Preparation and characterization of quercetin nanocrystals

Journal of Pharmaceutical Sciences

Volumn 100, Issue 6, 2011, Pages 2379-2390

  Sahoo, N G ^a   Kakran, M ^a   Shaal, L A ^b   Li, L ^a   Muller R H ^b   Pal, M ^c   Tan, L P ^c  

^a NANYANG TECHNOLOGICAL UNIVERSITY   (Singapore)

^b FREIE UNIVERSITÄT BERLIN   (Germany)

^c NANYANG TECHNOLOGICAL UNIVERSITY   (Singapore)

Author keywords

Antioxidant; Crystallinity; Dissolution; Lyophilization; Nanoparticles; Particle size; Quercetin; X ray diffractometry

Indexed keywords

CRYSTALLIN; NANOCRYSTAL; NANOPARTICLE; QUERCETIN;

ANTIOXIDANT ACTIVITY; ARTICLE; CONTROLLED STUDY; CRYSTALLIZATION; DIFFERENTIAL SCANNING CALORIMETRY; DRUG SOLUBILITY; FREEZE DRYING; LASER DIFFRACTION; NANOFABRICATION; PARTICLE SIZE; PH; PHOTON CORRELATION SPECTROSCOPY; SCANNING ELECTRON MICROSCOPY; X RAY DIFFRACTION;

EID: 79954544101     PISSN: 00223549     EISSN: 15206017     Source Type: Journal    
DOI: 10.1002/jps.22446     Document Type: Article

References (43)

