Enhancement of dissolution and antioxidant activity of kaempferol using a nanoparticle engineering process

Journal of Agricultural and Food Chemistry

Volumn 59, Issue 9, 2011, Pages 5073-5080

  Tzeng, Cheng Wei ^a   Yen, Feng Lin ^a   Wu, Tzu Hui ^b   Ko, Horng Huey ^a   Lee, Chiang Wen ^c   Tzeng, Wen Sheng ^d   Lin, Chun Ching ^a  

^a KAOHSIUNG MEDICAL UNIVERSITY   (Taiwan)

^b The Health Bureau of Kaohsiung County Government   (Taiwan)

^c CHANG GUNG UNIVERSITY OF SCIENCE AND TECHNOLOGY   (Taiwan)

^d CHI MEI FOUNDATION HOSPITAL   (Taiwan)

Author keywords

Antioxidant activity; Dissolution; Kaempferol; Nanoparticle engineering process

Indexed keywords

AMORPHOUS TRANSFORMATION; ANTIOXIDANT ACTIVITIES; CLINICAL APPLICATION; CLINICAL RESEARCH; DISSOLUTION PROBLEMS; ENCAPSULATION EFFICIENCY; ENGINEERING PROCESS; HEALTH FOODS; HYDROGEN-BOND FORMATION; KAEMPFEROL; LOW DOSE; NANOPARTICLE FORMULATION; PARTICLE SIZE REDUCTION; POTENT ANTIOXIDANTS;

ENCAPSULATION; ENGINEERING; METADATA; NANOPARTICLES; PLANTS (BOTANY);

DISSOLUTION;

ANTIOXIDANT; KAEMPFEROL; KAEMPFEROL DERIVATIVE; NANOPARTICLE;

ARTICLE; CHEMISTRY; EVALUATION; INSTRUMENTATION; METHODOLOGY; NANOTECHNOLOGY; PARTICLE SIZE;

ANTIOXIDANTS; CHEMISTRY, PHARMACEUTICAL; KAEMPFEROLS; NANOPARTICLES; NANOTECHNOLOGY; PARTICLE SIZE;

EID: 79955692159     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf200354y     Document Type: Article

References (46)

