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Licensed Unlicensed Requires Authentication Published by De Gruyter April 23, 2016

Survey of supercritical fluid techniques for producing drug delivery systems for a potential use in cancer therapy

  • Antonio Tabernero

    Antonio Tabernero obtained his PhD in chemical engineering from the University of Salamanca in 2014 concerning the use of supercritical CO2 for precipitating drugs. He is currently a lecturer at the same university, and his research focuses on the use of SCFs for pharmaceutical particle engineering and on the study of biopolymers for biomedical applications.

    , Álvaro González-Garcinuño

    Álvaro González-Garcinuño graduated with a degree in biotechnology from the University of Salamanca in 2014. Subsequently, he got his MSc in cellular and molecular biology and joined the Department of Chemical Engineering with an FPU grant to perform a PhD on the use of biopolymers for biomedical applications.

    , Miguel A. Galán

    Miguel A. Galán is a professor of chemical engineering in the University of Salamanca. He has published more than 200 papers in international journals and conferences. His research interests are mass transfer, thermodynamics, SCFs, and fluid mechanics. He is a member of some institutions, such as the Spanish Society of Biotechnology and the American Institute of Chemical Engineering.

    and Eva M. Martín del Valle

    Eva M. Martín del Valle obtained her PhD from the Department of Chemical Engineering, University of Salamanca. Her topic was affinity chromatography. She is currently a full professor in the University of Salamanca. She has published more than 50 papers in different journals. She is the leader of a research group called Biomedical Applications of Chemical Engineering.

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Abstract

Standard drug delivery systems for cancer treatment usually comprise a device with a specific size and shape (depending on the type of cancer that has to be treated), which is composed by a biodegradable compound with a chemotherapeutic entrapped within it. This device should have a molecule (mainly a protein) bound to its surface to target only cancer cells. On the contrary, supercritical fluids (SCF) have been widely used in the pharmaceutical industry for creating drug delivery systems or for extracting drugs from natural sources. This review explains the potential of SCFs for cancer therapies by studying the current uses of the different high-pressure processes that can be useful for this medical treatment, such as the development of new drug delivery systems (with their drug release) or the extraction of chemotherapeutics from a vegetal matrix.

About the authors

Antonio Tabernero

Antonio Tabernero obtained his PhD in chemical engineering from the University of Salamanca in 2014 concerning the use of supercritical CO2 for precipitating drugs. He is currently a lecturer at the same university, and his research focuses on the use of SCFs for pharmaceutical particle engineering and on the study of biopolymers for biomedical applications.

Álvaro González-Garcinuño

Álvaro González-Garcinuño graduated with a degree in biotechnology from the University of Salamanca in 2014. Subsequently, he got his MSc in cellular and molecular biology and joined the Department of Chemical Engineering with an FPU grant to perform a PhD on the use of biopolymers for biomedical applications.

Miguel A. Galán

Miguel A. Galán is a professor of chemical engineering in the University of Salamanca. He has published more than 200 papers in international journals and conferences. His research interests are mass transfer, thermodynamics, SCFs, and fluid mechanics. He is a member of some institutions, such as the Spanish Society of Biotechnology and the American Institute of Chemical Engineering.

Eva M. Martín del Valle

Eva M. Martín del Valle obtained her PhD from the Department of Chemical Engineering, University of Salamanca. Her topic was affinity chromatography. She is currently a full professor in the University of Salamanca. She has published more than 50 papers in different journals. She is the leader of a research group called Biomedical Applications of Chemical Engineering.

Acknowledgments:

This research has been supported by an UE ERC Starting Grant 2010 (MYCAP. Development of a technology to produce microcapsules, based on the formation of drops from viscous non-Newtonians liquids sprayed through fan-jet nozzles, to use in cancer therapy), I.P. Eva Martín del Valle. Álvaro González-Garcinuño acknowledges his PhD grant (F.P.U.) from the Spanish Ministry of Education, Culture and Sport (Ref. FPU14/04914).

References

Adami R, Reverchon E. Composite polymer-Fe3O4 microparticles for biomedical applications, produced by supercritical assisted atomization. Powder Technol 2012; 218: 102–108.10.1016/j.powtec.2011.11.048Search in Google Scholar

Adams GP, Weiner LM. Monoclonal antibody therapy of cancer. Nat Biotechnol 2005; 23: 1147–1157.10.1038/nbt1137Search in Google Scholar

Aiping Z, Jianhong L, Wenhui Y. Effective loading and controlled release of camptothecin by O-carboxymethylchitosan aggregates. Carbohydr Polym 2006; 63: 89–96.10.1016/j.carbpol.2005.08.006Search in Google Scholar

Akgun IH, Erkukuc A, Pilavtepe M, Yesil-Celiktas O. Optimization of total alkannin yields of Alkanna tinctoria by using sub- and supercritical carbon dioxide extraction. J Supercrit Fluids 2011; 57: 31–37.10.1016/j.supflu.2011.02.003Search in Google Scholar

Alessi P, Ireneo K, Angeloa C, Alessia F, Mariarosa M. Polydimethylsiloxanes in supercritical solvent impregnation (SSI) of polymers. J Supercrit Fluids 2003; 27: 309–315.10.1016/S0896-8446(02)00267-XSearch in Google Scholar

Alnaief M, Alzaitoun MA, García-González CA, Smirnova I. Preparation of biodegradable nanoporous microspherical aerogel based on alginate. Carbohydr Polym 2011; 84: 1011–1018.10.1016/j.carbpol.2010.12.060Search in Google Scholar

Badruddoza AZM, Hazel GSS, Hidajat K, Udin MS. Synthesis of carboxymethyl-β-cyclodextrin conjugated magnetic nano-adsorbent for removal methylene blue. Colloids Surf A Physicochem Eng Aspects 2010; 367: 85–95.10.1016/j.colsurfa.2010.06.018Search in Google Scholar

Baker ASJ, Brown ASC, Edwards MA, Hargreaves JSJ, Kiely CJ, Meagher A, Pankhurst QA. A structural study of hematite samples prepared from sulfated goethite precursors: the generation of axial mesoporous voids. J Mater Chem 2000; 10: 761–766.10.1039/a908346dSearch in Google Scholar

