173
Views
0
CrossRef citations to date
0
Altmetric
Review

Theory and Practice of Supersaturatable Formulations for Poorly Soluble Drugs

Pages 339-352 | Published online: 08 Apr 2015

References

  • Kawakami K . Modification of physicochemical characteristics of active pharmaceutical ingredients and application of supersaturatable dosage forms for improving bioavailability of poorly absorbed drugs. Adv. Drug Deliv. Rev.64 (6), 480–495 (2012).
  • Strickley RG . Solubilizing excipients in oral and injectable formulations. Pharm. Res.21 (2), 201–230 (2004).
  • Kawakami K Miyoshi K Ida Y . Solubilization behavior of poorly soluble drugs with combined use of gelucire 44/14 and cosolvent. J. Pharm. Sci.93 (6), 1471–1479 (2004).
  • Kawakami K Oda N Miyoshi K Funaki T Ida Y . Solubilization behavior of a poorly soluble drug under combined use of surfactants and cosolvents. Eur. J. Pharm. Sci.28 (1–2), 7–14 (2006).
  • Uekama K . Design and evaluation of cyclodextrin-based drug formulation. Chem. Pharm. Bull.52 (8), 900–915 (2004).
  • Brewster ME Loftsson T . Cyclodextrins as pharmaceutical solubilizers. Adv. Drug Deliv. Rev.59 (7), 645–666 (2007).
  • Yang G Jain N Yalkowsky SH . Combined effect of SLS and (SBE)7M-beta-CD on the solubilization of NSC-639829. Int. J. Pharm.269 (1), 141–148 (2004).
  • Murdande SB Pikal MJ Shanker RM Bogner RH . Solubility advantage of amorphous pharmaceuticals: I. Thermodynamic analysis. J. Pharm. Sci.99 (3), 1254–1264 (2010).
  • Brouwers J Brewster ME Augustijns P . Supersaturating drug delivery systems: the answer to solubility-limited oral bioavailability?J. Pharm. Sci.98 (8), 2549–2572 (2009).
  • Verreck G Vandecruys R De Conde V et al. The use of three different solid dispersion formulations–melt extrusion, film-coated beads, and a glass thermoplastic system–to improve the bioavailability of a novel microsomal triglyceride transfer protein inhibitor. J. Pharm. Sci.93 (5), 1217–1228 (2004).
  • Zhang S Kawakami K Yamamoto M et al. Coaxial electrospray formulations for improving oral absorption of a poorly water-soluble drug. Mol. Pharm.8 (3), 807–813 (2011).
  • Mah PT Laaksonen T Rades T et al. Unravelling the relationship between degree of disorder and the dissolution behavior of milled glibenclamide. Mol. Pharm.11 (1), 234–242 (2014).
  • Alonzo DE Gao Y Zhou D et al. Dissolution and precipitation behavior of amorphous solid dispersions. J. Pharm. Sci.100 (8), 3316–3331 (2011).
  • Higashi K Yamamoto K Pandey MK et al. Insights into atomic-level interaction between mefenamic acid and Eudragit EPO in a supersaturated solution by high-resolution magic-angle spinning NMR spectroscopy. Mol. Pharm.11 (1), 351–357 (2014).
  • Pongpeerapat A Wanawongthai C Tozuka Y Moribe K Yamamoto K . Formation mechanism of colloidal nanoparticles obtained from probucol/PVP/SDS ternary ground mixture. Int. J. Pharm.352 (1–2), 309–316 (2008).
  • Ueda K Higashi K Yamamoto K Moribe K . The effect of HPMCAS functional groups on drug crystallization from the supersaturated state and dissolution improvement. Int. J. Pharm.464 (1–2), 205–213 (2014).
  • Yin L Hillmyer MA . Preparation and performance of hydroxypropyl methylcellulose esters of substituted succinates for in vitro supersaturation of a crystalline hydrophobic drug. Mol. Pharm.11 (1), 175–185 (2014).
  • Kawakami K Harada T Miura K et al. Relationship between crystallization tendencies during cooling from melt and isothermal storage: toward a general understanding of physical stability of pharmaceutical glasses. Mol. Pharm.11 (6), 1835–1843 (2014).
  • Kawakami K . Surface effects on the crystallization of ritonavir glass. J. Pharm. Sci.104 (1), 276–279 (2015).
  • Wegiel LA Mauer LJ Edgar KJ Taylor LS . Crystallization of amorphous solid dispersions of resveratrol during preparation and storage–impact of different polymers. J. Pharm. Sci.102 (1), 171–184 (2013).
  • Janssens S De Zeure A Paudel A et al. Influence of preparation methods on solid state supersaturation of amorphous solid dispersions: a case study with itraconazole and Eudragit E100. Pharm. Res.27 (5), 775–785 (2010).