1. Guo, W.; Kong, E.; Meydani, M. Dietary polyphenols, inflammation, and cancer. Nutr. Cancer 2009, 61, 807-810.
2. Slimestad, R.; Fossen, T.; Vågen, I. M. Onions: a source of unique dietary flavonoids. J. Agric. Food Chem. 2007, 55, 10067-10080.
3. Lin, L. Z.; Harnly, J. M. Identification of the phenolic components of collard greens, kale, and Chinese broccoli. J. Agric. Food Chem. 2009, 57, 7401-7408.
4. DuPont, M. S.; Day, A. J.; Bennett, R. N.; Mellon, F. A.; Kroon, P. A. Absorption of kaempferol from endive, a source of kaempferol-3- glucuronide, in humans. Eur. J. Clin. Nutr. 2004, 58, 947-954. (Pubitemid 38923194)
5. Singh, R.; Singh, B.; Singh, S.; Kumar, N.; Kumar, S.; Arora, S. Anti-free radical activities of kaempferol isolated from Acacia nilotica (L.) Willd. Ex. Del. Toxicol. in Vitro 2008, 22, 1965-1970.
6. Lyu, S. Y.; Rhim, J. Y.; Park, W. B. Antiherpetic activities of flavonoids against herpes simplex virus type 1 (HSV-1) and type 2 (HSV-2) in vitro. Arch. Pharm. Res. 2005, 28, 1293-1301.
7. Park, M. J.; Lee, E.K.; Heo, H. S.;Kim,M. S.; Sung,B.;Kim,M. K.; Lee, J.; Kim, N. D.; Anton, S.; Choi, J. S.; Yu, B. P.; Chung, H. Y. The antiinflammatory effect of kaempferol in aged kidney tissues: the involvement of nuclear factor-kappaB via nuclear factor-inducing kinase/IkappaB kinase and mitogen-activated protein kinase pathways. J. Med. Food 2009, 12, 351-358.
8. Hirose, E.; Matsushima, M.; Takagi, K.; Ota, Y.; Ishigami, K.; Hirayama, T.; Hayashi, Y.; Nakamura, T.; Hashimoto, N.; Imaizumi, K.; Baba, K.; Hasegawa, Y.; Kawabe, T. Involvement of heme oxygenase-1 in kaempferol-induced anti-allergic actions in RBL-2H3 cells. Inflammation 2009, 32, 99-108.
9. Marfe, G.; Tafani, M.; Indelicato, M.; Sinibaldi-Salimei, P.; Reali, V.; Pucci, B.; Fini, M.; Russo, M. A. Kaempferol induces apoptosis in two different cell lines via Akt inactivation, Bax and SIRT3 activation, and mitochondrial dysfunction. J. Cell Biochem. 2009, 106, 643-650.
10. Mallick, S.; Pattnaik, S.; Swain, K.; De, P. K. Current perspectives of solubilization: potential for improved bioavailability. Drug Dev. Ind. Pharm. 2007, 33, 865-873. (Pubitemid 47345858)
11. Barve, A.; Chen, C.; Hebbar, V.; Desiderio, J.; Saw, C. L.; Kong, A. N. Metabolism, oral bioavailability and pharmacokinetics of chemopreventive kaempferol in rats. Biopharm. Drug Dispos. 2009, 30, 356-365.
12. Wu, T. H.; Yen, F. L.; Lin, L. T.; Tsai, T. R.; Lin, C. C.; Cham, T. M. Preparation, physicochemical characterization, and antioxidant effects of quercetin nanoparticles. Int. J. Pharm. 2008, 346, 160-168.
13. 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.
14. Pamuk, A. G.; Saatci, I.; Cekirge, H. S.; Aypar, U. A contribution to the controversy over dimethyl sulfoxide toxicity: anesthesia monitoring results in patients treated with Onyx embolization for intracranial aneurysms. Neuroradiology 2005, 47, 380-386. (Pubitemid 41348902)
15. Lieber, C. S. Alcoholic fatty liver: its pathogenesis and mechanism of progression to inflammation and fibrosis. Alcohol 2004, 34, 9-19. (Pubitemid 40163989)
16. Ratnam, D. V.; Ankola, D. D.; Bhardwaj, V.; Sahana, D. K.; Kumar, M. N. Role of antioxidants in prophylaxis and therapy: A pharmaceutical perspective. J. Controlled Release 2006, 113, 189-207. (Pubitemid 43983041)
17. Anand, P.; Nair, H. B.; Sung, B.; Kunnumakkara, A. B.; Yadav, V. R.; Tekmal, R. R.; Aggarwal, B. B. Design of curcumin-loaded PLGA nanoparticles formulation with enhanced cellular uptake, and increased bioactivity in vitro and superior bioavailability in vivo. Biochem. Pharmacol. 2010, 79, 330-338.
18. Wang, Y.; Zhang, D.; Liu, Z.; Liu, G.; Duan, C.; Jia, L.; Feng, F.; Zhang, X.; Shi, Y.; Zhang, Q. In vitro and in vivo evaluation of silybin nanosuspensions for oral and intravenous delivery. Nanotechnology 2010, 21, 155104.
19. Yadav,K. S.; Sawant,K.K.Modified nanoprecipitationmethod for preparation of cytarabine-loaded PLGA nanoparticles. AAPS PharmSciTech 2010, 11, 1456-1465.
20. Wade, A.;Weller, P. J. Handbook of Pharmaceutical Excipients, 2nd ed.; American Pharmaceutical Association:Washington, 1994; pp 392-399.
21. Ausar, S. F.; Bianco, I. D.; Castagna, L. F.; Alasino, R. V.; Beltramo, D. M. Interaction of a cationic acrylate polymer with caseins: biphasic effect of Eudragit E100 on the stability of casein micelles. J. Agric. Food Chem. 2003, 51, 4417-4423.
22. Dickinson, P. A.; Lee, W. W.; Stott, P. W.; Townsend, A. I.; Smart, J. P.; Ghahramani, P.; Hammett, T.; Billett, L.; Behn, S.; Gibb, R. C.; Abrahamsson, B. Clinical relevance of dissolution testing in quality by design. AAPS J. 2008, 10, 380-390.
23. Bilati, U.; Allemann, E.; Doelker, E. Development of a nanoprecipitation method intended for the entrapment of hydrophilic drugs into nanoparticles. Eur. J. Pharm. Sci. 2005, 24, 67-75. (Pubitemid 40051288)
