Physicochemical stability of high indomethacin payload ordered mesoporous silica MCM-41 and SBA-15 microparticles

International Journal of Pharmaceutics

Volumn 416, Issue 1, 2011, Pages 242-251

  Limnell, Tarja ^a,g   Heikkilä, Teemu ^b,f   Santos, Hélder A ^a   Sistonen, Sanna ^a   Hellstén, Sanna ^c   Laaksonen, Timo ^a   Peltonen, Leena ^a   Kumar, Narendra ^d   Murzin, Dmitry Yu ^d   Louhi Kultanen, Marjatta ^c   Salonen, Jarno ^b   Hirvonen, Jouni ^a   Lehto, Vesa Pekka ^e  

^a UNIVERSITY OF HELSINKI   (Finland)

^b UNIVERSITY OF TURKU   (Finland)

^c LAPPEENRANTA UNIVERSITY OF TECHNOLOGY   (Finland)

^d LABORATORY OF INDUSTRIAL CHEMISTRY AND REACTION ENGINEERING   (Finland)

^e UNIVERSITY OF EASTERN FINLAND   (Finland)

^f ÅBO AKADEMI UNIVERSITY   (Finland)

^g ORION CORPORATION   (Finland)

Author keywords

Chemical; Drug release; Indomethacin; Mesoporous silica; Physical; Stability

Indexed keywords

INDOMETACIN; MESOPOROUS SILICA MCM 41; MESOPOROUS SILICA SBA 15; NANOMATERIAL; UNCLASSIFIED DRUG;

ARTICLE; CRYSTALLIZATION; DRUG DELIVERY SYSTEM; DRUG FORMULATION; DRUG RELEASE; DRUG STABILITY; DRUG STRUCTURE; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; INFRARED SPECTROSCOPY; MEMBRANE MICROPARTICLE; MOLECULAR WEIGHT; PH; PRIORITY JOURNAL; X RAY DIFFRACTION;

CHEMISTRY, PHARMACEUTICAL; DRUG CARRIERS; DRUG COMPOUNDING; DRUG STABILITY; DRUG STORAGE; HYDROGEN-ION CONCENTRATION; INDOMETHACIN; PARTICLE SIZE; POROSITY; SILICON DIOXIDE; SOLUBILITY;

EID: 80051801637     PISSN: 03785173     EISSN: 18733476     Source Type: Journal    
DOI: 10.1016/j.ijpharm.2011.06.050     Document Type: Article

References (51)