  • Guns S Dereymaker A Kayaert P et al. Comparison between hot-melt extrusion and spray-drying for manufacturing solid dispersions of the graft copolymer of ethylene glycol and vinylalcohol. Pharm. Res.28 (3), 673–682 (2011).
  • Bank M Leffingwell J Thies C . The influence of solvent upon the compatibility of polystyrene and poly(vinyl methyl ether). Macromolecules4 (1), 43–46 (1971).
  • Kawakami K Hasegawa Y Deguchi K et al. Competition of thermodynamic and dynamic factors during formation of multi-component particles via spray-drying. J. Pharm. Sci.102 (2), 518–529 (2013).
  • Gupta MK Vanwert A Bogner RH . Formation of physically stable amorphous drugs by milling with Neusilin. J. Pharm. Sci.92 (3), 536–551 (2003).
  • Xu W Riikonen J Lehto VP . Mesoporous systems for poorly soluble drugs. Int. J. Pharm.453 (1), 181–197 (2013).
  • Crowley KJ Zografi G . Cryogenic grinding of indomethacin polymorphs and solvates: assessment of amorphous phase formation and amorphous phase physical stability. J. Pharm. Sci.91 (2), 492–507 (2002).
  • Serajuddin ATM . Solid dispersion of poorly water-soluble drugs: early promises, subsequent problems, and recent breakthroughs. J. Pharm. Sci.88 (10), 1058–1066 (1999).
  • Sollohub K Cal K . Spray drying technique: II. Current applications in pharmaceutical technology. J. Pharm. Sci.99 (2), 587–597 (2010).
  • Breitenbach J . Melt extrusion: from process to drug delivery technology. Eur. J. Pharm. Biopharm.54 (2), 107–117 (2002).
  • Repka MA Shah S Lu J et al. Melt extrusion: process to product. Exp. Opin. Drug Deliv.9 (1), 105–125 (2012).
  • Teagarden DL Baker DS . Practical aspects of lyophilization using non-aqueous co-solvent systems. Eur. J. Pharm. Sci.15 (2), 115–133 (2002).
  • Yasuji T Takeuchi H Kawashima Y . Particle design of poorly water-soluble substances using supercritical fluid technologies. Adv. Drug Deliv. Rev.60 (3), 388–398 (2008).
  • Rumondor ACF Marsac RJ Stanford LA Taylor LS . Phase behavior of poly(vinylpyrrolidone) containing amorphous solid dispersions in the presence of moisture. Mol. Pharm.6 (5), 1492–1505 (2009).
  • Marsac RJ Rumondor ACF Nivens DE et al. Effect of temperature and moisture on the miscibility of amorphous dispersions of felodipine and poly(vinyl pyrrolidone). J. Pharm. Sci.99 (1), 169–185 (2010).
  • Hancock BC Zografi G . The relationship between the glass transition temperature and the water content of amorphous pharmaceutical solids. Pharm. Res.11 (4), 471–477 (1994).
  • Dong Z Chatterji A Sandhu H et al. Evaluation of solid state properties of solid dispersions prepared by hot-melt extrusion and solvent co-precipitation. Int. J. Pharm.355 (1–2), 141–149 (2008).
  • Sekiguchi K Obi N . Studies on absorption of eutectic mixture. I. A comparison of the behavior of eutectic mixture of sulfathiazole and that of ordinary sulfathiazole in man. Chem. Pharm. Bull.9 (11), 866–872 (1961).
  • Merisko-Liversidge E Liversidge GG Cooper ER . Nanosizing: a formulation approach for poorly-water-soluble compounds. Eur. J. Pharm. Sci.18 (2), 113–120 (2003).
  • Van Eedenbrugh B Van den Mooter G Augustijins P . Top-down production of drug nanocrystals: nanosuspension stabilization, miniaturization and transformation into solid products. Int. J. Pharm.364 (1), 64–75 (2008).
  • Kesisoglou F Panmai S Wu Y . Nanosizing–oral formulation development and biopharmaceutical evaluation. Adv. Drug Deliv. Rev.59 (7), 631–644 (2007).
  • Heng JYY Thielmann F Williams DR . The effects of milling on the surface properties of form I paracetamol crystals. Pharm. Res.23 (8), 1918–1927 (2006).
  • Desai MP Labhasetwar V Amidon GL Levy RJ . Gastrointestinal uptake of biodegradable microparticles: effect of particle size. Pharm. Res.13 (12), 1838–1845 (1996).
  • Lai SK O'Hanlon DE Harrold S et al. Rapid Transport of large polymeric nanoparticles in fresh undiluted human mucus. Proc. Natl. Acad. Sci. USA104 (5), 1482–1487 (2007).
