Antioxidant activities of curcumin and ascorbyl dipalmitate nanoparticles and their activities after incorporation into cellulose-based packaging films

Journal of Agricultural and Food Chemistry

Volumn 60, Issue 21, 2012, Pages 5388-5399

  Sonkaew, Piyapong ^a   Sane, Amporn ^a   Suppakul, Panuwat ^a  

^a KASETSART UNIVERSITY   (Thailand)

Author keywords

antioxidant activity; antioxidant packaging; ascorbyl dipalmitate; biopolymer; cellulose based packaging film; curcumin

Indexed keywords

2 ,2-DIPHENYL-1-PICRYLHYDRAZYL; ABTS RADICAL CATIONS; ANTIOXIDANT ACTIVITIES; ASCORBYL DIPALMITATE; AVERAGE SIZE; COATING APPLICATION; CURCUMIN; ENVIRONMENTALLY BENIGN; FERRIC REDUCING ANTIOXIDANT POWER; PACKAGING FILMS; PLURONIC F-127; RADICAL SCAVENGING; RAPID EXPANSION; SUPERCRITICAL CO;

BIOCHEMISTRY; BIOPOLYMERS; CARBON DIOXIDE; CELLULOSE; ETHANOL; LIQUIDS; NANOPARTICLES; PLASTIC FILMS;

CELLULOSE FILMS;

ANTIOXIDANT; ASCORBIC ACID; ASCORBYL 2,6 DIPALMITATE; ASCORBYL 2,6-DIPALMITATE; CELLULOSE; CURCUMIN; NANOPARTICLE; PALMITIC ACID DERIVATIVE; PLANT EXTRACT;

ARTICLE; CHEMISTRY; CURCUMA; INSTRUMENTATION; PACKAGING;

ANTIOXIDANTS; ASCORBIC ACID; CELLULOSE; CURCUMA; CURCUMIN; NANOPARTICLES; PALMITATES; PLANT EXTRACTS; PRODUCT PACKAGING;

ANTIOXIDANTS; BIOCHEMISTRY; CARBON DIOXIDE; CELLULOSE; CELLULOSE FILM; ETHANOL; LIQUIDS; PACKAGING FILMS; PLASTIC FILMS;

EID: 84861595408     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf301311g     Document Type: Article

References (57)

