Bioactive peptides/chitosan nanoparticles enhance cellular antioxidant activity of (-)-epigallocatechin-3-gallate

Journal of Agricultural and Food Chemistry

Volumn 61, Issue 4, 2013, Pages 875-881

  Hu, Bing ^a,b   Ting, Yuwen ^b   Zeng, Xiaoxiong ^a   Huang, Qingrong ^b  

^a NANJING AGRICULTURAL UNIVERSITY   (China)

^b RUTGERS UNIVERSITY   (United States)

Author keywords

caseinophosphopeptide; cellular antioxidant activity; cellular uptake; chitosan; EGCG; nanoparticle

Indexed keywords

ANTIOXIDANT ACTIVITIES; BIOACTIVE PEPTIDES; CASEINOPHOSPHOPEPTIDE; CELLULAR UPTAKE; CHEMOPREVENTIVE; EGCG; ENCAPSULATION EFFICIENCY; EPIGALLOCATECHIN-3-GALLATE; GREEN FLUORESCENCE; HEPATOCELLULAR; IN-VITRO; MONODISPERSED NANOPARTICLES; PHYTOCHEMICALS; STRONGER ACTIVITIES;

BIOCHEMISTRY; CHITOSAN; ENCAPSULATION; FREE RADICALS;

NANOPARTICLES;

ANTIOXIDANT; CASEIN; CATECHIN; CHITOSAN; DRUG DERIVATIVE; EPIGALLOCATECHIN GALLATE; FREE RADICAL; NANOCAPSULE; PEPTIDE FRAGMENT; PHOSPHOPEPTIDE;

ARTICLE; BIOAVAILABILITY; CHEMISTRY; HEPG2 CELL LINE; HUMAN; MICROCAPSULE;

ANTIOXIDANTS; BIOLOGICAL AVAILABILITY; CAPSULES; CASEINS; CATECHIN; CHITOSAN; FREE RADICALS; HEP G2 CELLS; HUMANS; NANOCAPSULES; PEPTIDE FRAGMENTS; PHOSPHOPEPTIDES;

EID: 84873206534     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf304821k     Document Type: Article

References (35)