Bangham AD. Properties and uses of lipid vesicles: an overview. Ann N Y Acad Sci 1978; 308: 2–7.10.1111/j.1749-6632.1978.tb22010.xSearch in Google Scholar

Beckman EJ. Supercritical and near-critical CO2 in green chemical synthesis and processing. J Supercrit Fluids 2004; 28: 121–191.10.1016/S0896-8446(03)00029-9Search in Google Scholar

Beh CC, Mammucari R, Foster NR. Lipids-based drug carrier systems by dense gas technology: a review. Chem Eng J 2012; 188: 1–14.10.1016/j.cej.2012.01.129Search in Google Scholar

Belhadj-Ahmed F, Badens E, Llewellyn P, Denoyel R, Charbit G. Impregnation of vitamin E acetate on silica mesoporous phases using supercritical carbon dioxide. J Supercrit Fluids 2009; 51: 278–286.10.1016/j.supflu.2009.07.012Search in Google Scholar

Beral V, Banks E, Reeves G, Bull D, on behalf of the Million Women Study Collaborators. Breast cancer and hormone-replacement therapy: the Million Women Study. Lancet 2003; 362: 1330–1331.10.1016/S0140-6736(03)14596-5Search in Google Scholar

Berardi R, Caramanti M, Savini A, Chiorrini S, Pierantoni C, Onofri A, Ballatore Z, De Lisa M, Mazzanti P, Cascinu S. State of the art for cardiotoxicity due to chemotherapy and to targeted therapies: a literature review. Crit Rev Oncol Hematol 2013; 88: 75–86.10.1016/j.critrevonc.2013.02.007Search in Google Scholar

Berna A, Tárrega A, Blasco M, Subirats S. Supercritical CO2 extraction of essential oil from orange peel; effect of the height of the bed. J Supercrit Fluids 2000; 18: 227–237.10.1016/S0896-8446(00)00082-6Search in Google Scholar

Bhattacharjee RS, Singhal RS, Tiwari SR. Supercritical carbon dioxide extraction of cottonseed oil. J Food Eng 2007; 79: 892–898.10.1016/j.jfoodeng.2006.03.009Search in Google Scholar

Blanco E, Shen H, Ferrari M. Principles of nanoparticles design for overcoming biological barriers to drug delivery. Nat Biotechnol 2015; 9: 941–951.10.1201/9780429027819-9Search in Google Scholar

Bleich J, Muller BW, Wasmus W. Aerosol solvent extraction system – a new microparticle production technique. Int J Pharm 1993; 97: 111–117.10.1016/0378-5173(93)90131-XSearch in Google Scholar

Boltonga A, Keast R. The influence of chemotherapy on taste perception and food hedonics: A systematic review. Cancer Treat Rev 2012; 38: 152–163.10.1016/j.ctrv.2011.04.008Search in Google Scholar PubMed

Braga M, Yañez F, Alvarez-Lorenzo C, Concheiro A, Duarte CMM, Gil MH, De Sousa H. Ophthalmic drug delivery. J Control Release 2010; 148: 102–104.10.1016/j.jconrel.2010.07.077Search in Google Scholar PubMed

Bray F, Ren JS, Masuyer E, Ferlay J. Global estimates of cancer prevalence for 27 sites in the adult population in 2008. Int J Cancer 2013; 132: 1133–1145.10.1002/ijc.27711Search in Google Scholar PubMed

Byrappa K, Ohara S, Adschiri T. Nanoparticle synthesis using supercritical fluid technology – towards biomedical applications. Adv Drug Deliv Rev 2008; 60: 299–327.10.1016/j.addr.2007.09.001Search in Google Scholar PubMed

Caliceti P, Salmaso S, Elvassore N, Bertucco A. Effective protein release from PEG/PLA nano-particles produced by compressed gas anti-solvent precipitation techniques. J Control Release 2004; 94: 195–205.10.1016/j.jconrel.2003.10.015Search in Google Scholar PubMed

Campardelli R, Della Porta G, Gomez V, Irusta S, Reverchon E, Santamaria J. Encapsulation of titanium dioxide nanoparticles in PLA microspheres using supercritical emulsion extraction to produce bactericidal nanocomposites. J Nanoparticle Res 2013; 15: 1987–1998.10.1007/s11051-013-1987-5Search in Google Scholar

Campardelli R, Della Porta G, Gomez L, Irusta S, Reverchon E, Santamaria J. Au-PLA nanocomposites for photothermally controlled drug delivery. J Mater Chem B 2014; 2: 409–417.10.1039/C3TB21099ESearch in Google Scholar

Campardelli R, Baldino L, Reverchon E. Supercritical fluid applications in nanomedicine. J Supercrit Fluids 2015; 101: 193–214.10.1016/j.supflu.2015.01.030Search in Google Scholar

Cano-Sarabia M, Ventosa N, Sala S, Patiño C, Arranz R, Veciana J. Preparation of uniform rich cholesterol unilamellar nanovesicles using CO2-expanded solvents. Langmuir 2008; 24: 2433–2437.10.1021/la7032109Search in Google Scholar PubMed

Cao J, Su T, Zhang L, Liu R, Wang G, He B, Gu Z. Polymeric micelles with citratonic amide as pH-sensitive bond in backbone for anticancer drug delivery. Int J Pharm 2014; 471: 28–36.10.1016/j.ijpharm.2014.05.010Search in Google Scholar PubMed

Carr AG, Mammucari R, Foster NR. A review of subcritical water as a solvent and its utilisation for the processing of hydrophobic organic compounds. Chem Eng J 2011a; 172: 1–17.10.1016/j.cej.2011.06.007Search in Google Scholar

Carr AG, Mammucari R, Foster NR. Particle formation of budesonide from alcohol-modified subcritical water solutions. Int J Pharm 2011b; 405: 169–180.10.1016/j.ijpharm.2010.11.042Search in Google Scholar PubMed

Castor TP. Phospholipid nanosomes. Curr Drug Deliv 2005; 2: 329–340.10.2174/156720105774370195Search in Google Scholar PubMed

Chabner BA, Roberts TG. Chemotherapy and the war on cancer. Nat Rev Cancer 2005; 5: 65–72.10.1038/nrc1529Search in Google Scholar PubMed

