N-(2-Hydroxy)-propyl-3-trimethylammonium, O-Mysristoyl Chitosan Enhances the Solubility and Intestinal Permeability of Anticancer Curcumin
Abstract
:1. Introduction
2. Materials and Methods
2.1. Materials
2.2. Synthesis of 3,6-O,O’-Myristoyl Chitosan
2.3. Synthesis of N-(2-Hydroxy)-Propyl-3-Trimethylammonium Chitosan Chloride
2.4. Preparation of CUR-Loaded DMCh and DMCat Micelles
2.5. Characterization
2.5.1. Fourier-Transform Infrared Spectroscopy (FTIR)
2.5.2. 1H NMR Spectroscopy
2.5.3. Conductometric Titration
2.5.4. Critical Aggregation Concentration (CAC)
2.5.5. Particle Size and Surface Charge
2.5.6. Drug Encapsulation Efficiency
2.6. In Vitro Studies
2.6.1. Cell Culturing Reagents
2.6.2. Cytotoxicity Assay
2.6.3. Permeability Studies
2.7. Statistical Analysis
3. Results and Discussion
3.1. Spectroscopic Characterizatio
3.2. Critical Aggregation Concentration
3.3. Drug Encapsulation Efficiency
3.4. Particle Size and Surface Charge
3.5. Cytotoxicity Assay
3.6. Permeability Studies
4. Conclusions
Author Contributions
Funding
Conflicts of Interest
References
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Drug (μg) | Micelles–CUR | |||||||
---|---|---|---|---|---|---|---|---|
Sample DMCh | Sample DMCat | |||||||
Size (nm) 1 | PDI 2 | Zeta (mV) 3 | EE (%) 4 | Size (nm) 1 | PDI 2 | Zeta (mV) 3 | EE (%) 4 | |
0 | 356 ± 21 | 0.53 ± 0.03 | 32.1 ± 4.4 | - | 343 ± 19 | 0.21 ± 0.02 | 34.0 ± 0.8 | - |
50 | 289 ± 17 | 0.49 ± 0.04 | 42.5 ± 2.1 | 92.7 ± 0.8 | 268 ± 43 | 0.62 ± 0.01 | 30.5 ± 1.2 | 100 ± 0.5 |
100 | 281 ± 38 | 0.44 ± 0.04 | 49.1 ± 0.2 | 81.8 ± 1.0 | 231 ± 15 | 0.66 ± 0.02 | 28.8 ± 1.0 | 73.8 ± 1.0 |
150 | 386 ± 168 | 0.44 ± 0.16 | 46.6 ± 4.12 | 80.9 ± 0.9 | 372 ± 23 | 0.49 ± 0.03 | 33.0 ± 1.5 | 68.6 ± 0.9 |
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Silva, D.S.; M. dos Santos, D.; Almeida, A.; Marchiori, L.; Campana-Filho, S.P.; Ribeiro, S.J.L.; Sarmento, B. N-(2-Hydroxy)-propyl-3-trimethylammonium, O-Mysristoyl Chitosan Enhances the Solubility and Intestinal Permeability of Anticancer Curcumin. Pharmaceutics 2018, 10, 245. https://doi.org/10.3390/pharmaceutics10040245
Silva DS, M. dos Santos D, Almeida A, Marchiori L, Campana-Filho SP, Ribeiro SJL, Sarmento B. N-(2-Hydroxy)-propyl-3-trimethylammonium, O-Mysristoyl Chitosan Enhances the Solubility and Intestinal Permeability of Anticancer Curcumin. Pharmaceutics. 2018; 10(4):245. https://doi.org/10.3390/pharmaceutics10040245
Chicago/Turabian StyleSilva, Daniella S., Danilo M. dos Santos, Andreia Almeida, Leonardo Marchiori, Sérgio P. Campana-Filho, Sidney J. L. Ribeiro, and Bruno Sarmento. 2018. "N-(2-Hydroxy)-propyl-3-trimethylammonium, O-Mysristoyl Chitosan Enhances the Solubility and Intestinal Permeability of Anticancer Curcumin" Pharmaceutics 10, no. 4: 245. https://doi.org/10.3390/pharmaceutics10040245
APA StyleSilva, D. S., M. dos Santos, D., Almeida, A., Marchiori, L., Campana-Filho, S. P., Ribeiro, S. J. L., & Sarmento, B. (2018). N-(2-Hydroxy)-propyl-3-trimethylammonium, O-Mysristoyl Chitosan Enhances the Solubility and Intestinal Permeability of Anticancer Curcumin. Pharmaceutics, 10(4), 245. https://doi.org/10.3390/pharmaceutics10040245