  • Wanawongthai C Pongpeerapat A Higashi K et al. 2009. Nanoparticle formation from probucol/PVP/sodium alkyl sulfate co-ground mixture. Int. J. Pharm.376 (1–2), 169–175 (2009).
  • Rasenack N Hartenhauer H Müller BW . Microcrystals for dissolution rate enhancement of poorly water-soluble drugs. Int. J. Pharm.254 (2), 137–145 (2003).
  • De Waard H Hinrichs WLJ Frijlink HW . A novel bottom-up process to produce drug nanocrystals: controlled crystallization during freeze-drying. J. Control. Release128 (2), 179–183 (2008).
  • Lee J Choi, JY Park CH . Characteristics of polymers enabling nano-comminution of water-insoluble drugs. Int. J. Pharm.355 (1–2), 328–336 (2008).
  • George M Ghosh I . Identifying the correlation between drug/stabilizer properties and critical quality attributes (CQAs) of nanosuspension formulation prepared by wet media milling technology. Eur. J. Pharm. Sci.48 (1–2), 142–152 (2013).
  • Abdelwahed W Degobert G Stainmesse S Fessi H . Freeze-drying of nanoparticles: formulation, process and storage considerations. Adv. Drug Deliv. Rev.58 (15), 1688–1713 (2006).
  • Kawakami K Nishihara Y Hirano K . Effect of hydrophilic polymers on physical stability of liposome dispersions. J. Phys. Chem. B105 (12), 2374–2385 (2001).
  • Wu Y Loper A Landis E et al. The role of biopharmaceutics in the development of a clinical nanoparticle formulation of MK-0869: a Beagle dog model predicts improved bioavailability and diminished food effect on absorption in human. Int. J. Pharm.285 (1–2), 135–146 (2004).
  • Brough C Williams III, RO . Amorphous solid dispersions and nano-crystal technologies for poorly water-soluble drug delivery. Int. J. Pharm.453 (1), 157–166 (2013).
  • Li W Quan P Zhang Y et al. Influence of drug physicochemical properties on absorption of water insoluble drug nanosuspensions. Int. J. Pharm.460 (1–2), 13–23 (2014).
  • Kawakami K Yoshikawa T Moroto Y et al. Microemulsion formulation for enhanced absorption of poorly soluble drugs. I. Prescription design. J. Control. Release81 (1–2), 65–74 (2002).
  • Lawrence MJ Rees GD . Microemulsion-based media as novel drug delivery systems. Adv. Drug Deliv. Rev.45 (1–2), 89–121 (2000).
  • Rane SS Anderson BD . What determines drug solubility in lipid vehicles: is it predictable?Adv. Drug Deliv. Rev.60 (6), 638–656 (2008).
  • Kovarik JM Mueller EA van Bree JB Tetzloff W Kutz K . Reduced inter- and intraindividual variability in cyclosporine pharmacokinetics from a microemulsion formulation. J. Pharm. Sci.83 (3), 444–446 (1994).
  • Porter CJH Pouton CW Cuine JF Charman WN . Enhancing intestinal drug solubilisation using lipid-based delivery systems. Adv. Drug Deliv. Rev.60 (6), 673–691 (2008).
  • Porter CJH Kaukonen AM Boyd BJ Edwards GA Charman WN . Susceptibility to lipase-mediated digestion reduces the oral bioavailability of danazol after administration as a medium-chain lipid-based microemulsion formulation. Pharm. Res.21 (8), 1405–1412 (2004).
  • Cuine JF McEvoy CL Charman WN et al. Evaluation of the impact of surfactant digestion on the bioavailability of danazol after oral administration of lipidic self-emulsifying formulations to dogs. J. Pharm. Sci.97 (2), 995–1012 (2008).
  • Kawakami K Yoshikawa T Hayashi T Nishihara Y Masuda K . Microemulsion formulation for enhanced absorption of poorly soluble drugs. II. In vivo study. J. Control. Release81 (1–2), 75–82 (2002).
  • Yang S Gursoy RN Lambert G Benita S . Enhanced oral absorption of paclitaxel in a novel self-microemulsifying drug delivery system with or without concomitant use of P-glycoprotein inhibitors. Pharm. Res.21 (2), 261–270 (2004).
  • Gao P Rush BD Pfund WP et al. Development of a supersaturatable SEDDS (S-SEDDS) formulation of paclitaxel with improved oral bioavailability. J. Pharm. Sci.92 (12), 2386–2398 (2003).
  • Kawakami K . Current status of amorphous formulation and other supersaturatable dosage forms as formulations for early clinical phases. J. Pharm. Sci.98 (9), 2875–2885 (2009).

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.