Chang Y, Liu B, Shen B. Orthogonal array design for the optimization of supercritical fluid extraction of baicalin from roots of Scutellaria baicalensis Georgi. J Sep Sci 2007; 30: 1568–1574.10.1002/jssc.200700020Search in Google Scholar PubMed

Chassagnez-Mendez AL, Correa NCF, Franca LF, Machado NT, Araújo ME. A mass transfer model applied to the supercritical extraction with CO2 of curcumins from turmeric rhizomes (Curcuma longa L.). Braz J Chem Eng 2000; 17: 315–322.10.1590/S0104-66322000000300007Search in Google Scholar

Chattopadhyay P, Gupta RB. Protein nanoparticles formation by supercritical antisolvent with enhanced mass transfer. AIChE J 2002; 48: 235–244.10.1002/aic.690480207Search in Google Scholar

Chattopadhyay P, Huff R, Shekunov BY. Drug encapsulation using supercritical fluid extraction of emulsion. J Pharm Sci 2006; 95: 667–679.10.1002/jps.20555Search in Google Scholar PubMed

Chen A-Z, Li Y, Chau FT, Lay T-Y, Hu J-Y, Zhao Z, Mok DK. Microencapsulation of puerarin nanoparticles by poly(L-lactide) in a supercritical CO2 process. Acta Biomater 2009a; 5: 2913–2919.10.1016/j.actbio.2009.04.032Search in Google Scholar PubMed

Chen A-Z, Li Y, Chau FT, Lay T-Y, Hu J-Y, Zhao Z, Mok DK. Application of organic nonsolvent in the process of solution-enhanced dispersion by supercritical CO2 to prepare puerarin fine particles. J Supercrit Fluids 2009b; 49: 394–402.10.1016/j.supflu.2009.02.004Search in Google Scholar

Cole PD, Zebala JA, Kamen BA. Antimetabolites: a new perspective. Drug Discov Today 2005; 2: 337–342.10.1016/j.ddstr.2005.11.004Search in Google Scholar

Cooper AI. Porous materials and supercritical fluids. Adv Mater 2003; 15: 1049–1059.10.1002/adma.200300380Search in Google Scholar

David WD. Preparation and properties of ether-injection liposomes. Ann N Y Acad Sci 1978; 308: 250–258.10.1111/j.1749-6632.1978.tb22027.xSearch in Google Scholar

Dalvi S, Mukhopadhyay M. Large and rapid temperature reduction of organic solutions with supercritical CO2. AIChE J 2007; 53: 2814–2823.10.1002/aic.11302Search in Google Scholar

Della Porta G, Falco N, Reverchon E. Continuous supercritical emulsions extraction: a new technique for biopolymer microparticles production. Biotechnol Bioeng 2011a; 108: 676–686.10.1002/bit.22972Search in Google Scholar

Della Porta G, Campardelli R, Falco N, Reverchon E. PLGA microdevices for retinoids sustained release produced by supercritical emulsion extraction: Continuous versus batch operation layouts. Int J Pharm 2011b; 100: 4357–4367.10.1002/jps.22647Search in Google Scholar

Della Porta G, Nguyen BNB, Campardelli R, Reverchon E, Fischer JP. Synergistic effect of sustained release growth factors and dynamic culture on osteoblastic differentiation of mesenchymal stem cells. J Biomed Mater Res Part A 2015; 103A: 2161–2171.10.1002/jbm.a.35354Search in Google Scholar

De Angelis R, Sant M, Coleman MP, Francisci S, Baili P, Pierannunzio D, Trama A, Visser O, Brenner H, Ardanaz E, Bielska-Lasota M, Engholm G, Nennecke A, Siesling S, Berrino F, Capocaccia R, EUROCARE-5 Working Group. Cancer survival in Europe 1999–2007 by country and age: results of EUROCARE-5 – a population-based study. Lancet Oncol 2014; 15: 23–34.10.1016/S1470-2045(13)70546-1Search in Google Scholar

De Gioannis B, Vega González A, Subra P. Anti-solvent and co-solvent effect of CO2 on the solubility of griseofulvin in acetone and ethanol solutions. J Supercrit Fluids 2004; 29: 49–57.10.1016/S0896-8446(03)00035-4Search in Google Scholar

De la Fuente J, Valderrama JO, Bottini SB, del Valle JM. Measurement and modeling of solubilities of capsaicin in high pressure CO2. J Supercrit Fluids 2005; 34: 195–201.10.1016/j.supflu.2004.11.014Search in Google Scholar

De Melo MMR, Silvestre AJD, Silva CM. Supercritical fluid extraction of vegetables matrices: applications, trends and future perspectives of a convincing green technology. J Supercrit Fluids 2014; 92: 115–176.10.1016/j.supflu.2014.04.007Search in Google Scholar

De Zordi N, Kikic I, Moneghini M, Solinas D. Piroxicam solid state studies after processing with SAS techniques. J Supercrit Fluids 2010; 55: 340–347.10.1016/j.supflu.2010.06.013Search in Google Scholar

Diankov S, Barth D, Vega-González A, Pentchev I, Subra-Paternault P. Impregnation isotherms of hydroxybenzoic acid on PMMA in supercritical carbon dioxide. J Supercrit Fluids 2007; 41: 164–172.10.1016/j.supflu.2006.08.008Search in Google Scholar

Dillow AK, Dehghani F, Foster N, Hrkach RSL. Production of polymeric support materials using a supercritical fluid anti-solvent process. The 4th International Symposium on Supercritical Fluids; 1997 May 11–14; Sendai, Japan.Search in Google Scholar

Dirksen JA, Ring TA. Fundamentals of crystallization: kinetic effects and on particle size distribution and morphology. Chem Eng Sci 1991; 10: 2389–2427.10.1016/0009-2509(91)80035-WSearch in Google Scholar

Duff DG, Baiker A. A New hydrosol of gold clusters. 1. Formation and particle size variation. Langmuir 1993; 9: 2301–2309.10.1021/la00033a010Search in Google Scholar

Elvassore N, Flaibani M, Bertucco A. Thermodynamic analysis of micronization processes from gas-saturated solution. Ind Eng Chem Res 2003; 42: 5924–5930.10.1021/ie030278aSearch in Google Scholar

