Freeze drying optimization of polymeric nanoparticles for ocular flurbiprofen delivery: effect of protectant agents and critical process parameters on long-term stability

References

• Le Bourlais C, Acar L, Zia H, et al. Ophthalmic drug delivery systems—recent advances. Prog Retin Eye Res 1998;17:33–58.
   PubMed Web of Science ®Google Scholar
• Sahoo SK, Dilnawaz F, Krishnakumar S. Nanotechnology in ocular drug delivery. Drug Discov Today 2008;13:144–51.
   PubMed Web of Science ®Google Scholar
• Anand BS, Dey S, Mitra AK. Current prodrug strategies via membrane transporters/receptors. Expert Opin Biol Ther 2002;2:607–20.
   PubMed Web of Science ®Google Scholar
• Vinardell MP, Mitjans M. Alternative methods for eye and skin irritation tests: an overview. J Pharm Sci 2008;97:46–59.
   PubMed Web of Science ®Google Scholar
• Abdelwahed W, Degobert G, Stainmesse S, Fessi H. Freeze-drying of nanoparticles: formulation, process and storage considerations. Adv Drug Deliv Rev 2006;58:1688–713.
   PubMed Web of Science ®Google Scholar
• Vighi E, Ruozi B, Montanari M, et al. Re-dispersible cationic solid lipid nanoparticles (SLNs) freeze-dried without cryoprotectors: characterization and ability to bind the pEGFP-plasmid. Eur J Pharm Biopharm 2007;67:320–8.
   PubMed Web of Science ®Google Scholar
• Lang R, Winter G, Vogt L, et al. Rational design of a stable, freeze-dried virus-like particle-based vaccine formulation. Drug Dev Ind Pharm 2009;35:83–97.
   PubMed Web of Science ®Google Scholar
• Shaikh MY, Mars JS, Heaven CJ. Prednisolone and flurbiprofen drops to maintain mydriasis during phacoemulsification cataract surgery. J Cataract Refract Surg 2003;29:2372–7.
   PubMed Web of Science ®Google Scholar
• Vega E, Gamisans F, García ML, et al. PLGA nanospheres for the ocular delivery of flurbiprofen: drug release and interactions. J Pharm Sci 2008;97:5306–17.
   PubMed Web of Science ®Google Scholar
• Ulery BD, Nair LS, Laurencin CT. Biomedical applications of biodegradable polymers. J Polym Sci B Polym Phys 2011;49:832–64.
   PubMed Web of Science ®Google Scholar
• Woodruff MA, Hutmacher DW. The return of a forgotten polymer—polycaprolactone in the 21st century. Prog Polym Sci 2010;35:1217–56.
   Web of Science ®Google Scholar
• Fessi H, Puisieux F, Devissaguet JP, et al. Nanocapsule formation by interfacial polymer deposition following solvent displacement. Int J Pharm 1989;55:R1–4.
   Web of Science ®Google Scholar
• Yegin BA, Lamprecht A. Lipid nanocapsule size analysis by hydrodynamic chromatography and photon correlation spectroscopy. Int J Pharm 2006;320:165–70.
   PubMed Web of Science ®Google Scholar
• Teeranachaideekul V, Junyaprasert VB, Souto EB, Müller RH. Development of ascorbyl palmitate nanocrystals applying the nanosuspension technology. Int J Pharm 2008;354:227–34.
   PubMed Web of Science ®Google Scholar
• Araújo J, Gonzalez-Mira E, Egea MA, et al. Optimization and physicochemical characterization of a triamcinolone acetonide-loaded NLC for ocular antiangiogenic applications. Int J Pharm 2010;393:168–76.
   Web of Science ®Google Scholar
• Tang X, (Charlie), Pikal MJ. Design of freeze-drying processes for pharmaceuticals: practical advice. Pharm Res 2004;21:191–200.
   PubMed Web of Science ®Google Scholar
• Shon M, Mather L. The importance of controlling nucleation temperature during the freeze step. Introduction of ControLyoTM nucleation on-demand technology on the new FTS/SP Scientific TM LyoStar TM 3 freeze dryer. Available from: http://www.spscientific.com/ArticlesAndTechnicalPapers/ [last accessed 12 Aug 2016].
   Google Scholar
• Chang BS, Fischer NL. Development of an efficient single-step freeze-drying cycle for protein formulations. Pharm Res 1995;12:831–7.
   PubMed Web of Science ®Google Scholar
• Franks F. Freeze-drying of bioproducts: putting principles into practice. Eur J Pharm Biopharm 1998;45:221–9.
   PubMed Web of Science ®Google Scholar
• Fissore D, Pisano R, Barresi AA. Applying quality-by-design to develop a coffee freeze-drying process. J Food Eng 2014;123:179–87.
