Supersaturation, nucleation, and crystal growth during single- and biphasic dissolution of amorphous solid dispersions: Polymer effects and implications for oral bioavailability enhancement of poorly water soluble drugs

European Journal of Pharmaceutics and Biopharmaceutics

Volumn 86, Issue 3, 2014, Pages 351-360

  Sarode, Ashish L ^a,b   Wang, Peng ^a,b   Obara, Sakae ^c   Worthen, David R ^a,b  

^a UNIVERSITY OF RHODE ISLAND   (United States)

^b The University of Rhode Island   (United States)

^c SHIN ETSU CHEMICAL CO LTD   (Japan)

Author keywords

Amorphous; Bioavailability; Biphasic dissolution; Drug polymer interaction; Hot melt extrusion; Nucleation and growth; Solid dispersion; Supersaturation

Indexed keywords

AQOAT; EUDRAGIT; FELODIPINE; HYDROXYPROPYLMETHYLCELLULOSE; ITRACONAZOLE; OCTANOL; POLYMER; POVIDONE; UNCLASSIFIED DRUG; DRUG; WATER;

AMORPHOUS SOLID DISPERSION; ARTICLE; CRYSTALLIZATION; DIFFERENTIAL SCANNING CALORIMETRY; DISPERSION; DISSOLUTION; DRUG ABSORPTION; DRUG BIOAVAILABILITY; DRUG DEGRADATION; DRUG FORMULATION; DRUG SOLUBILITY; DRUG STABILITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LIGHT SCATTERING; MICROSCOPY; X RAY DIFFRACTION; BIOAVAILABILITY; CHEMISTRY; METABOLISM; ORAL DRUG ADMINISTRATION; SOLUBILITY;

ADMINISTRATION, ORAL; BIOLOGICAL AVAILABILITY; CRYSTALLIZATION; PHARMACEUTICAL PREPARATIONS; POLYMERS; SOLUBILITY; WATER;

EID: 84898463088     PISSN: 09396411     EISSN: 18733441     Source Type: Journal    
DOI: 10.1016/j.ejpb.2013.10.005     Document Type: Article

References (36)

