Target delivery and controlled release of the chemopreventive drug sulindac by using an advanced layered double hydroxide nanomatrix formulation system

Journal of Materials Science: Materials in Medicine

Volumn 23, Issue 4, 2012, Pages 973-981

  Minagawa, Keiji ^a   Berber, Mohamed R ^b   Hafez, Inas H ^a   Mori, Takeshi ^c   Tanaka, Masami ^d  

^a UNIVERSITY OF TOKUSHIMA   (Japan)

^b Tanta University   (Egypt)

^c KYUSHU UNIVERSITY   (Japan)

^d TOKUSHIMA BUNRI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ACIDIC GROUPS; ANION EXCHANGE; CHEMOPREVENTIVE; CONTROLLED RELEASE; DISSOLUTION PROFILES; INCORPORATION RATIO; LAMINAR STRUCTURE; LAYERED DOUBLE HYDROXIDES; LAYERED STRUCTURES; LOW WATER; MATRIX FORMATION; MICROENVIRONMENTS; PHARMACEUTICAL INDUSTRY; PHOTODECARBOXYLATION; RECONSTRUCTION TECHNIQUES; RELEASE PROCESS; SMALL INTESTINE; TARGET DELIVERY; WELL-ORDERED STRUCTURE;

INFRARED SPECTROSCOPY;

SCANNING ELECTRON MICROSCOPY;

DRUG CARRIER; HYDROXIDE; LAYERED DOUBLE HYDROXIDE; SULINDAC; UNCLASSIFIED DRUG;

ADVANCED NANOMATRIX FORMULATION SYSTEM; ANION EXCHANGE; ARTICLE; CHEMICAL STRUCTURE; CONTROLLED RELEASE FORMULATION; DRUG DELIVERY SYSTEM; DRUG FORMULATION; DRUG SOLUBILITY; DRUG TARGETING; HYDROPHOBIC INTERACTION CHROMATOGRAPHY; INFRARED SPECTROSCOPY; PARTICLE SIZE; PRIORITY JOURNAL; SCANNING ELECTRON MICROSCOPY; THERMOSTABILITY; X RAY ANALYSIS;

ANTI-INFLAMMATORY AGENTS, NON-STEROIDAL; ANTICARCINOGENIC AGENTS; CHEMISTRY, PHARMACEUTICAL; DRUG STABILITY; HYDROXIDES; MICROSCOPY, ELECTRON, SCANNING; NANOPARTICLES; POWDER DIFFRACTION; SOLUBILITY; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; SULINDAC;

EID: 84863333945     PISSN: 09574530     EISSN: 15734838     Source Type: Journal    
DOI: 10.1007/s10856-012-4566-x     Document Type: Article

References (41)