1. Decker, E. A.; Chan, W. K. M.; Livisay, S. A.; Butterfield, D. A.; Faustman, C. Interactions between carnosine and the different redox states of myoglobin J. Food Sci. 1995, 60, 1201-1204
2. Davies, K. J. A. Oxidative stress: the paradox of aerobic life. In Free Radicals and Oxidative Stress: Environment, Drugs and Food Additives; Rice-Evans, C.; Halliwell, B.; Lunt, G. G., Eds.; Biochemical Society Symposium; Portland Press: London, 1995; Vol. 61, pp 1-31.
3. Botterweck, A. A. M.; Verhagen, H.; Goldbohm, R. A.; Kleinjans, J.; Van den Bradt, P. A. Intake of butylated hydroxyanisole and butylated hydroxytoluene and stomach cancer risk: results from analyses in the Netherlands cohort study Food Chem. Toxicol. 2000, 38, 599-605
4. Ito, N.; Hirose, M.; Fukushima, H.; Tsuda, T.; Shirai, T.; Tatenatsu, M. Studies on antioxidants: Their carcinogenic and modifying effects on chemical carcinogens Food Chem. Toxicol. 1986, 24, 1071-1092
5. Plumb, G. W.; Chambers, S. J.; Lambert, N.; Bartolomé, B.; Heaney, R. K.; Wanigatunga, S.; Aruoma, O. I.; Halliwell, B.; Williamson, G. Antioxidant actions of fruit, herb and spice extracts J. Food Lipids. 1996, 3, 171-188
6. Cousins, M.; Adelberg, J.; Chen, F. Antioxidant capacity of fresh and dried rhizomes from four clones of turmeric (Curcuma longa L.) grown in vitro Ind. Crop. Prod. 2007, 25, 129-135
7. Ak, T.; Gülçin, I. Antioxidant and radical scavenging properties of curcumin Chem. Biol. Int. 2008, 174, 27-37
8. Moribe, K.; Maruyama, S.; Inoue, Y.; Suzuki, T.; Fukami, T.; Tomono, K.; Higashi, K.; Tozuka, Y.; Yamamoto Ascorbyl dipalmitate/PEG-lipid nanoparticles as a novel carrier for hydrophobic drugs Int. J. Pharm. 2010, 236-243
9. Robinson, D. K. R.; Morrison, M. J. Nanotechnologies for food packaging: Reporting the science and technology research trends: Report for the Observatory NANO, 2010. http://www.observatorynano.eu (accessed July 11, 2011).
10. Chaudhry, Q.; Castle, L. Food applications of nanotechnologies: An overview of opportunities and challenges for developing countries Trends Food Sci. Technol. 2011, 22, 595-603
11. Huang, B.; Zhang, J.; Hou, J.; Chen, C. Free radical scavenging efficiency of Nano-Se in vitro Free Radical Biol. Med. 2003, 35, 805-813
12. Liu, J.-R.; Chen, J.-F.; Shin, H. N.; Kuo, P. C. Enhanced antioxidant bioactivity of Salvia miltiorrhiza (Danshen) products prepared using nanotechnology Phytomedicine 2008, 15, 23-30
13. Mohoraj, V. J.; Chen, Y. Nanoparticles - a review Trop. J. Pharm. Res. 2006, 5, 561-573
14. Sane, A.; Thies, M. C. The formation of fluorinated tetraphenylporphyrin nanoparticles via rapid expansion processes: RESS vs RESOL J. Phys. Chem. B. 2005, 109, 19688-19695
15. Sane, A.; Limtrakul, J. Formation of retinyl palmitate-loaded poly(l-lactide) nanoparticles using rapid expansion of supercritical solutions into liquid solvents (RESOLV) J. Supercrit. Fluids 2009, 17, 111-134
16. Sane, A.; Limtrakul, J. Co-precipitation of asiatic acid and poly(l-lactide) using rapid expansion of subcritical solutions into liquid solvents J. Nanoparticle Res. 2011, 13, 4001-4013
17. Kester, J. J.; Fennema, O. R. Edible films and coatings: a review Food Technol. 1986, 40, 47-59
18. Suppakul, P.; Miltz, J.; Sonneveld, K.; Bigger, S. W. Active packaging technologies with an emphasis on antimicrobial packaging and its applications J. Food Sci. 2003, 68, 408-420
19. Nicholson, M. D. The role of natural antimicrobials in food/packaging biopreservation J. Plastic Film Sheeting 1998, 14, 234-241