1. W.L. Chiou The rate and extent of oral bioavailability versus the rate and extent of oral absorption: clarification and recommendation of terminology J. Pharmacokinet Pharmacodyn. 28 2001 3 6
2. C. Leuner, and J. Dressman Improving drug solubility for oral delivery using solid dispersions Eur. J. Pharm. Biopharm. 50 2000 47 60
3. T. Vasconcelos, B. Sarmento, and P. Costa Solid dispersions as strategy to improve oral bioavailability of poor water soluble drugs Drug Discov. Today 12 2007 1068 1075
4. C. Timpe, and L. Forschung Strategies for formulation development of poorly water-soluble drug candidates - a recent perspective Am. Pharm. Rev. 10 2007 104 109
5. G.L. Amidon, H. Lennernas, V.P. Shah, and J.R. Crison A theoretical basis for a biopharmaceutic drug classification: the correlation of in vitro drug product dissolution and in vivo bioavailability Pharm. Res. 12 1995 413 420
6. A.G. Sarraf, H. Tissot, P. Tissot, D. Alfonso, R. Gurny, and E. Doelker Influence of hot-melt extrusion and compression molding on polymer structure organization, investigated by differential scanning calorimetry J. Appl. Polym. Sci. 81 2001 3124 3132
7. K. Kawakami, and M.J. Pikal Calorimetric investigation of the structural relaxation of amorphous materials: evaluating validity of the methodologies J. Pharm. Sci. 94 2005 948 965
8. T. Kojima, K. Higashi, T. Suzuki, K. Tomono, K. Moribe, and K. Yamamoto Stabilization of a supersaturated solution of mefenamic acid from a solid dispersion with EUDRAGIT((R)) EPO Pharm. Res. 29 2012 2777 2791
9. E. Karavas, G. Ktistis, A. Xenakis, and E. Georgarakis Effect of hydrogen bonding interactions on the release mechanism of felodipine from nanodispersions with polyvinylpyrrolidone Eur. J. Pharm. Biopharm. 63 2006 103 114
10. F. Abraham Homogeneous Nucleation Theory 1974 Academic Press New York
11. G. Cao Nanostructures & Nanomaterials: Synthesis, Properties & Applications 2004 Imperial College Press London
12. V. LaMer, and R. Dinegar Theory, production and mechanism of formation of monodispersed hydrosols J. Am. Chem. Soc. 72 1950 4847 4854
13. Y.L. Hsieh, G.A. Ilevbare, B. Van Eerdenbrugh, K.J. Box, M.V. Sanchez-Felix, and L.S. Taylor PH-induced precipitation behavior of weakly basic compounds: determination of extent and duration of supersaturation using potentiometric titration and correlation to solid state properties Pharm. Res. 29 2012 2738 2753
14. C.N.R. Rao, A. Müller, and A.K. Cheetham Nanomaterials Chemistry: Recent Developments and New Directions 2007 Wiley-VCH (Chichester: John Wiley, distributor) Weinheim
15. M. Haruta, and B. Delmon Preparation of homodisperse solids J. Chim. Phys. Phys.- Chim. Biol. 83 1986 859 868
16. J. Brouwers, M.E. Brewster, and P. Augustijns Supersaturating drug delivery systems: the answer to solubility-limited oral bioavailability? J. Pharm. Sci. 98 2009 2549 2572
17. H. Konno, T. Handa, D.E. Alonzo, and L.S. Taylor Effect of polymer type on the dissolution profile of amorphous solid dispersions containing felodipine Eur. J. Pharm. Biopharm. 70 2008 493 499
18. S.B. Murdande, M.J. Pikal, R.M. Shanker, and R.H. Bogner Solubility advantage of amorphous pharmaceuticals, part 3: is maximum solubility advantage experimentally attainable and sustainable? J. Pharm. Sci. 2011
19. D.E. Alonzo, Y. Gao, D. Zhou, H. Mo, G.G. Zhang, and L.S. Taylor Dissolution and precipitation behavior of amorphous solid dispersions J. Pharm. Sci. 100 2012 3316 3331
20. U. Heigoldt, F. Sommer, R. Daniels, and K.G. Wagner Predicting in vivo absorption behavior of oral modified release dosage forms containing pH-dependent poorly soluble drugs using a novel pH-adjusted biphasic in vitro dissolution test Eur. J. Pharm. Biopharm. 76 2010 105 111
21. D. Phillips, S. Pygall, V. Cooper, and J. Mann Toward biorelevant dissolution: application of a biphasic dissolution model as a discriminating tool for HPMC matrices containing a model BCS Class II drug Dissolution Technologies 19 2012 25 34
22. D.J. Phillips, S.R. Pygall, V.B. Cooper, and J.C. Mann Overcoming sink limitations in dissolution testing: a review of traditional methods and the potential utility of biphasic systems J. Pharm. Pharmacol. 64 2012 1549 1559
23. K.T. Savjani, A.K. Gajjar, and J.K. Savjani Drug solubility: importance and enhancement techniques ISRN Pharm. 2012 2012 195727
24. Y. Shi, P. Gao, Y. Gong, and H. Ping Application of a biphasic test for characterization of in vitro drug release of immediate release formulations of celecoxib and its relevance to in vivo absorption Mol. Pharm. 7 2010 1458 1465
25. S. Vangani, X. Li, P. Zhou, M. Del-Barrio, R. Chiu, N. Cauchon, P. Gao, C. Medina, and B. Jasti Dissolution of poorly water-soluble drugs in biphasic media using USP 4 and fiber optic system Clin. Res. Regul. Affairs 26 2009 8 19
26. A.L. Sarode, H. Sandhu, N. Shah, W. Malick, and H. Zia Hot melt extrusion for amorphous solid dispersions: temperature and moisture activated drug-polymer interactions for enhanced stability Mol. Pharm. 10 2013 3665 3675
27. A.L. Sarode, H. Sandhu, N. Shah, W. Malick, and H. Zia Hot melt extrusion (HME) for amorphous solid dispersions: predictive tools for processing and impact of drug-polymer interactions on supersaturation Eur. J. Pharm. Sci. 48 2013 371 384
28. J. Sangster Octanol-Water Partition Coefficients: Fundamentals and Physical Chemistry 1997 John Wiley and Sons Chichester
29. S. Janssens, H.N. de Armas, J.P. Remon, and G. Van den Mooter The use of a new hydrophilic polymer, Kollicoat IR, in the formulation of solid dispersions of Itraconazole Eur. J. Pharm. Sci. 30 2007 288 294
30. J. Peeters, P. Neeskens, J.P. Tollenaere, P. Van Remoortere, and M.E. Brewster Characterization of the interaction of 2-hydroxypropyl-beta- cyclodextrin with itraconazole at pH 2, 4, and 7 J. Pharm. Sci. 91 2002 1414 1422
31. M. Van Speybroeck, R. Mols, R. Mellaerts, T.D. Thi, J.A. Martens, J. Van Humbeeck, P. Annaert, G. Van den Mooter, and P. Augustijns Combined use of ordered mesoporous silica and precipitation inhibitors for improved oral absorption of the poorly soluble weak base itraconazole Eur. J. Pharm. Biopharm. 75 2010 354 365
32. D.A. Miller, J.C. DiNunzio, W. Yang, J.W. McGinity, and R.O. Williams 3rd Enhanced in vivo absorption of itraconazole via stabilization of supersaturation following acidic-to-neutral pH transition Drug Dev. Ind. Pharm. 34 2008 890 902
33. D.A. Miller, J.C. DiNunzio, W. Yang, J.W. McGinity, and R.O. Williams 3rd Targeted intestinal delivery of supersaturated itraconazole for improved oral absorption Pharm. Res. 25 2008 1450 1459
34. K. Six, T. Daems, J. de Hoon, A. Van Hecken, M. Depre, M.P. Bouche, P. Prinsen, G. Verreck, J. Peeters, M.E. Brewster, and G. Van den Mooter Clinical study of solid dispersions of itraconazole prepared by hot-stage extrusion Eur. J. Pharm. Sci. 24 2005 179 186
35. D.E. Alonzo, S. Raina, D. Zhou, Y. Gao, G.G.Z. Zhang, and L.S. Taylor Characterizing the impact of hydroxypropylmethyl cellulose on the growth and nucleation kinetics of felodipine from supersaturated solutions Cryst. Growth Des. 12 2012 1538 1547
36. G.A. Ilevbare, H.Y. Liu, K.J. Edgar, and L.S. Taylor Inhibition of solution crystal growth of ritonavir by cellulose polymers - factors influencing polymer effectiveness CrystEngComm 14 2012 6503 6514