Ellington E, Bastida J, Viladomat F, Codina C. Supercritical carbon dioxide extraction of colcicine and related alkaloids from seeds of Colchicum autumnale L. Phytochem Anal 2003; 14: 164–169.10.1002/pca.702Search in Google Scholar PubMed

Esfandiari N, Ghoreishi SM. Synthesis of 5-fluorouracil nanoparticles via supercritical gas antisolvent process. J Supercrit Fluids 2013; 84: 205–210.10.1016/j.supflu.2013.10.008Search in Google Scholar

Espiritu Santo I, Campardelli R, Cabral Albuquerque E, de Melo SV, Della Porta G, Reverchon E. Liposomes preparation using a supercritical fluid assisted continuous process. Chem Eng J 2014; 49: 153–159.10.1016/j.cej.2014.03.099Search in Google Scholar

Fanovich MA, Ivanovic J, Misic D, Alvarez MV, Jaeger P, Zizovic I, Eggers R. Development of polycaprolactone scaffold with antibacterial activity by an integrated supercritical extraction and impregnation process. J Supercrit Fluids 2013; 78: 42–53.10.1016/j.supflu.2013.03.017Search in Google Scholar

Favareto R, Pereira JRD, Santana CC, Madureira EH, Cabral VF, Tavares FW, Cardozo-Filho L. High-pressure phase diagram of the drug mitotane in compressed and/or supercritical CO2. J Chem Thermodyn 2010; 42: 286–290.10.1016/j.jct.2009.08.017Search in Google Scholar

Felfoldi-Gava A, Szarka S, Simandi B, Blazics B, Simon B, Kéry Á. Supercritical fluid extraction of Alnus glutinosa (L.) Gaertn. J Supercrit Fluids 2012; 61: 55–61.10.1016/j.supflu.2011.10.003Search in Google Scholar

Feng SS, Chien S. Chemotherapeutic engineering: application and further development of chemical engineering principles for chemotherapy of cancer and other diseases. Chem Eng Sci 2003; 58: 4087–4114.10.1201/b15645-5Search in Google Scholar

Ferlay J, Soerjomataram I, Ervik M, Dikshit R, Eser S, Mathers C, Rebelo M, Parkin DM, Forman D, Bray F; International Agency for Research on Cancer. GLOBOCAN 2012 v1.0, Cancer Incidence and Mortality Worldwide. IARC CancerBase No. 11, 2013.Search in Google Scholar

Fernández-Ponce MT, Casas L, Mantell C, Rodríguez M, de la Ossa EM. Extraction of antioxidant compounds from different varieties of Mangifera indica leaves using green technologies. J Supercrit Fluids 2012; 72: 168–175.10.1016/j.supflu.2012.07.016Search in Google Scholar

Fiori L, De Faveri D, Casazza AA, Perego P. Grape by-products: extraction of polyphenolic compounds using supercritical CO2 and liquid organic solvent-a preliminary investigation. CyTA J Food 2009; 7: 163–171.10.1080/11358120902989715Search in Google Scholar

Foster NR, Mammucari R, Dehghani F. Coprecipitation of pharmaceuticals using gas anti-solvent technique. In: Besnard M, Cansell F, editors. Proceedings of the Eighth Meeting on Supercritical Fluids, vol. 1, 2005: 321–326.Search in Google Scholar

Fox CB, Kim J, Le LV, Neweth CL, Chirra HD, Desai TA. Micro/nanofabricated platforms for oral drug delivery. J Control Release 2015; 219: 431–444.10.1016/j.jconrel.2015.07.033Search in Google Scholar

Frederiksen L, Anton K, Van Hoogevest P, Keller HR, Leuenberger H. Preparation of liposomes encapsulating water-soluble compounds using supercritical carbon dioxide. J Pharm Sci 1997; 86: 921–928.10.1021/js960403qSearch in Google Scholar

Fuentes M, Mateo C, García L, Tercero JC, Guisán JM, Fernández-Lafuente R. Directed covalent immobilization of aminated DNA probes on aminated plates. Biomacromolecules 2005; 5: 883–888.10.1021/bm0343949Search in Google Scholar

Fullana M, Trabelsi F, Recasens F. Use of neural computing for statistical and kinetic modelling and simulation of supercritical fluid extractors. Chem Eng Sci 2000; 55: 79–95.10.1016/S0009-2509(99)00182-7Search in Google Scholar

García-González CA, Smirnova I. Polysaccharide-based aerogels- Promising biodegradable Carriers for drug delivery systems. Carbohydr Polym 2011; 86: 1425–1438.10.1016/j.carbpol.2011.06.066Search in Google Scholar

Ghoreishi SM, Heidari E. Extraction of epigallocatechin gallate from green tea via modified supercritical CO2: experimental, modeling and optimization. J Supercrit Fluids 2012; 72: 36–45.10.1016/j.supflu.2012.07.015Search in Google Scholar

Globocan. Fact sheets by cancer. Globocan.iarc.fr. http://globocan.iarc.fr/Pages/fact_sheets_cancer.aspx, 2015.Search in Google Scholar

Gong X-Y, Cao X-J. Measurement and correlation of solubility of artemisinina in supercritical carbon dioxide. Fluid Phase Equilib 2009; 284: 26–30.10.1016/j.fluid.2009.05.018Search in Google Scholar

Greenman C, Stephens P, Smith R, Dalgliesh GL, Hunter C, Bignell G, Davies H, Teague J, Butler A, Stevens C, Edkins S, O’Meara S, Vastrik I, Schmidt EE, Avis T, Barthorpe S, Bhamra G, Buck G, Choudhury B, Clements J, Cole J, Dicks E, Forbes S, Gray K, Halliday K, Harrison R, Hills K, Hinton J, Jenkinson A, Jones D, Menzies A, Mironenko T, Perry J, Raine K, Richardson D, Shepherd R, Small A, Tofts C, Varian J, Webb T, West S, Widaa S, Yates A, Cahill DP, Louis DN, Goldstraw P, Nicholson AG, Brasseur F, Looijenga L, Weber BL, Chiew YE, DeFazio A, Greaves MF, Green AR, Campbell P, Birney E, Easton DF, Chenevix-Trench G, Tan MH, Khoo SK, Teh BT, Yuen ST, Leung SY, Wooster R, Futreal PA, Stratton MR. Patterns of somatic mutation in human cancer genomes. Nature 2007; 446: 153–158.10.1038/nature05610Search in Google Scholar PubMed PubMed Central