1. Surh, Y. J. Cancer chemoprevention with dietary phytochemicals Nat. Rev. Cancer 2003, 3, 768-780
2. Yang, C. S.; Wang, X.; Lu, G.; Picinich, S. C. Cancer prevention by tea: Animal studies, molecular mechanisms and human relevance Nat. Rev. Cancer 2009, 9, 429-439
3. Tammela, P.; Ekokoski, E.; Garcia-Horsman, A.; Talman, V.; Finel, M.; Tuominen, R.; Vuorela, P. Screening of natural compounds and their derivatives as potential protein kinase C inhibitors Drug Dev. Res. 2004, 63, 76-87
4. Singh, B. N.; Shankar, S.; Srivastava, R. K. Green tea catechin, epigallocatechin-3-gallate (EGCG): Mechanisms, perspectives and clinical applications Biochem. Pharmacol. 2011, 82, 1807-1821
5. Chow, H. H. S.; Cai, Y.; Hakim, I. A.; Crowell, J. A.; Shahi, F.; Brooks, C. A.; Dorr, R. T.; Hara, Y.; Alberts, D. S. Pharmacokinetics and safety of green tea polyphenols after multiple-dose administration of epigallocatechin gallate and polyphenon E in healthy individuals Clin. Cancer Res. 2003, 9, 3312-3319
6. Lambert, J. D.; Sang, S. M.; Yang, C. S. Biotransformation of green tea polyphenols and the biological activities of those metabolites Mol. Pharmacol. 2007, 4, 819-825
7. Leonarduzzi, G.; Testa, G.; Sottero, B.; Gamba, P.; Poli, G. Design and development of nanovehicle-based delivery systems for preventive or therapeutic supplementation with flavonoids Curr. Med. Chem. 2010, 17, 74-95
8. Ratnam, D. V.; Ankola, D. D.; Bhardwaj, V.; Sahana, D. K.; Kumar, M. Role of antioxidants in prophylaxis and therapy: A pharmaceutical perspective J. Controlled Release 2006, 113, 189-207
9. Siddiqui, I. A.; Adhami, V. M.; Bharali, D. J.; Hafeez, B. B.; Asim, M.; Khwaja, S. I.; Ahmad, N.; Cui, H. D.; Mousa, S. A.; Mukhtar, H. Introducing nanochemoprevention as a novel approach for cancer control: Proof of principle with green tea polyphenol epigallocatechin-3-gallate Cancer Res. 2009, 69, 1712-1716
10. Shutava, T. G.; Balkundi, S. S.; Vangala, P.; Steffan, J. J.; Bigelow, R. L.; Cardelli, J. A.; O'Neal, D. P.; Lvov, Y. M. Layer-by-layer-coated gelatin nanoparticles as a vehicle for delivery of natural polyphenols ACS Nano 2009, 3, 1877-1885
11. Siddiqui, I. A.; Adhami, V. M.; Ahmad, N.; Mukhtar, H. Nanochemoprevention: Sustained release of bioactive food components for cancer prevention Nutr. Cancer 2010, 62, 883-890
12. Siddiqui, I. A.; Mukhtar, H. Nanochemoprevention by bioactive food components: A perspective Pharm. Res. 2010, 27, 1054-1060
13. Acosta, E. Bioavailability of nanoparticles in nutrient and nutraceutical delivery Curr. Opin. Colloid Interface Sci. 2009, 14, 3-15
14. Hu, B.; Wang, S. S.; Li, J.; Zeng, X.; Huang, Q. R. Assembly of bioactive peptides and chitosan nanocomplexes J. Phys. Chem. B 2011, 115, 7515-7523
15. Hu, B.; Ting, Y. W.; Yang, X. Q.; Tang, W. P.; Zeng, X.; Huang, Q. R. Nanochemoprevention from encapsulation of (-)-epigallocatechin-3-gallate with bioactive peptides/chitosan nanoparticles for enhancing its bioavailability Chem. Commun. 2012, 48, 2421-2423
16. Hu, B.; Ting, Y. W.; Zeng, X.; Huang, Q. R. Cellular uptake and cytotoxicity of chitosan-caseinophosphopeptides nanocomplexes loaded with epigallocatechin gallate Carbohydr. Polym. 2012, 89, 362-370
17. Li, B.; Du, W. K.; Jin, J. C.; Du, Q. Z. Preservation of (-)-epigallocatechin-3-gallate antioxidant properties loaded in heat treated β-lactoglobulin nanoparticles J. Agric. Food Chem. 2012, 60, 3477-3484
18. Peres, I.; Rocha, S.; Gomes, J.; Morais, S.; Pereira, M. C.; Coelho, M. Preservation of catechin antioxidant properties loaded in carbohydrate nanoparticles Carbohydr. Polym. 2011, 86, 147-153
19. Chen, F.; Shi, Z. L.; Neoh, K. G.; Kang, E. T. Antioxidant and antibacterial activities of eugenol and carvacrol-grafted chitosan nanoparticles Biotechnol. Bioeng. 2009, 104, 30-39
20. Lee, J. S.; Kim, G. H.; Lee, H. G. Characteristics and antioxidant activity of Elsholtzia splendens extract-loaded nanoparticles J. Agric. Food Chem. 2010, 58, 3316-3321
21. Wolfe, K. L.; Liu, R. H. Cellular antioxidant activity (CAA) assay for assessing antioxidants, foods, and dietary supplements J. Agric. Food Chem. 2007, 55, 8896-8907
22. Yu, H. L.; Li, J.; Shi, K.; Huang, Q. R. Elevated cellular antioxidant activity of curcuminoids encapsulated in modified epsilon polylysine micelles Food Funct. 2011, 2, 373-380
23. Sessa, M.; Tsao, R.; Liu, R. H.; Ferrari, G.; Donsi, F. Evaluation of the stability and antioxidant activity of nanoencapsulated resveratrol during in vitro digestion J. Agric. Food Chem. 2011, 59, 12352-12360
24. Hu, B.; Pan, C. L.; Sun, Y.; Hou, Z. Y.; Ye, H.; Hu, B.; Zeng, X. Optimization of fabrication parameters to produce chitosan-tripolyphosphate nanoparticles for delivery of tea catechins J. Agric. Food Chem. 2008, 56, 7451-7458
25. Hu, B.; Wang, L.; Zhou, B.; Zhang, X.; Sun, Y.; Ye, H.; Zhao, L. Y.; Hu, Q. H.; Wang, G. X.; Zeng, X. Efficient procedure for isolating methylated catechins from green tea and effective simultaneous analysis of ten catechins, three purine alkaloids, and gallic acid in tea by high-performance liquid chromatography with diode array detection J. Chromatogr., A 2009, 1216, 3223-3231
26. Huang, M.; Khor, E.; Lim, L. Y. Uptake and cytotoxicity of chitosan molecules and nanoparticles: Effects of molecular weight and degree of deacetylation Pharm. Res. 2004, 21, 344-353
27. Bodnar, M.; Hartmann, J. F.; Borbely, J. Preparation and characterization of chitosan-based nanoparticles Biomacromolecules 2005, 6, 2521-2527
28. Bodnar, M.; Hartmann, J. F.; Borbely, J. Synthesis and study of cross-linked chitosan- N -poly(ethylene glycol) nanoparticles Biomacromolecules 2006, 7, 3030-3036
29. Hong, J.; Lu, H.; Meng, X. F.; Ryu, J. H.; Hara, Y.; Yang, C. S. Stability, cellular uptake, biotransformation, and efflux of tea polyphenol (-)-epigallocatechin-3-gallate in HT-29 human colon adenocarcinoma cells Cancer Res. 2002, 62, 7241-7246
30. Nam, H. Y.; Kwon, S. M.; Chung, H.; Lee, S. Y.; Kwon, S. H.; Jeon, H.; Kim, Y.; Park, J. H.; Kim, J.; Her, S.; Oh, Y. K.; Kwon, I. C.; Kim, K.; Jeong, S. Y. Cellular uptake mechanism and intracellular fate of hydrophobically modified glycol chitosan nanoparticles J. Controlled Release 2009, 135, 259-267
31. Jia, X. Y.; Chen, X.; Xu, Y. L.; Han, X. Y.; Xu, Z. R. Tracing transport of chitosan nanoparticles and molecules in Caco-2 cells by fluorescent labeling Carbohydr. Polym. 2009, 78, 323-329
32. Loh, J. W.; Yeoh, G.; Saunders, M.; Lim, L. Y. Uptake and cytotoxicity of chitosan nanoparticles in human liver cells Toxicol. Appl. Pharmacol. 2010, 249, 148-157
33. Dube, A.; Ng, K.; Nicolazzo, J. A.; Larson, I. Effective use of reducing agents and nanoparticle encapsulation in stabilizing catechins in alkaline solution Food Chem. 2010, 122, 662-667
34. Conner, S. D.; Schmid, S. L. Regulated portals of entry into the cell Nature 2003, 422, 37-44
35. Chiu, Y. L.; Ho, Y. C.; Chen, Y. M.; Peng, S. F.; Ke, C. J.; Chen, K. J.; Mi, F. L.; Sung, H. W. The characteristics, cellular uptake and intracellular trafficking of nanoparticles made of hydrophobically-modified chitosan J. Controlled Release 2010, 146, 152-159