1. Singh R, Cadeddu R-P, Frobel J, Wilk CM, Bruns I, Zerbini LF, Prenzel T, Hartwig S, Brunnert D, Schroeder T, et al. The nonsteroidal anti-inflammatory drugs sulindac sulfide and diclofenac induce apoptosis and differentiation in human acute myeloid leukemia cells through an AP-1 dependent pathway. Apoptosis. 2011;16:889-901.
2. Lee JK, Paine MF, Brouwer KLR. Sulindac and its metabolites inhibit multiple transport proteins in rat and human hepatocytes. J Pharmacol Exp Ther. 2010;334(2):410-8.
3. Romeiro NC, Leite RDF, Lima LM, Cardozo SVS, de Miranda ALP, Fraga CAM, Barreiro EJ. Synthesis, pharmacological evaluation and docking studies of new sulindac analogues. Eur J Med Chem. 2009;44:1959-71.
4. Zou W, Devi SS, Sparkenbaugh E, Younis HS, Roth RA, Ganey PE. Hepatotoxic interaction of sulindac with lipopolysaccharide: role of the hemostatic system. Toxicol Sci. 2009;108(1):184-93.
5. Yasui H, Adachi M, Imai K. Combination of tumor necrosis factor-a with sulindac augments its apoptotic potential and suppresses tumor growth of human carcinoma cells in nude mice. Cancer. 2003;97:1412-20. (Pubitemid 36297770)
6. Wang X, Kingsley PJ, Marnett LJ, Eling TE. The role of NAG-1/GDF15 in the inhibition of intestinal polyps in APC/Min mice by sulindac. Cancer Prev Res. 2011;4(1):150-60.
7. Meyskens FL, McLaren CE, Pelot D, Brooks SF, Carpenter PM, Hawk E, Kelloff G, Lawson MJ, McCracken J, Albers CG, et al. Difluoromethylornithine plus sulindac for the prevention of sporadic colorectal adenomas: a randomized placebo-controlled, double-blind trial. Cancer Prev Res. 2008;1:32-8.
8. Mackenzie GG, Ouyang N, Xie G, Vrankova K, Huang L, Sun Y, Komninou D, Kopelovich L, Rigas B. Phospho-sulindac (OXT- 328) combined with difluoromethylornithine prevents colon cancer in mice. Cancer Prev Res. 2011;4(7):1052-60.
9. Llinas A, Box KJ, Burley JC, Glen RC, Goodman JM. A new method for the reproducible generation of polymorphs: two forms of sulindac with very different solubilities. J Appl Cryst. 2007;40: 379-81. (Pubitemid 46439141)
10. Moore DE, Ghebremeskel KA, Chen BBC, Wong EYL. Electron transfer processes in the reactivity of nonsteroidal anti-inflammatory drugs in the ground and excited states. Photochem Photobiol. 1998;68(5):685-91. (Pubitemid 128472296)
11. Schlansky B, Hwang JH. Prevention of nonsteroidal antiinflammatory drug-induced gastropathy. J Gastroenterol. 2009; 44:44-52.
12. Hezave AZ, Esmaeilzadeh F. Crystallization of micro particles of sulindac using rapid expansion of supercritical solution. J Cryst Growth. 2010;312:3373-83.
13. Tros de Ilarduya MC, Martín C, Goni MM, Martínez- Ohárriz MC. Solubilization and interaction of sulindac with polyvinylpyrrolidone K30 in the solid state and in aqueous solution. Drug Dev Ind Pharm. 1998; 24(3): 295-300. (Pubitemid 28119249)
14. Tros de Ilarduya MC, Martín C, Goni MM, Martínez- Ohárriz MC. Solubilization and interaction of sulindac with beta-cyclodextrin in the solid state and in aqueous solution. Drug Dev Ind Pharm. 1998; 24(3): 301-306. (Pubitemid 28119250)
15. Yuksel N, Karatas A, Ozkan Y, Savaser A, Ozkanc SA, Baykara T. Enhanced bioavailability of piroxicam using gelucire 44/14 and labrasol: in vitro and in vivo evaluation. Eur J Pharm Biopharm. 2003;56:453-9. (Pubitemid 37346519)
16. Bingxin L, Jing H, Evans DG, Xue D. Inorganic layered double hydroxides as a drug delivery system: intercalation and in vitro release of fenbufen. Appl Clay Sci. 2004;27:199-207. (Pubitemid 39483540)
17. Silion M, Hritcu D, Jaba IM, Tamba B, Ionescu D, Mungiu OC, Popa IM. In vitro and in vivo behavior of ketoprofen intercalated into layered double hydroxides. J Mater Sci Mater Med. 2010;21: 3009-18.
18. Cao F, Wang Y, Ping Q, Liao Z. Zn-Al-NO3-layered double hydroxides with intercalated diclofenac for ocular delivery. Int J Pharm. 2011;404:250-6.
19. Choi S-J, Choi GE, Oh J-M, Oh Y-J, Park M-C, Choy J-H. Anticancer drug encapsulated in inorganic lattice can overcome drug resistance. J Mater Chem. 2010;20:9463-9.
20. Li B, He J, Evans DG, Duan X. Morphology and size control of Ni-Al layered double hydroxides using chitosan as template. J Phys Chem Solids. 2006;67:1067-70. (Pubitemid 43880360)