   Web of Science ®Google Scholar
• Pisano R, Fissore D, Barresi AA. Freeze-drying cycle optimization using model predictive control techniques. Ind Eng Chem Res 2011;50:7363–79.
   Web of Science ®Google Scholar
• Aldous BJ, Franks F, Greer AL. Diffusion of water within an amorphous carbohydrate. J Mater Sci 1997;32:301–8.
   Web of Science ®Google Scholar
• Pisano R, Rasetto V, Barresi AA, et al. Freeze-drying of enzymes in case of water-binding and non-water-binding substrates. Eur J Pharm Biopharm 2013;85:974–83.
   PubMed Web of Science ®Google Scholar
• Rambhatla S, Obert JP, Luthra S, et al. Cake shrinkage during freeze drying: a combined experimental and theoretical study. Pharm Dev Technol 2005;10:33–40.
   PubMed Web of Science ®Google Scholar
• Pisano R, Fissore D, Barresi AA, et al. Quality by design: optimization of a freeze-drying cycle via design space in case of heterogeneous drying behavior and influence of the freezing protocol. Pharm Dev Technol 2012;18:1–16.
   Web of Science ®Google Scholar
• Gonzalez-Mira E, Egea MA, Souto EB, et al. Optimizing flurbiprofen-loaded NLC by central composite factorial design for ocular delivery. Nanotechnology 2011;22:45101.
   PubMed Web of Science ®Google Scholar
• Mengual O. TURBISCAN MA 2000: multiple light scattering measurement for concentrated emulsion and suspension instability analysis. Talanta 1999;50:445–56.
   PubMed Web of Science ®Google Scholar
• Bannale SG, Pundarikaksha HP, Sowbhagya HN. A prospective, open-label study to compare the efficacy and the safety of topical Loteprednol etabonate and topical flurbiprofen sodium in patients with post-operative inflammation after cataract extraction. J Clin Diagn Res 2012;6:1499–503.
   PubMedGoogle Scholar
• Verma S, Lan Y, Gokhale R, Burgess DJ. Quality by design approach to understand the process of nanosuspension preparation. Int J Pharm 2009;377:185–98.
   PubMed Web of Science ®Google Scholar
• Abrego G, Alvarado HL, Egea MA, et al. Design of nanosuspensions and freeze-dried PLGA nanoparticles as a novel approach for ophthalmic delivery of pranoprofen. J Pharm Sci 2014;103:3153–64.
   PubMed Web of Science ®Google Scholar
• Moretton MA, Chiappetta DA, Sosnik A. Cryoprotection-lyophilization and physical stabilization of rifampicin-loaded flower-like polymeric micelles. J R Soc Interface 2012;9:487–502.
   PubMed Web of Science ®Google Scholar
• Saez A, Guzmán M, Molpeceres J, Aberturas M. Freeze-drying of polycaprolactone and poly(d,l-lactic-glycolic) nanoparticles induce minor particle size changes affecting the oral pharmacokinetics of loaded drugs. Eur J Pharm Biopharm 2000;50:379–87.
   PubMed Web of Science ®Google Scholar
• Baheti A, Kumar L, Bansal AK. Excipients used in lyophilization of small molecules. J Excipients Food Chem 2010;1:41–54.
   Google Scholar
• Chang BS, Randall CS. Use of subambient thermal analysis to optimize protein lyophilization. Cryobiology 1992;29:632–56.
   Web of Science ®Google Scholar
• Chang BS, Patro SY. Freeze-drying process development for protein pharmaceuticals. Lyophilization Biopharm 2004;2:113–38.
   Google Scholar
• Pisano R, Fissore D, Barresi AA, Rastelli M. Quality by design: scale-up of freeze-drying cycles in pharmaceutical industry. AAPS PharmSciTech 2013;14:1137–49.
   PubMed Web of Science ®Google Scholar
• Depaz RA, Pansare S, Patel SM. Freeze-drying above the glass transition temperature in amorphous protein formulations while maintaining product quality and improving process efficiency. J Pharm Sci 2016;105:40–9.
   PubMed Web of Science ®Google Scholar
• Lewis LM, Johnson RE, Oldroyd ME, et al. Characterizing the freeze-drying behavior of model protein formulations. AAPS PharmSciTech 2010;11:1580–90.
   PubMed Web of Science ®Google Scholar
• Johnson R, Lewis L. Freeze-drying protein formulations above their collapse temperatures: possible issues and concerns. Am Pharm Rev 2011;14:50–54.
   Google Scholar
• Kasper JC, Friess W. The freezing step in lyophilization: physico-chemical fundamentals, freezing methods and consequences on process performance and quality attributes of biopharmaceuticals. Eur J Pharm Biopharm 2011;78:248–63.
   PubMed Web of Science ®Google Scholar
• Oddone I, Van Bockstal PJ, De Beer T, Pisano R. Impact of vacuum-induced surface freezing on inter- and intra-vial heterogeneity. Eur J Pharm Biopharm 2016;103:167–78.