Guney O, Akgerman A. Synthesis of controlled-release products in supercritical medium. AIChE J 2002; 48: 855–866.10.1002/aic.690480419Search in Google Scholar

Guo S, Li D, Zhang L, Li J, Wang E. Monodisperse mesoporous super-paramagnetic single-crystal magnetite nanoparticles for drug delivery. Biomaterials 2009; 30: 1881–1889.10.1016/j.biomaterials.2008.12.042Search in Google Scholar PubMed

Hirsch LR, Stafford RJ, Bankson JA, Sershen SR, Rivera B, Price RE, Hazle JD, Halas NJ, West JL. Nanoshell-mediated near-infrared thermal therapy of tumors under magnetic resonance guidance. Proc Natl Acad Sci U S A 2003; 100: 13549–13554.10.1073/pnas.2232479100Search in Google Scholar PubMed PubMed Central

Hirsch L, Gobin AM, Lowery AR, Tam F, Drezek RA, Halas NJ, West JL. Metal nanoshells. Ann Biomed Eng 2006; 34: 15–22.10.1007/s10439-005-9001-8Search in Google Scholar PubMed

Hitzman CJ, Elmquist WF, Wiedmann TS. Development of a respirable, sustained release microcarrier for 5-fluorouracil II: in-vitro and in vivo optimization of lipid coated nanoparticles. J Pharm Sci 2006; 95: 1127–1143.10.1002/jps.20590Search in Google Scholar PubMed

Hojjati M, Vatanara A, Yamini Y, Moradi M, Najafabadi AR. Supercritical CO2 and highly selective aromatase inhibitors: experimental solubility and empirical data correlation. J Supercrit Fluids 2009; 50: 203–209.10.1016/j.supflu.2009.06.015Search in Google Scholar

Hurley LH. DNA and its associated processes as target for cancer therapy. Nat Rev Cancer 2002; 2: 188–200.10.1038/nrc749Search in Google Scholar PubMed

Hybertson BM. Solubility of the sesquiterpene alcohol patchoulol in supercritical carbon dioxide. J Chem Eng Data 2007; 52: 235–238.10.1021/je060358wSearch in Google Scholar PubMed PubMed Central

Hu D, Lin C, Liu L, Li S, Zhao Y. Preparation, characterization, and in vitro release investigation of lutein/zein nanoparticles via solution enhanced dispersion by supercritical fluids. J Food Eng 2012; 109: 545–552.10.1016/j.jfoodeng.2011.10.025Search in Google Scholar

Huang Z, Li X, Zhang T, Song Y, She Z, Li J, Deng Y. Progress involving new techniques for liposomes preparation. Asian J Pharm Sci 2014; 9: 176–182.10.1016/j.ajps.2014.06.001Search in Google Scholar

Ibrahim IAM, Zikry AAF, Sharaf MA. Preparation of spherical silica nanoparticles: Stober silica. J Am Sci 2010; 6: 985–989.Search in Google Scholar

Içen H, Gürü M. Extraction of caffeine from tea stalk and fiber wastes using supercritical carbon dioxide. J Supercrit Fluids 2009; 50: 225–228.10.1016/j.supflu.2009.06.014Search in Google Scholar

Iwata M, McGinity JW. Preparation of multi-phase micro-spheres of poly(lactic acid) and poly(lactic-co-glycolic acid) containing a W/O emulsion by a multiple solvent evaporation technique. J Microencapsul 1992; 9: 201–214.10.3109/02652049109021237Search in Google Scholar

Jackson JR, Patrick DR, Dar MM, Huang PS. Targeted anti-mitotic therapies: can we improve on tubulin agents. Nat Rev Cancer 2007; 107–117.10.1038/nrc2049Search in Google Scholar

Jung J, Perrut M. Particle design using supercritical fluids: literature and patent survey. J Supercrit Fluids 2001; 20: 179–219.10.1016/S0896-8446(01)00064-XSearch in Google Scholar

Kalantarian P, Najafadabi AR, Haririan I, Vatanara A, Yamini Y, Darabi M, Gilani K. Preparation of 5-fluorouracil nanoparticles by supercritical antisolvent for pulmonary delivery. I. J Nanomed 2010; 5: 763–770.10.2147/IJN.S12415Search in Google Scholar PubMed PubMed Central

Katsnelson BA, Degtyareva TD, Minigalieva II, Privalova LI, Kuzmin SV, Yeremenko OS, Kireyeva EP, Sutunkova MP, Valamina II, Khodos MY, Kozitsina AN, Shur VY, Vazhenin VA, Potapov AP, Morozova MV. Subchronic systemic toxicity and bioaccumulation of Fe3O4 nano- and microparticles following repeated intraperitoneal administration to rats. Int J Toxicol 2011; 30: 59–68.10.1177/1091581810385149Search in Google Scholar PubMed

Ke X, Wee Ling Ng V, Ono RJ, Chan JM, Krishnamurthy S, Wang Y, Hedrick JL, Yang YY. Role of non-covalent and covalent interactions in cargo loading capacity and stability of polymeric micelles. J Control Release 2014; 193: 9–26.10.1016/j.jconrel.2014.06.061Search in Google Scholar PubMed

Kikic I, Vecchione F. Supercritical impregnation of polymers. Curr Opin Solid State Mater Sci 2007; 3: 399–405.10.1016/j.cossms.2003.09.001Search in Google Scholar

Kim K, Kim JH, Park H, Kim Y-S, Park K, Nam H, Lee S, Park JH, Park R-W, Kim I-S, Choi K, Kim SY, Park K, Kwon IC. Tumor-homing multifunctional nanoparticles for cancer theragnosis: simultaneous diagnosis, drug delivery, and therapeutic monitoring. J Control Release 2010; 146: 219–227.10.1016/j.jconrel.2010.04.004Search in Google Scholar PubMed

Klenk C, Gawande R, Uslu L, Khurana A, Qiu D, Quon A, Donig J, Rosenberg J, Luna-Fineman S, Moseley M, Daldrup-Link HE. Ionising radiation-free whole-body MRI versus 18F-fluorodeoxyglucose PET/CT scans for children and young adults with cancer: a prospective, non-randomised, single-centre study. Lancet Oncol 2014; 15: 275–285.10.1016/S1470-2045(14)70021-XSearch in Google Scholar