1. F.H. Allen The Cambridge Structural Database: a quarter of a million crystal structures and rising Acta Crystallogr. B: Struct. Sci. 58 2002 380 388 (Pubitemid 135702674)
2. A. Avdeef Physicochemical profiling (solubility, permeability and charge state) Curr. Top. Med. Chem. 1 2001 277 351
3. F. Babonneau, L. Camus, N. Steunou, A. Ramila, and M. Vallet-Regi Encapsulation of ibuprofen in mesoporous silica: solid state NMR characterization Mat. Res. Soc. Symp. Proc. 775 2003 77 82
4. F. Babonneau, L. Yeung, N. Steunou, C. Gervais, A. Ramila, and M. Vallet-Regi Solid state NMR characterization of encapsulated molecules in mesoporous silica J. Sol-Gel Sci. Technol. 31 2004 219 223
5. D. Bahl, and R.H. Bogner Amorphization of indomethacin by co-grinding with neusilin US2: amorphization kinetics, physical stability and mechanism Pharm. Res. 23 2006 2317 2325 (Pubitemid 44511512)
6. E.P. Barrett, L.G. Joyner, and P.P. Halenda The determination of pore volume and area distributions in porous substances. I. Computations from nitrogen isotherms J. Am. Chem. Soc. 73 1951 373 380
7. J.S. Beck, J.C. Vartuli, W.J. Roth, M.E. Leonowicz, C.T. Kresge, K.D. Schmitt, C.T.W. Chu, D.H. Olson, E.W. Sheppard, S.B. McCullen, J.B. Higgins, and J.L. Schlenker A new family of mesoporous molecular sieves prepared with liquid crystal templates J. Am. Chem. Soc. 114 1992 10834 10843
8. S. Brunauer, P.H. Emmett, and E. Teller Adsorption of gases in multimolecular layers J. Am. Chem. Soc. 60 1938 309 319
9. V. Cauda, L. Mühlstein, B. Onida, and T. Bein Tuning drug uptake and release rates through different morphologies and pore diameters of confined mesoporous silica Micropor. Mesopor. Mater. 118 2009 435 442
10. C. Charnay, S. Bégu, C. Tourné-Péteilh, L. Nicole, D.A. Lerner, and J.M. Devoisselle Inclusion of ibuprofen in mesoporous templated silica: drug loading and release property Eur. J. Pharm. Biopharm. 57 2004 533 540 (Pubitemid 38490572)
11. P.J. Collins, M. Horowitz, D.J. Cook, P.E. Harding, and D.J. Shearman Gastric emptying in normal subjects - a reproducible technique using a single scintillation camera and computer system Gut 24 1983 1117 1125 (Pubitemid 14205812)
12. K.J. Crowley, and G. Zografi The effect of low concentrations of molecularly dispersed poly(vinylpyrrolidone) on indomethacin crystallization from the amorphous state Pharm. Res. 20 2003 1417 1422 (Pubitemid 37164050)
13. Y.-J. Han, G.D. Stucky, and A. Butler Mesoporous silicate sequestration and release of proteins J. Am. Chem. Soc. 121 1999 9897 9898 (Pubitemid 29517439)
14. B.C. Hancock Disordered drug delivery: destiny, dynamics and the Deborah number J. Pharm. Pharmacol. 54 2002 737 746 (Pubitemid 34649460)
15. B.C. Hancock, and M. Parks What is the true solubility advantage for amorphous pharmaceuticals? Pharm. Res. 17 2000 397 404 (Pubitemid 30395293)
16. T. Heikkilä, J. Salonen, J. Tuura, M.S. Hamdy, G. Mul, N. Kumar, T. Salmi, D.Y. Murzin, L. Laitinen, A.M. Kaukonen, J. Hirvonen, and V.-P. Lehto Mesoporous silica material TUD-1 as a drug delivery system Int. J. Pharm. 331 2007 133 138 (Pubitemid 46176505)
17. T. Heikkilä, J. Salonen, J. Tuura, N. Kumar, T. Salmi, D.Y. Murzin, M.S. Hamdy, G. Mul, L. Laitinen, A.M. Kaukonen, J. Hirvonen, and V.-P. Lehto Evaluation of mesoporous TCPSi, MCM-41, SBA-15, and TUD-1 materials as API carriers for oral drug delivery Drug Deliv. 14 2007 337 347 (Pubitemid 47265819)
18. T. Heikkilä, H.A. Santos, N. Kumar, D.Y. Murzin, J. Salonen, T. Laaksonen, L. Peltonen, J. Hirvonen, and V.P. Lehto Cytotoxicity study of ordered mesoporous silica MCM-41 and SBA-15 microparticles on Caco-2 cells Eur. J. Pharm. Biopharm. 74 2010 483 494
