharmacological activities and is under clinical evaluation to treat different diseases. However, conflicting data about its stability have been reported. In this study, the kinetic degradation of curcumin from a natural curcuminoid mixture under various conditions (pH, temperature, and dielectric constant of the medium) was investigated. Moreover, the degradation of pure curcumin at some selected conditions was also determined. To fully solubilize curcumin and to prevent precipitation of curcumin that occurs when low concentrations of co-solvent are present, a 50:50 (v/v) aqueous buffer/methanol mixture was used as standard medium to study its degradation kinetics. The results showed that degradation of curcumin both as pure compound and present in the curcuminoid mixture followed first order kinetic reaction. It was further shown that an increasing pH, temperature, and dielectric constant of the medium resulted in an increase in the degradation rate. Curcumin showed rapid degradation due to autoxidation in aqueous buffer pH=8.0 with a rate constant of 280×10 -3 h -1, corresponding with a half-life (t 1/2 ) of 2.5 h. Dioxygenated bicyclopentadione was identified as the final degradation product. Importantly, curcumin loaded as curcuminoid mixture in ω-methoxy poly (ethylene glycol)-b-(N-(2-benzoyloxypropyl) methacrylamide) (mPEG-HPMA-Bz) polymeric micelles and in Triton X-100 micelles was about 300-500 times more stable than in aqueous buffer. Therefore, loading of curcumin into polymeric micelles is a promising approach to stabilize this compound and develop formulations suitable for further pharmaceutical and clinical studies.

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HPMA-based polymeric micelles for curcumin solubilization and inhibition of cancer cell growth

Cited by 67 publications

References 45 publications

Development of chrysin loaded poloxamer micelles and toxicity evaluation in fish embryos

Development of chrysin loaded poloxamer micelles and toxicity evaluation in fish embryos

Pharmacological inhibition of lipid droplet formation enhances the effectiveness of curcumin in glioblastoma

A Kinetic Degradation Study of Curcumin in Its Free Form and Loaded in Polymeric Micelles

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