Knez Z, Weidner E. Particle formation and particle design using supercritical fluids. Curr Opin Solid State Mater Sci 2003; 7: 353–361.10.1016/j.cossms.2003.11.002Search in Google Scholar

Knez Z, Markocic E, Novak Z, Novak Z, Hrnčič MK. Processing polymeric biomaterials using supercritical CO2. Chem Ing Tech 2011; 83: 1371–1380.10.1002/cite.201100052Search in Google Scholar

Kohler G, Milstein C. Continuous cultures of fused cells secreting antibody of predefined specificity. Nature 1975; 256: 495–497.10.1038/256495a0Search in Google Scholar

Kongsombut B, Tsutsumi A, Suankaew N, Charinpanitkul T. Encapsulation of SiO2 and TiO2 fine powders with poly(DL-lactic-co-glycolic acid) by rapid expansion of supercritical CO2 incorporated with ethanol cosolvent. Ind Eng Chem Res 2009; 48: 11230–11235.10.1021/ie900690vSearch in Google Scholar

Kordikowski A, Schenk AP, Van Nielen RM, Peters CJ. Volume expansions and vapor-liquid equilibria of binary mixtures of a variety of polar solvents and certain near-critical solvents. J Supercrit Fluids 1995; 8: 205–216.10.1016/0896-8446(95)90033-0Search in Google Scholar

Kurniawansyah F, Duong HTT, Danh LT, Mammucari R, Vittorio O, Boyer C, Foster N. Inhalable curcumin formulation: micronization and bioassay. Chem Eng J 2015; 279: 799–808.10.1016/j.cej.2015.05.087Search in Google Scholar

Lee HB, Shin BC. Alginic. US005080657A. Korea Research Institute of Technology, 1992.Search in Google Scholar

Lee LY, Wang CH, Smith KA. Supercritical antisolvent production of biodegradable micro- and nanoparticles for controlled delivery of paclitaxel. J Control Release 2008; 125: 96–106.10.1016/j.jconrel.2007.10.002Search in Google Scholar PubMed

Lee YH, Charles AL, Kung HF, Hod C-T, Huanga T-C. Extraction of nobiletin and tangeretin from Citrus depressa Hayata by supercritical carbon dioxide with ethanol as modifier. Ind Crop Prod 2010; 31: 59–64.10.1016/j.indcrop.2009.09.003Search in Google Scholar

Lesoin L, Crampon C, Boutin O, Badens E. Development of a continuous dense gas process for the production of liposomes. J Supercrit Fluids 2011a; 60: 51–62.10.1016/j.supflu.2011.04.018Search in Google Scholar

Lesoin L, Crampon C, Boutin O, Badens E. Preparation of liposomes using the supercritical anti-solvent (SAS) process and comparison with a conventional method. J Supercrit Fluids 2011b; 57: 162–174.10.1016/j.supflu.2011.01.006Search in Google Scholar

Li YP, Pei YY, Zhang XY, Gu Z, Zhou Z, Yuan W, Zhou J, Zhu J, Gao X. PEGylated PLGA nanoparticles as protein carriers: synthesis, preparation and biodistribution in rats. J Control Release 2001; 71: 203–211.10.1016/S0168-3659(01)00218-8Search in Google Scholar

Li H, Li S, Zhang Y, Duan H. New supercritical fluid extraction treatment method for determination of tripterine in Tripterygium wilfordii Hook F. J Liquid Chromatogr Relat Technol 2008; 31: 1422–1433.10.1080/10826070802039382Search in Google Scholar

Liu B, Li WJ, Chang YL, Dong W, Ni L. Extraction of berberine from rhizome of Coptis chinensis Franch using supercritical fluid extraction. J Pharm Sci Biomed Anal 2006; 41: 1056–1060.10.1016/j.jpba.2006.01.034Search in Google Scholar

Lovskaya DD, Lebedev AE, Menshutina NV. Aerogels as drug delivery systems: in vitro and in vivo evaluations. J Supercrit Fluids 2015; 106: 115–121.10.1016/j.supflu.2015.07.011Search in Google Scholar

Lubary M, De Loos TW, Ter Horst JH, Hofland GW. Production of microparticles from milk fat products using the supercritical melt micronization (ScMM) process. J Supercrit Fluids 2011; 55: 1079–1088.10.1016/j.supflu.2010.10.010Search in Google Scholar

Lucien F, Foster NR. Solubilities of solid mixtures in supercritical carbon dioxide: a review. J Supercrit Fluids 2000; 17: 111–134.10.1016/S0896-8446(99)00048-0Search in Google Scholar

Machida H, Takesue M, Smith Junior RL. Green chemical processes with supercritical fluids: properties, materials, separations and energy. J Supercrit Fluids 2011; 60: 2–15.10.1016/j.supflu.2011.04.016Search in Google Scholar

Mammucari R, Foster NR. Dense gas technology and cyclodextrins: state of the art and potential. Curr Org Chem 2008; 12: 476–491.10.2174/138527208784083914Search in Google Scholar

Mandzuka Z, Knez Z. Influence of temperature and pressure during PGSS™ micronization and storage time on degree of crystallinity and crystal forms of monostearate and tristearate. J Supercrit Fluids 2008; 45: 102–111.10.1016/j.supflu.2007.11.006Search in Google Scholar

Mannila M, Lang QY, Wai CM, Cui YY, Ang CYW. Supercritical fluid extraction of bioactive components from St. John’s Wort (Hypericum perforatum L.) and Ginkgo biloba. In: Gopalan AS, Wai CM, Jacobs HK, editors, Supercritical carbon dioxide: separations and processes, 2003: 130–144.10.1021/bk-2003-0860.ch009Search in Google Scholar

Marra F, De Marco I, Reverchon E. Numerical analysis of the characteristic times controlling supercritical antisolvent micronization. Chem Eng J 2012; 71: 39–45.10.1016/j.ces.2011.12.019Search in Google Scholar