24. Yen, F. L.; Wu, T. H.; Lin, L. T.; Cham, T. M.; Lin, C. C. Concordance between antioxidant activities and flavonol content in different extracts and fractions of Cuscuta chinensis. Food Chem. 2008, 108, 455-462.
25. McCord, J. M.; Fridovich, I. An enzymic function for erythrocuprein (hemocuprein). Superoxide dismutase. J. Biol. Chem. 1969, 244, 6049-6055.
26. Yen, G. C.; Chen, H. Y. Antioxidant activity of various tea extracts in relation to their antimutagenicity. J. Agric. Food Chem. 1995, 43, 27-32.
27. Chang, W. S.; Chang, Y. H.; Lu, F. J.; Chiang, H. C. Inhibitory effects of phenolics on xanthine oxidase. Anticancer Res. 1994, 14 501-506.
28. Ohkawa, H.; Ohishi, N.; Yagi, K. Assay for lipid peroxides in animal tissues by thiobarbituric acid reaction. Anal. Biochem. 1979, 95, 351-358. (Pubitemid 9194347)
29. Pouton, C. W. Formulation of poorly water-soluble drugs for oral administration: physicochemical and physiological issues and the lipid formulation classification system. Eur. J. Pharm. Sci. 2006, 29, 278-287. (Pubitemid 44740131)
30. Dokoumetzidis, A.; Macheras, P. A century of dissolution research: from Noyes and Whitney to the biopharmaceutics classification system. Int. J. Pharm. 2006, 321, 1-11. (Pubitemid 44247428)
31. Hu, J.; Johnston, K. P.; Williams, R. O., III. Nanoparticle engineering processes for enhancing the dissolution rates of poorly water soluble drugs. Drug Dev. Ind. Pharm. 2004, 30, 233-245. (Pubitemid 38451748)
32. Karavas, E.; Georgarakis, M.; Docoslis, A.; Bikiaris, D. Combining SEM, TEM, and micro-Raman techniques to differentiate between the amorphous molecular level dispersions and nanodispersions of a poorly water-soluble drug within a polymer matrix. Int. J. Pharm. 2007, 340, 76-83. (Pubitemid 47044963)
33. Blagden, N.; de Matas, M.; Gavan, P. T.; York, P. Crystal engineering of active pharmaceutical ingredients to improve solubility and dissolution rates. Adv. Drug Delivery Rev. 2007, 59, 617-630. (Pubitemid 47285407)
34. Tantishaiyakul, V.; Kaewnopparat, N.; Ingkatawornwong, S. Properties of solid dispersions of piroxicam in polyvinylpyrrolidone. Int. J. Pharm. 1999, 181, 143-151. (Pubitemid 29229801)
35. Jung, J. Y.; Yoo, S. D.; Lee, S. H.; Kim, K. H.; Yoon, D. S.; Lee, K. H. Enhanced solubility and dissolution rate of itraconazole by a solid dispersion technique. Int. J. Pharm. 1999, 187, 209-218. (Pubitemid 29443901)
36. Yamamura, S.; Gotoh, H.; Sakamoto, Y.; Momose, Y. Physicochemical properties of amorphous precipitates of cimetidine-indomethacin binary system. Eur. J. Pharm. Biopharm. 2000, 49, 259-265. (Pubitemid 30229875)
37. Horisawa, E.; Danjo, K.; Haruna, M. Physical properties of solid dispersion of a nonsteroidal anti-inflammatory drug (M-5011) with Eudragit E. Drug Dev. Ind. Pharm. 2000, 26, 1271-1278. (Pubitemid 32037423)
38. Rosenblatt, K. M.; Bunjes, H. Poly(vinyl alcohol) as emulsifier stabilizes solid triglyceride drug carrier nanoparticles in the alphamodification. Mol Pharm. 2009, 6, 105-120.
39. Sonaje, K.; Italia, J. L.; Sharma, G.; Bhardwaj, V.; Tikoo, K.; Kumar, M. N. Development of biodegradable nanoparticles for oral delivery of ellagic acid and evaluation of their antioxidant efficacy against cyclosporine A-induced nephrotoxicity in rats. Pharm. Res. 2007, 24, 899-908. (Pubitemid 46675391)
40. Fischer, S.; Arad, A.; Margalit, R. Lipsome-formulated enzymes for organophosphate scavenging: butyrylcholinesterase and Demeton-S. Arch. Biochem. Biophys. 2005, 434, 108-115. (Pubitemid 40040476)
41. Yang, F.; Song, F. L.; Pan, Y. F.; Wang, Z. Y.; Yang, Y. Q.; Zhao, Y. M.; Liang, S. Z.; Zhang, Y. M. Preparation and characteristics of interferon-alpha poly(lactic-co-glycolic acid) microspheres. J. Microencapsul. 2010, 27, 133-141.
42. Hekmatara, T.; Gelperina, S.; Vogel, V.; Yang, S. R.; Kreuter, J. Encapsulation of water-insoluble drugs in poly(butyl cyanoacrylate) nanoparticles. J. Nanosci. Nanotechnol. 2009, 9, 5091-5098.
43. Mora-Huertas, C. E.; Fessi, H.; Elaissari, A. Polymer-based nanocapsules for drug delivery. Int. J. Pharm. 2010, 385, 113-142.
44. Dong, Y.; Ng, W. K.; Shen, S.; Kim, S.; Tan, R. B. Preparation and characterization of spironolactone nanoparticles by antisolvent precipitation. Int. J. Pharm. 2009, 375, 84-88.
45. Xia, D.; Quan, P.; Piao, H.; Piao, H.; Sun, S.; Yin, Y.; Cui, F. Preparation of stable nitrendipine nanosuspensions using the precipitation- ultrasonication method for enhancement of dissolution and oral bioavailability. Eur. J. Pharm. Sci. 2010, 40, 325-334.
46. Chen, Y.; Liu, J.; Yang, X.; Zhao, X.; Xu, H. Oleanolic acid nanosuspensions: preparation, in-vitro characterization and enhanced hepatoprotective effect. J. Pharm. Pharmacol. 2005, 57, 259-264. (Pubitemid 40129096)