20. Wessling, C.; Nielsen, T.; Giacin, J. R. Antioxidant ability of BHT- and α-tocopherol-impregnated LDPE film in packaging of oatmeal J. Sci. Food Agric. 2000, 81, 194-201
21. Lee, Y. S.; Shin, H.-S.; Han, J.-K.; Lee, M.; Giacin, J. R. Effectiveness of antioxidant-impregnated film in retarding lipid oxidation J. Sci. Food Agric. 2000, 84, 993-1000
22. Jongjareonrak, A.; Benjakul, S.; Visessanguan, W.; Tanaka, M. Antioxidative activity and properties of fish skin gelatin films incorporated with BHT and α-tocopherol Food Hydrocolloids 2008, 22, 449-458
23. Siripatrawan, U.; Harte, B. R. Physical properties and antioxidant activity of an active film from chitosan incorporated with green tea extract Food Hydrocolloids 2010, 24, 770-775
24. Bao, S.; Xu, S.; Wang, Z. Antioxidant activity and properties of gelatin films incorporated with tea polyphenol-loaded chitosan nanoparticles J. Sci. Food Agric. 2009, 89, 2692-2700
25. Rejinold, N. S.; Muthunarayanan, M.; Divyarani, V. V.; Sreerekha, P. R.; Chemnazhi, K. P.; Nair, S. V.; Tamura, H.; Jayakumar, R. Curcumin-loaded biocompatible thermoresponsive polymer nanoparticles for cancer drug delivery J. Colloid Interface Sci. 2011, 1, 39-51
26. Berne, B. J.; Pecora, R. Dynamic Light Scattering: with Applications to Chemistry, Biology, and Physics; Dover Publications: Mineola, NY, 2000.
27. Bootz, A.; Vogel, V.; Schubert, D.; Kreuter, J. Comparison of scanning electron microscopy, dynamic light scattering and analytical ultracentrifugation for the sizing of poly(butyl cyanoacrylate) nanoparticles Eur. J. Pharm. Biopharm. 2004, 57, 369-375
28. Yen, F.-L.; Wu, T.-H.; Tzeng, C.-W.; Lin, L.-T.; Lin, C.-C. Curcumin nanoparticles improve the physicochemical properties of curcumin and effectively enhance its antioxidant and antihepatoma activities J. Agric. Food Chem. 2010, 58, 7376-7382
29. Xiao, H.; Parkin, K. L. Antioxidant functions of selected allium thiosulfinates and S-alk(en)yl- l -cysteine sulfoxides J. Agric. Food Chem. 2002, 50, 2488-2493
30. Singh, R. P.; Chidambara, M. K. N.; Jayaprakasha, G. K. Studies on the antioxidant activity of pomegranate (Punica granatum) peel and seed extracts using in vitro models J. Agric. Food Chem. 2002, 50, 81-86
31. Terpinc, P.; Bezjak, M.; Abramovic, H. A kinetic model of evaluation of the antioxidant activity of several rosemary extracts Food Chem. 2009, 115, 740-744
32. Benzie, I. F. F.; Strain, J. J. The ferric reducing ability of plasma (FRAP) as a measure of "antioxidant power": the FRAP assay Anal. Biochem. 1996, 239, 70-76
33. Thaipong, K.; Boonprakob, U.; Crosby, K.; Cisneros-Zevallos, L.; Byrne, D. H. Comparison of ABTS, DPPH, FRAP, and ORAC assays for estimating antioxidant activity from guava fruit extracts J. Food Compos. Anal. 2006, 19, 669-675
34. Jiang, J; Oberdörster, G.; Biwas, P. Characterization of size, surface charge, and agglomeration state of nanoparticle dispersion for toxicological studies J. Nanoparticle Res. 2009, 11, 77-89
35. Gülçin, Ì.; Şat, Ì.G.; Beydemir, Ş.; Elmastaş.; Küfrevioǧlu, Ö.Ì. Comparison of antioxidant activity of clove (Eugenia caryophyllata Thunb.) buds and lavender (Lavandula stoechas L.) Food Chem. 2004, 87, 393-400
36. Enayat, S.; Banerjee, S. Comparative antioxidant activity of extracts from leaves, bark and catkins of Salix aegyptiaca sp Food Chem. 2009, 116, 23-28
37. Blois, M. S. Antioxidant determinations by the use of a stable free radical Nature 1958, 181, 1199-1200
38. Brand-Williams, W.; Cuvelier, M.; Berset, C. Use of a free radical method to evaluate antioxidant activity Lebensm.-Wiss. u.-Technol. 1995, 28, 25-30