Martín A, Cocero MJ. Numerical modeling of jet hydrodynamics, mass transfer, and crystallization kinetics in the supercritical antisolvent (SAS) process. J Supercrit Fluids 2004; 32: 203–219.10.1016/j.supflu.2004.02.009Search in Google Scholar

Martín A, Cocero MJ. Micronization processes with supercritical fluids: Fundamentals and mechanisms. Adv Drug Deliv Rev 2008; 60: 339–350.10.1016/j.addr.2007.06.019Search in Google Scholar PubMed

Martín A, Weidner E. PGSS-drying: mechanisms and modeling. J Supercrit Fluids 2010; 55: 271–281.10.1016/j.supflu.2010.08.008Search in Google Scholar

Martín del Valle EM, Galán MA, Carbonell R. Drug delivery technologies: the way forward in the new decade. Ind Eng Chem Res 2009; 48: 2475–2486.10.1021/ie800886mSearch in Google Scholar

Martins M, Barros AA, Quraishi S, Gurikov P, Raman SP, Smirnova I, Duarte ARC, Leis RL. Preparation of macroporous alginate-based aerogels for biomedical applications. J Supercrit Fluids 2015; 106: 152–159.10.1016/j.supflu.2015.05.010Search in Google Scholar

Mattea F, Martín A, Matías-Gago A, Cocero MJ. Supercritical antisolvent precipitation from an emulsion: β-carotene nanoparticle formation. J Supercrit Fluids 2009; 51: 238–247.10.1016/j.supflu.2009.08.013Search in Google Scholar

Mattea F, Martín A, Schulz C, Jaeger P, Eggers R, Cocero MJ. Behaviour of an organic solvent drop during the supercritical extraction of emulsions. AIChE J 2010; 56: 1185–1195.Search in Google Scholar

McNeely H, O’Connell JJ. Carboxymethyl alginate product and methods of preparing carboxymethyl alginate. US2902479. Kelco Company, 1959.Search in Google Scholar

McWhirter D, Kitteringhama N, Jones RP, Malik H, Park K, Palmer D. Chemotherapy induced hepatotoxicity in metastatic colorectal cancer: a review of mechanisms and outcomes. Crit Rev Oncol Hematol 2013; 88: 404–415.10.1016/j.critrevonc.2013.05.011Search in Google Scholar PubMed

Meterc D, Petermann P, Weiner E. Drying of aqueous green tea extracts using supercritical fluid spray process. J Supercrit Fluids 2008; 45: 253–259.10.1016/j.supflu.2008.02.001Search in Google Scholar

Meure LA. The development of a novel process for the formation of liposomes: depressuration of an expanded solution into aqueous media (DESAM). Chemical Sciences and Engineering, The University of New South Wales, Sydney, 2004.Search in Google Scholar

Meure LA, Knott R, Foster NR, Dehghani F. The depressurization of an expanded solution into aqueous media for the bulk production of liposomes, Langmuir 2008; 25: 326–337.10.1021/la802511aSearch in Google Scholar

Meziani MJ, Pathak P, Beacham F, Allard LF, Sun Y-P. Nanoparticle formation in rapid expansion of water-in-supercritical carbon dioxide microemulsion into liquid solution. J Supercrit Fluids 2005; 34: 91–97.10.1016/j.supflu.2004.10.005Search in Google Scholar

Miguel F, Martín A, Mattea F, Cocero MJ. Precipitation of lutein and co-precipitation of lutein and poly-lactic acid with the supercritical anti-solvent process. Chem Eng Process 2008; 47: 1594–1602.10.1016/j.cep.2007.07.008Search in Google Scholar

Mishima K, Matsuyama K, Tanabe D, Yamauchi S, Young TJ, Johnston KP. Microencapsulation of proteins by rapid expansion of supercritical solution with a nonsolvent. AIChE J 2000; 46: 857–865.10.1002/aic.690460418Search in Google Scholar

Mohapatra M, Anand S. Synthesis and applications of nano-structured iron oxides/hydroxides – a review. Int J Eng Sci Technol 2010; 2: 127–146.10.4314/ijest.v2i8.63846Search in Google Scholar

Muderhwa JM, Matyas GR, Spittler LE, Alving CR. Oil-in-water liposomal emulsions: characterization and potential use in vaccine delivery. J Pharm Sci 1999; 88: 1332–1339.10.1021/js990011uSearch in Google Scholar

Muhrer G, Mazzotti M. Precipitation of lysozyme nanoparticles from dimethyl sulfoxide using carbon dioxide as antisolvent. Biotechnol Prog 2003; 19: 549–556.10.1021/bp0256317Search in Google Scholar

Mukhopadhyay M. Partial molar volume reduction of solvent for solute crystallization using carbon dioxide as antisolvent. J Supercrit Fluids 2003; 25: 213–223.10.1016/S0896-8446(02)00147-XSearch in Google Scholar

Mukhopadhyay M, Dalvi SV. Partial molar volume fraction of solvent in binary (CO2-solvent) for solid solubility predictions. J Supercrit Fluids 2004a; 29: 221–230.10.1016/S0896-8446(03)00087-1Search in Google Scholar

Mukhopadhyay M, Dalvi SV. Mass and heat transfer analysis of SAS: effects of thermodynamic states and flow rates on droplet size. J Supercrit Fluids 2004b; 30: 333–348.10.1016/j.supflu.2003.10.001Search in Google Scholar

Otake K, Shimomura T, Sakai H, Abe M. Development of a new preparation method of liposomes using supercritical carbon dioxide. Langmuir 2001; 17: 3898–3901.10.1021/la010122kSearch in Google Scholar

Otake K, Shinomura T, Goto T, Imura T, Furuya T, Yoda S, Takebayashi Y, Sakai H, Abe M. Preparation of liposomes using an improved supercritical reverse phase evaporation method. Langmuir 2006; 22: 2543–2550.10.1021/la051654uSearch in Google Scholar PubMed

Paasonen L, Laaksonen T, Johans C, Yliperttula M, Kontturi K, Urtti A. Gold nanoparticles enable selective light-induced contents release from liposomes. J Control Release 2007; 122: 86–93.10.1016/j.jconrel.2007.06.009Search in Google Scholar PubMed