1. Dulfer WJ, Bakker MWC, Govers HAJ. 1995. Micellar solubility and micelle/water partitioning of polychlorinated biphenyls in solutions of sodium dodecyl sulphate. Environ Sci Technol 29:985-992.
2. Calabro ML, Tommasini S, Donato P, Stancanelli R, Raneri D, Catania S, Costa C, Villari V, Ficarra P, Ficarra R. 2005. The rutin/beta-cyclodextrin interactions in fully aqueous solution: Spectroscopic studies and biological assays. J Pharm Biomed Anal 36:1019-1027.
3. Haiyun D, Jianbin C, Guomei Z, Shaomin S, Jinhao P. 2003. Preparation and spectral investigation on inclusion complex of beta-cyclodextrin with rutin. Spectrochim Acta A Mol Biomol Spectrosc 59:3421-3429.
4. Kanaze FI, Kokkalou E, Niopas I, Georgarakis M, Stergiou A, Bikiaris D. 2006. Dissolution enhancement of flavonoids by solid dispersion in PVP and PEG matrixes: A comparative study. J Appl Polym Sci 102:460-471.
5. Dupont B. 2002. Overview of the lipid formulations of amphotericin B. J Antimicrob Chemother Suppl S1:31-36.
6. Nakano M. 2000. Places of emulsions in drug delivery. Adv Drug Deliv Rev 45:1-4.
7. Lawrence M, Rees G. 2000. Microemulsion-based media as novel drug delivery systems. Adv Drug Deliv Rev 45:89-121.
8. Subramaniam B, Rajewski RA, Snavely K. 1997. Pharmaceutical processing with supercritical carbon dioxide. J Pharm Sci 86:885-890.
9. Hancock BC, Zografi G. 1997. Characteristics and significance of the amorphous state in pharmaceutical systems. J Pharm Sci 86:1-12.
10. Müller RH, Jacobs C, Kayser O. 2001. Nanosuspensions as particulate drug formulations in therapy rationale for development and what we can expect for the future. Adv Drug Deliv Rev 47:3-19.
11. Müller RH, Böhm BHL, Grau MJ. 2000. Nanosuspensions-a formulation approach for poorly soluble and poorly bioavailable drugs. In Rathbone MJ, Hadgraft J, editors. Modified-release drug delivery systems, New York: Marcel Dekker, p 135-149.
12. Liversidge GG, Conzentino P. 1995. Drug particle size reduction for decreasing gastric irritancy and enhancing absorption of naproxen in rats. Int J Pharm 125:309-313.
13. Kakran M, Sahoo NG, Li L, Judeh Z, Wang Y, Chong K, Loh L. 2010. Fabrication of drug nanoparticles by evaporative precipitation of nanosuspension. Int J Pharm 383:285-292.
14. Chen G, Wang W. 2007. Role of freeze drying in nanotechnology. Drying Technol 25:29-35.
15. 2 antisolvent with enhanced mass transfer. 228:19-31.
16. Teeranachaideekul V, Junyaprasert VB, Souto EB, Müller RH. 2008. Development of ascorbyl palmitate nanocrystals applying the nanosuspension technology. Int J Pharm 354:227-234.
17. Muller RH, Becker R, Kruss B, Peters K. 1999. Pharmaceutical nanosuspensions for medicament administration as systems with increased saturation solubility and rate of solution. Patent US5858410.
18. Hertog MGL, Hollman PCH, Venema DP. 1992. Optimization of a quantitative HPLC determination of potentially anticarcinogenic flavonoids in vegetables and fruits. J Agric Food Chem 40:1591-1598.
19. Kerem Z, Bravdo BA, Shoseyov O, Tugendhaft Y. 2004. Rapid liquid chromatography-ultraviolet determination of organic acids and phenolic compounds in red wine and must. J Chromatogr A 1052:211-215.
20. Formica JV, Regelson W. 1995. Review of the biology of quercetin and related bioflavonoids. Food Chem Toxicol 33:1061-1080.
21. Kanadaswami C, Lee LT, Lee PP, Hwang JJ, Ke FC, Huang YT, Lee MT. 2005. The antitumor activities of flavonoids. In Vivo 19:895-909.
22. Comalada M, Camuesco D, Sierra S, Ballester I, Xaus J, Galvez J, Zarzuelo A. 2005. In vivo quercitrin anti-inflammatory effect involves release of quercetin, which inhibits inflammation through down-regulation of the NF-kappaB pathway. Eur J Immunol 35:584-592.
23. Pralhad T, Rajendrakumar K. 2004. Study of freeze-dried quercetin-cyclodextrin binary systems by DSC, FT-IR, X-ray diffraction and SEM analysis. J Pharm Biomed Anal 34:333-339.
24. Zheng Y, Haworth IS, Zuo Z, Chow MSS, Chow AHL. 2005. Physicochemical and structural characterization of quercetin-b-cyclodextrin complexes. J Pharm Sci 94:1079-1089.
25. Yuan ZP, Chen LJ, Fan LY, Tang MH, Yang GL, Yang HS, Du XB, Wang GQ, Yao WX, Zhao QM, Ye B, Wang R, Diao P, Zhang W, Wu HB, Zhao X, Wei YQ. 2006. Liposomal quercetin efficiently suppresses growth of solid tumors in murine models. Clin Cancer Res 12:3193-3199.
26. Frijlink HW, Eissens AC, Hefting NR, Poelstra K, Lerk CF, Meijer DK. 1991. The effect of parenterally administered cyclodextrins on cholesterol levels in the rat. Pharm Res 8:9-16.
27. Mu X, Zhong Z. 2006. Preparation and properties of poly(vinyl alcohol)-stabilized liposomes. Int J Pharm 318:55-61.
28. Wu TH, Yen FL, Lin LT, Tsai TR, Lin CC, Cham TM. 2008. Preparation, physicochemical characterization, and antioxidant effects of quercetin nanoparticles. Int J Pharm 346:160-168.
29. Mishra PR, Shaal LA, Müller RH, Keck CM. 2009. Production and characterization of hesperetin nanosuspensions for dermal delivery. Int J Pharm 371:182-189.
30. Costa P, Lobo JMS. 2001. Modeling and comparison of dissolution profiles. Eur J Phar Sci 13:123-133.
31. Mensor LL, Menezes FS, Leitaõ GG, Reis AS, Santos TC, Coube CS, Leitaõ SG. 2001. Screening of Brazilian plant extracts for antioxidant activity by the use of DPPH free radical method. Phytotherapy Res 15:127-130.
32. Manigauha A, Ali H, Maheshwari MU. 2009. Antioxidant activity of ethanolic extract of Piper betel leaves. J Pharm Res 2:491-494
33. Carstensen JT. 2001. Solid state stability. In Advanced pharmaceutical solids; Carstenssen JT, Ed. New York: Marcel Dekker Inc.
34. Wang Y, Zhang D, Liu Z, Liu G, Duan C, Jia L, Feng F, Zhang X, Shi Y, Zhang Q. 2010. In vitro and in vivo evaluation of silybin nanosuspensions for oral and intravenous delivery. Nanotechnology 21:155104.
35. Reppas C, Nicolaides E. 2000. Analysis of drug dissolution data. In Dressman JB, Lennernäs H, editors. Oral Drug Absorption Prediction and Assessment, New York: Marcel Dekker, p 229-254.
36. Vueba ML, Batista de Carvalho LAE, Veiga F, Sousa JJ, Pina ME. 2004. Influence of cellulose ether polymers on ketoprofen release from hydrophilic matrix tablets. Eur J Pharm Biopharm 58:51-59.
37. Demirtürk E, Öner L. 2005. Evaluation of in vitro dissolution profile comparison methods of immediate release gliclazide tablet formulations. Hacettepe Univ J Facul Pharm 25:1-10.
38. Noyes AA, Whitney WR. 1897. The rate of solution of solid substances in their own solutions. J Am Chem Soc 19:930-934.
39. Muller RH, Akkar A. 2004. Drug nanocrystals of poorly soluble drugs. In Encyclopedia of nanoscience and nanotechnology; Nalwa HS, Ed. California: American Scientific Publishers, pp 627-638.
40. Hancock BC, Zografi G. 1997. Characteristic and significance of the amorphous state in pharmaceutical systems. J Pharm Sci 86:1-12.
41. Heim KE, Tagliaferro AR, Bobilya DJ. 2002. Flavonoid antioxidants: Chemistry, metabolism and structure-activity relationships. J Nutr Biochem 13:572-584.
42. Schaffazick SR, Pohlmann AR, de Cordova CA, Creczynski-Pasa TB, Guterres SS. 2005. Protective properties of melatonin-loaded nanoparticles against lipid peroxidation. Int J Pharm 289:209-213.
43. Deore SL, Baviskar BA, Khangenbam RA, Koli US, Daga NP, Gadbail PA, Jain PA. 2009. In vitro antioxidant activity and phenolic content of Croton caudatum. J Pharm Res 3:367-369.