39. Priyadarsini, K. I.; Maity, D. K.; Naik, G. H.; Kumar, M. S.; Unnikrishnan, M. K.; Satav, J. G.; Mohan, H. Role of phenolic O-H and methylene hydrogen on the free radical reactions and antioxidant activity of curcumin Free Radical Biol. Med. 2003, 35, 475-484
40. Jovanovic, S. V.; Boone, C. W.; Steenken, S.; Trinoga, M.; Kaskey, R. B. How curcumin works preferentially with water soluble antioxidants J. Am. Chem. Soc. 2001, 123, 3064-3068
41. Coppen, P. The use of antioxidants. In Rancidity in Foods, 3 rd ed.; Allen, J. C.; Hamilton, R. J., Eds.; Blackie Academic Press: London, 1994; pp 84-103.
42. Beddows, C. G.; Jagait, C.; Kelly, M. J. Effect of ascorbyl palmitate on preservation of α-tocopherol in sunflower oil, alone and with herbs and spices Food Chem. 2001, 73, 255-261
43. Barclay, L. R.; Vinqvist, M. R.; Mukai, K.; Goto, H.; Hashimoto, Y.; Tokunaga, A.; Uno, H. On the antioxidant mechanism of curcumin: Classical methods are needed to determine antioxidant mechanism and activity Org. Lett. 2000, 2, 2841-2843
44. Cort, W. M. Antioxidant activity of tocopherols, ascorbyl palmitate, and ascorbic acid and their mode of action J. Am. Oil Chem. Soc. 1974, 51, 321-325
45. 2) quencher Biochem. Biophys. Res. Commun. 2002, 295, 62-66
46. Gutierrez, R. M. P.; Luna, H. H.; Garrido, S. H. Antioxidant activity of Tagetes erecta essential oil J. Chil. Chem. Soc. 2006, 51, 883-886
47. Bhawana.; Basniwal, R. K.; Buttar, H. S.; Jain, V. K.; Jain, N. Curcumin nanoparticles: preparation, characterization, and antimicrobial study J. Agric. Food Chem. 2011, 59, 2056-2061
48. Litwinienko, G.; Ingold, K. U. Abnormal solvent effects on hydrogen atom abstraction. 2. Resolution of the curcumin antioxidant controversy. The role of sequential proton loss electron transfer J. Org. Chem. 2004, 69, 5888-5896
49. Weber, W. M.; Hunsaker, L. A.; Abcouwer, S. F.; Deck, L. M.; Vander, Jagt. D. L. Anti-oxidant activities of curcumin and related enones Bioorg. Med. Chem. 2005, 13, 3811-3820
50. Gordon, M. H. The mechanism of antioxidant action in vitro. In Food Antioxidants; Hudson, B. J. F., Ed.; Elsevier: New York, 1990; pp 1-18.
51. Griffin, S. P.; Bhagooli, R. Measuring antioxidant potential in corals using the FRAP assay J. Exp. Mar. Biol. Ecol. 2004, 302, 201-211
52. Prior, R. L.; Cao, G. In vivo total antioxidant capacity: comparison of different analytical methods Free Radical Biol. Med. 1999, 27, 1173-1181
53. Wang, M.; Wu, P.; Sengupta, S. S.; Chadhary, B. I.; Cogen, J. M.; Li, B. Investigation of water diffusion in low-density polyethylene by attenuated total reference Fourier transform infrared spectroscopy and two-dimensional correlation analysis Ind. Eng. Chem. Res. 2011, 50, 6447-6454
54. Buslov, D. K.; Sushko, N. I.; Tretinnikov, O. N. Study of thermal gelation of methylcellulose in water using FTIR-ATR spectroscopy J. Appl. Spectrosc. 2008, 75, 514-518
55. Kolev, T. M.; Velcheva, E. A.; Stamboliyska, B. A.; Spiteller, M. DFT and experimental studies of the structure and vibrational spectra of curcumin Int. J. Quan. Chem. 2005, 102, 1069-1079
56. Bich, V. T.; Thuy, N. T.; Binh, N. T.; Huong, N. T. M.; Yen, P. N. D.; Luong, T. T. Structural and spectral properties of curcumin and metal-curcumin complex derived from turmeric (Curcuma longa). Physics and engineering of new materials Springer Proc. Phys. 2009, 127, 271-278
57. Bratu, I.; Muresan-Pop, M.; Kacso, I.; Fǎrcaş, I. Spectroscopic investigation of the interaction between β-cyclodextrin and ascorbic acid J. Phys. Conf. Ser. 2009, 182, 1-4