19. A. Heinz, M. Savolainen, T. Rades, and C.J. Strachan Quantifying ternary mixtures of different solid-state forms of indomethacin by Raman and near-infrared spectroscopy Eur. J. Pharm. Sci. 32 2007 182 192 (Pubitemid 47532710)
20. S. Hess, U. Teubert, J. Ortwein, and K. Eger Profiling indomethacin impurities using high-performance liquid chromatography and nuclear magnetic resonance Eur. J. Pharm. Sci. 14 2001 301 311 (Pubitemid 33001622)
21. P. Horcajada, A. Rámila, J. Pérez-Pariente, and M. Vallet-Regí Influence of pore size of MCM-41 matrices on drug delivery rate Micropor. Mesopor. Mater. 68 2004 105 109 (Pubitemid 38265756)
22. H. Imaizumi, N. Nambu, and T. Nagai Stability and several physical properties of amorphous and crystalline forms of indomethacin Chem. Pharm. Bull. 28 1980 2565 2569 (Pubitemid 11208718)
23. N. Kaneniwa, M. Otsuka, and T. Hayashi Physicochemical characterization of indomethacin polymorphs and the transformation kinetics in ethanol Chem. Pharm. Bull. 33 1985 3447 3455 (Pubitemid 16228015)
24. 2 for magnetic drug targeting J. Mater. Chem. 16 2006 1617 1621 (Pubitemid 43797571)
25. S.A. Kozlova, and S.D. Kirik Post-synthetic activation of silanol covering in the mesostructured silicate materials MSM-41 and SBA-15 Micropor. Mesopor. Mater. 133 2010 124 133
26. C.T. Kresge, M.E. Leonowicz, W.J. Roth, J.C. Vartuli, and J.S. Beck Ordered mesoporous molecular sieves synthesized by a liquid-crystal template mechanism Nature 359 1992 710 712 (Pubitemid 23589384)
27. B. Legendre, and Y. Feutelais Polymorphic and thermodynamic study of indomethacin J. Therm. Anal. Calorim. 76 2004 255 264
28. M. Li, B. Conrad, R.G. Maus, S.M. Pitzenberger, R. Subramanian, X. Fang, J.A. Kinzer, and H.J. Perpall A novel oxidative degradation pathway of indomethacin under the stressing by hydrogen peroxide Tetrahedron Lett. 46 2005 3533 3536 (Pubitemid 40585587)
29. T. Limnell, H.A. Santos, E. Mäkilä, T. Heikkilä, J. Salonen, D.Y. Murzin, N. Kumar, T. Laaksonen, L. Peltonen, and J. Hirvonen Drug delivery formulations of ordered and nonordered mesoporous silica: Comparison of three drug loading methods J. Pharm. Sci. 2011 10.1002/jps.22577
30. R. Mellaerts, R. Mols, J.A.G. Jammaer, C.A. Aerts, P. Annaert, J. Van Humbeeck, G. Van den Mooter, P. Augustijns, and J.A. Martens Increasing the oral bioavailability of the poorly water soluble drug itraconazole with ordered mesoporous silica Eur. J. Pharm. Biopharm. 69 2008 223 230
31. R. Mellaerts, K. Houthoofd, K. Elen, H. Chen, M. Van Speybroeck, J. Van Humbeeck, P. Augustijns, J. Mullens, G. Van den Mooter, and J.A. Martens Aging behavior of pharmaceutical formulations of itraconazole on SBA-15 ordered mesoporous silica carrier material Micropor. Mesopor. Mater. 130 2010 154 161
32. L. Nováková, L. Matysová, L. Havlíková , and P. Solich Development and validation of HPLC method for determination of indomethacin and its two degradation products in topical gel J. Pharm. Biomed. Anal. 37 2005 899 905 (Pubitemid 40626726)
33. C.D. Nunes, P.D. Vaz, A.C. Fernandes, P. Ferreira, C.C. Romão, and M.J. Calhorda Loading and delivery of sertraline using inorganic micro and mesoporous materials Eur. J. Pharm. Biopharm. 66 2007 357 365 (Pubitemid 46756221)
34. J.E. Patterson, M.B. James, A.H. Forster, R.W. Lancaster, J.M. Butler, and T. Rades The influence of thermal and mechanical preparative techniques on the amorphous state of four poorly soluble compounds J. Pharm. Sci. 94 2005 1998 2012 (Pubitemid 41551483)
35. F. Qu, G. Zhu, S. Huang, S. Li, J. Sun, D. Zhang, and S. Qiu Controlled release of Captopril by regulating the pore size and morphology of ordered mesoporous silica Micropor. Mesopor. Mater. 92 2006 1 9 (Pubitemid 43782508)