21. Charradi K, Forano C, Prevot V, Madern D, Haj-Amara AB, Mousty C. Characterization of hemoglobin immobilized in MgAl-layered double hydroxides by the coprecipitation method. Langmuir. 2010;26(12):9997-10004.
22. Olfs HW, Torres-Dorante LO, Eckelt R, Kosslick H. Comparison of different synthesis routes for Mg-Al layered double hydroxides (LDH): characterization of the structural phases and anion exchange properties. Appl Clay Sci. 2009;43:459-64.
23. Valente JS, Lima E, Toledo-Antonio JA, Cortes-Jacome MA, Lartundo-Rojas L, Montiel R, Prince J. Comprehending the thermal decomposition and reconstruction process of sol-gel MgAl layered double hydroxides. J Phys Chem C. 2010;114: 2089-99.
24. Aisawa S, Higashiyama N, Takahashi S, Hirahara H, Ikematsu D, Kondo H, Nakayama H, Narita E. Intercalation behavior of L-ascorbic acid into layered double hydroxides. Appl Clay Sci. 2007;35:146-54. (Pubitemid 46202041)
25. Costantino U, Ambrogi V, Nocchetti M, Perioli L. Hydrotalcitelike compounds: versatile layered hosts of molecular anions with biological activity. Microporous Mesoporous Mat. 2008;107: 149-60. (Pubitemid 350102825)
26. Vatier J, Sekera EM, Vitre MT, Mignon M. An artificial stomach- duodenum model for the in vitro evaluation of antacids. Aliment Pharmacol Ther. 1992;6:447-58.
27. Kovar P, Pospisil M, Kafunkova E, Lang K, Kovanda F. Mg-Al layered double hydroxide intercalated with porphyrin anions: molecular simulations and experiments. J Mol Model. 2010; 16:223-33.
28. Chen C, Gunawan P, Xu R. Self-assembled Fe3O4-layered double hydroxide colloidal nanohybrids with excellent performance for treatment of organic dyes in water. J Mater Chem. 2011;21: 1218-25.
29. Pisson J, Morel-Desrosiers N, Morel JP, de Roy A, Leroux F, Taviot-Gueho C, Malfreyt P. Tracking the structural dynamics of hybrid layered double hydroxides. Chem Mater. 2011;23: 1482-90.
30. Lin Y, Wang J, Evans DG, Li D. Layered and intercalated hydrotalcite-like materials as thermal stabilizers in PVC resin. J Phys Chem Solids. 2006;67:998-1001. (Pubitemid 43850487)
31. Olanrewaju J, Newalkar BL, Mancino C, Komarneni S. Simplified synthesis of nitrate form of layered double hydroxide. Mater Lett. 2000;45(6):307-10.
32. Tao Q, Reddy BJ, He H, Frost RL, Yuan P, Zhu J. Synthesis and infrared spectroscopic characterization of selected layered double hydroxides containing divalent Ni and Co. Mater Chem Phys. 2008;112:869-75.
33. Sokolova V, Epple M. Inorganic nanoparticles as carriers of nucleic acids into cells. Angew Chem Int Ed. 2008;47:1382-95.
34. Nakayama H, Hatakeyama A, Tsuhako M. Encapsulation of nucleotides and DNA into Mg-Al layered double hydroxide. Int J Pharm. 2010;393:104-11.
35. Xu ZP, Lu GQ. Layered double hydroxide nanomaterials as potential cellular drug delivery agents. Pure Appl Chem. 2006; 78(9):1771-9.
36. Del Hoyo C. Layered double hydroxides and human health: An overview. Appl Clay Sci. 2007;36:103-21. (Pubitemid 46414156)
37. Reid JM, Mandrekar SJ, Carlson EC, Harmsen WS, Green EM, McGovern RM, Szabo E, Ames MM, Boring D, Limburg PJ. Comparative bioavailability of sulindac in capsule and tablet formulations. Cancer Epidemiol Biomarkers Prev. 2008;17(3):674-9. (Pubitemid 351469219)
38. Davies NM, Watson MS. Clinical pharmacokinetics of sulindac: a dynamic old drug. Clin Pharmacokinet. 1997;32:437-59. (Pubitemid 27243647)
39. Piazza GA, Keeton AB, Tinsley HN, Gary BD, Whitt JD, Mathew B, Thaiparambil J, Coward L, Gorman G, Li Y, et al. A novel sulindac derivative that does not inhibit cyclooxygenases but potently inhibits colon tumor cell growth and induces apoptosis with antitumor activity. Cancer Prev Res. 2009;2(6):572-80.
40. Kaneyoshi M, Jones W. Exchange of interlayer terephthalate anions from a Mg-Al layered double hydroxide: formation of intermediate interstratified phases. Chem Phys Lett. 1998;296: 183-7. (Pubitemid 128340092)
41. Prasanna SV, Kamath PV. Anion-exchange reactions of layered double hydroxides: interplay between coulombic and H-bonding interactions. Ind Eng Chem Res. 2009;48:6315-20.