   PubMed Web of Science ®Google Scholar
• Zaidi A, Rawal S, Abichandani H. Heat and mass transfer. Chem Age India 1979;30:809–18.
   Google Scholar
• Abdelwahed W, Degobert G, Fessi H. A pilot study of freeze drying of poly(epsilon-caprolactone) nanocapsules stabilized by poly(vinyl alcohol): formulation and process optimization. Int J Pharm 2006;309:178–88.
   PubMed Web of Science ®Google Scholar
• Yang ZL, Li XR, Yang KW, Liu Y. Amphotericin B-loaded poly(ethylene glycol)–poly(lactide) micelles: preparation, freeze-drying, and in vitro release. J Biomed Mater Res A 2008;85:539–46.
   PubMed Web of Science ®Google Scholar
• Teagarden DL, Baker DS. Practical aspects of lyophilization using non-aqueous co-solvent systems. Eur J Pharm Sci 2002;15:115–33.
   PubMed Web of Science ®Google Scholar
• Patel HR, Patel RP, Patel MM. Poloxamers: a pharmaceutical excipients with therapeutic behaviors. Int J PharmTech Res 2009;1:299–303.
   Google Scholar
• Quintanar-Guerrero D, Allémann E, Fessi H, Doelker E. Preparation techniques and mechanisms of formation of biodegradable nanoparticles from preformed polymers. Drug Dev Ind Pharm 1998;24:1113–28.
   PubMed Web of Science ®Google Scholar
• Jaeghere F, De Allémann E, Leroux JC, et al. Formulation and lyoprotection of poly(lactic acid-Co-ethylene oxide) nanoparticles: influence on physical stability and in vitro cell uptake. Pharm Res 1999;16:859–66.
   PubMed Web of Science ®Google Scholar
• Miyajima K. Role of saccharides for the freeze-thawing and freeze drying of liposome. Adv Drug Deliv Rev 1997;24:151–9.
   Web of Science ®Google Scholar
• Jain NK, Roy I. Effect of trehalose on protein structure. Protein Sci 2009;18:24–36.
   PubMed Web of Science ®Google Scholar
• Win KY, Feng SS. Effects of particle size and surface coating on cellular uptake of polymeric nanoparticles for oral delivery of anticancer drugs. Biomaterials 2005;26:2713–22.
   PubMed Web of Science ®Google Scholar
• Anand P, Nair HB, Sung B, et al. Design of curcumin-loaded PLGA nanoparticles formulation with enhanced cellular uptake, and increased bioactivity in vitro and superior bioavailability in vivo. Biochem Pharmacol 2010;79:330–8.
   PubMed Web of Science ®Google Scholar
• Stensgaard Stoltze A. Investigation of water binding in aqueous solutions of poly(ethylene glycol), poly(propylene glycol) and symmetric triblock copolymers of poly(ethylene glycol) and poly(propylene glycol) [M.Sc. Thesis]; 2009. 42p.
   Google Scholar
• Christiansen K, Jørgensen M, Stoltze A. Determination of water activity in poly(styrene-co-acrylic acid) suspensions and polyethylene glycol solutions by relative humidity measurements; 2007.
   Google Scholar
• Feng S, Huang G. Effects of emulsifiers on the controlled release of paclitaxel (Taxol) from nanospheres of biodegradable polymers. J Control Release 2001;71:53–69.
   PubMed Web of Science ®Google Scholar
• Ahlin P, Kristl J, Kristl A, Vrečer F. Investigation of polymeric nanoparticles as carriers of enalaprilat for oral administration. Int J Pharm 2002;239:113–20.
   PubMed Web of Science ®Google Scholar
• Leroueil-Le Verger M, Fluckiger L, Kim YI, et al. Preparation and characterization of nanoparticles containing an antihypertensive agent. Eur J Pharm Biopharm 1998;46:137–43.
   PubMed Web of Science ®Google Scholar
• Ramos-Yacasi G, Garcı´a M, Espina M, et al. Influence of freeze-drying and γ-irradiation in preclinical studies of flurbiprofen polymeric nanoparticles for ocular delivery using d-(+)-trehalose and polyethylene glycol. Int J Nanomedicine 2016;11:1–14.
   PubMed Web of Science ®Google Scholar
• Parra A, Mallandrich M, Clares B, et al. Design and elaboration of freeze-dried PLGA nanoparticles for the transcorneal permeation of carprofen: ocular anti-inflammatory applications. Colloids Surfaces B Biointerfaces 2015;136:935–43.
   PubMed Web of Science ®Google Scholar
• Ford JL, Timmins P. Pharmaceutical thermal analysis: techniques and applications. Chichester: Ellis Horwood Books in Biological Sciences; 1989.
   Google Scholar