36. J. Salonen, L. Laitinen, A.M. Kaukonen, J. Tuura, M. Björkqvist, T. Heikkilä, K. Vähä-Heikkilä, J. Hirvonen, and V.P. Lehto Mesoporous silicon microparticles for oral drug delivery: loading and release of five model drugs J. Control. Release 108 2005 362 374 (Pubitemid 41608668)
37. M. Savolainen, K. Kogermann, A. Heinz, J. Aaltonen, L. Peltonen, C. Strachan, and J. Yliruusi Better understanding of dissolution behaviour of amorphous drugs by in situ solid-state analysis using Raman spectroscopy Eur. J. Pharm. Biopharm. 71 2009 71 79
38. S.C. Shen, W.K. Ng, L. Chia, Y.C. Dong, and R.B.H. Tan Stabilized amorphous state of ibuprofen by co-spray drying with mesoporous SBA-15 to enhance dissolution properties J. Pharm. Sci. 99 2010 1997 2007
39. I.G. Shenderovich, G. Buntkowsky, A. Schreiber, E. Gedat, S. Sharif, J. Albrecht, N.S. Golubev, G.H. Findenegg, and H.-H. Limbach Pyridine-15 N a mobile NMR sensor for surface acidity and surface defects of mesoporous silica J. Phys. Chem. B 107 2003 11924 11939
40. K.S.W. Sing, D.H. Everett, R.A.W. Haul, L. Moscou, R.A. Pierotti, J. Rouquerol, and T. Siemieniewska Reporting physisorption data for gas/solid systems with special reference to the determination of surface area and porosity Pure Appl. Chem. 57 1985 603 619
41. S.-W. Song, K. Hidajat, and S. Kawi Functionalized SBA-15 materials as carriers for controlled drug delivery: influence of surface properties on matrix-drug interactions Langmuir 21 2005 9568 9575 (Pubitemid 41507008)
42. A. Suwalski, H. Dabboue, A. Delalande, S.F. Bensamoun, F. Canon, P. Midoux, G. Saillant, D. Klatzmann, J.P. Salvetat, and C. Pichon Accelerated Achilles tendon healing by PDGF gene delivery with mesoporous silica nanoparticles Biomaterials 31 2010 5237 5245
43. M. Vallet-Regí, A. Rámila, R.P. del Real, and J. Pérez-Pariente A new property of MCM-41: drug delivery system Chem. Mater. 13 2001 308 311 (Pubitemid 32199334)
44. M. Vallet-Regí Ordered mesoporous materials in the context of drug delivery systems and bone tissue engineering Chem. Eur. J. 12 2006 5934 5943 (Pubitemid 44231020)
45. M. Van Speybroeck, V. Barillaro, T.D. Thi, R. Mellaerts, J. Martens, J. Van Humbeeck, J. Vermant, P. Annaert, G. Van den Mooter, and P. Augustijns Ordered mesoporous silica material SBA-15: A broad-spectrum formulation platform for poorly soluble drugs J. Pharm. Sci. 98 2009 2648 2658
46. F. Wang, H. Hui, T.J. Barnes, C. Barnett, and C.A. Prestidge Oxidized mesoporous silicon microparticles for improved oral delivery of poorly soluble drugs Mol. Pharmaceutics 7 2010 227 236
47. T. Watanabe, N. Wakiyama, F. Usui, M. Ikeda, T. Isobe, and M. Senna Stability of amorphous indomethacin compounded with silica Int. J. Pharm. 226 2001 81 91 (Pubitemid 32800785)
48. M. Yoshioka, B.C. Hancock, and G. Zografi Crystallization of indomethacin from the amorphous state below and above its glass transition temperature J. Pharm. Sci. 83 1994 1700 1705
49. D. Zhao, J. Feng, Q. Huo, N. Melosh, G.H. Fredrickson, B.F. Chmelka, and G.D. Stucky Triblock copolymer syntheses of mesoporous silica with periodic 50 to 300 ngstrom pores Science 279 1998 548 552 (Pubitemid 28067280)
50. D. Zhao, Q. Huo, J. Feng, B.F. Chmelka, and G.D. Stucky Nonionic triblock and star diblock copolymer and oligomeric surfactant syntheses of highly ordered, hydrothermally stable, mesoporous silica structures J. Am. Chem. Soc. 120 1998 6024 6036 (Pubitemid 28306987)
51. X.S. Zhao, G.Q. Lu, A.K. Whittaker, G.J. Millar, and H.Y. Zhu Comprehensive study of surface chemistry of MCM-41 using 29Si CP/MAS NMR, FTIR, pyridine-TPD, and TGA J. Phys. Chem. B 101 1997 6525 6531 (Pubitemid 127591311)