Paasonen L, Sipilä T, Subrizi A, Laurinmäki P, Butcher SJ, Rappolt M, Yaghmur A, Urtti A, Yliperttula M. Gold-embedded photosensitive liposomes for drug delivery: triggering mechanism and intracellular release. J Control Release 2010; 147: 136–143.10.1016/j.jconrel.2010.07.095Search in Google Scholar PubMed

Pantic M, Knez Z, Novak Z. Supercritical impregnation as a feasible technique for entrapment of fat-soluble vitamins into alginate aerogels. J Non Crystalline Solids 2016: 432: 519–526.10.1016/j.jnoncrysol.2015.11.011Search in Google Scholar

Park K, Lee S, Kang E, Kim K, Choi K, Kwon IC. New generation of multifunctional nanoparticles for cancer imaging and therapy. Adv Funct Mater 2009; 19: 1553–1566.10.1002/adfm.200801655Search in Google Scholar

Pasquali I, Bettini R. Are pharmaceuticals really going supercritical? Int J Pharm 2008; 364: 176–187.10.1016/j.ijpharm.2008.05.014Search in Google Scholar PubMed

Pasquali I, Bettini R, Giordano F. Supercritical fluids technologies: an innovative approach for manipulating the solid-state of pharmaceuticals. Adv Drug Deliv Rev 2008; 60: 399–410.10.1016/j.addr.2007.08.030Search in Google Scholar PubMed

Paula JT, Paviani LC, Foglio MA, Sousa IMO, Cabral FA. Extraction of anthocyanins from Arrabidaea chica in fixed bed using CO2 and CO2/ethanol/water mixtures as solvents. J Supercrit Fluids 2013; 81: 33–41.10.1016/j.supflu.2013.04.009Search in Google Scholar

Perrut M, Jung J, Leboeuf F. Enhancement of dissolution rate of poorly soluble active ingredients by supercritical fluid processes part II: Preparation of composite particles. Int J Pharm 2005; 288: 11–16.10.1016/j.ijpharm.2004.09.008Search in Google Scholar PubMed

Piao Y, Kim J, Na HB, Kim D, Baek JS, Ko MK, Lee JH, Shokouhimehr M, Hyeon T. Wrap-bake-peel process for nanostructural transformation from γ-FeOOH nanorods to biocompatible iron oxide nano capsules. Nat Mater 2008; 7: 242–247.10.1038/nmat2118Search in Google Scholar

Quader S, Cabral H, Mochida Y, Ishii T, Liu X, Toh K, Kinoh H, Miura Y, Nishiyama N, Kataoka K. Selective intracellular delivery of proteasome inhibitors through pH-sensitive polymeric micelles directed to efficient antitumor therapy. J Control Release 2014; 188: 67–77.10.1016/j.jconrel.2014.05.048Search in Google Scholar

Quispe-Condori S, Sánchez D, Foglio MA, Rosa PTV, Zetzl C, Brunner G, Angela M, Meireles A. Global yield isotherms and kinetic of artemisinin extraction from Artemisia annua L. leaves using supercritical carbon dioxide. J Supercrit Fluids 2005; 36: 40–48.10.1016/j.supflu.2005.03.003Search in Google Scholar

Rantakylä M, Jäntti M, Aaltonen O, Hurme M. The effect of initial droplet size in the supercritical antisolvent precipitation (SAS) technique. J Supercrit Fluids 2002; 24: 251–263.10.1016/S0896-8446(02)00034-7Search in Google Scholar

Rehman M, Shekunov BY, York P, Lechuga-Ballesteros D, Miller DP, Tan T, Colthorpe P. Optimisation of powders for pulmonary delivery using supercritical fluid technology. Eur J Pharm Sci 2004; 22: 1–17.10.1016/j.ejps.2004.02.001Search in Google Scholar PubMed

Reverchon E, Antonacci A. Drug-polymer microparticles produced by supercritical assisted atomization. Biotechnol Bioeng 2007; 97: 1626–1637.10.1002/bit.21370Search in Google Scholar PubMed

Reverchon E, Cardea S. Supercritical fluids in 3-D tissue engineering. J Supercrit Fluids 2012; 69: 97–107.10.1016/j.supflu.2012.05.010Search in Google Scholar

Reverchon E, De Marco I. Supercritical antisolvent micronization of cefonicid: thermodynamic interpretation of results. J Supercrit Fluids 2004; 31: 207–215.10.1016/j.supflu.2003.11.002Search in Google Scholar

Reverchon E, De Marco I. Supercritical fluid extraction and fractionation of natural matter. J Supercrit Fluids 2006; 38: 146–166.10.1016/j.supflu.2006.03.020Search in Google Scholar

Reverchon E, De Marco I. Supercritical antisolvent micronization of cyclodextrins. Powder Technol 2008; 183: 239–246.10.1016/j.powtec.2007.07.038Search in Google Scholar

Reverchon E, Caputo G, De Marco I. Role of phase behaviour and atomization in the supercritical antisolvent precipitation. Ind Eng Chem Res 2003; 42: 6406–6414.10.1021/ie0302138Search in Google Scholar

Reverchon E, Adami R, Caputo G. Supercritical assisted atomization: performance comparison between laboratory and scale-up. J Supercrit Fluids 2006; 37: 298–306.10.1016/j.supflu.2006.01.017Search in Google Scholar

Reverchon E, De Marco I, Torino E. Nanoparticles production by supercritical antisolvent precipitation: A general interpretation. J Supercrit Fluids 2007; 43: 126–138.10.1016/j.supflu.2007.04.013Search in Google Scholar

Reverchon E, Lamberti G, Antonacci A. Supercritical fluid assisted production of HPMC composite microparticles. J Supercrit Fluids 2008; 45: 185–196.10.1016/j.supflu.2008.04.010Search in Google Scholar

Reverchon E, Torino E, Dowy S, Braeuer A, Leipertz A. Interactions of phase equilibria, jet fluid dynamics and mass transfer during supercritical antisolvent micronization. Chem Eng J 2010; 156: 446–458.10.1016/j.cej.2009.10.052Search in Google Scholar

Román JV, Rodríguez-Rodríguez JA, Martín del Valle EM, Galán MA. Synthesis of a new nanoparticle system based on electrostatic alginate-piperazine interactions. Adv Polym Technol 2015; doi: 10.1002/pat.3731.Search in Google Scholar

Sakuramoto S, Sasako M, Yamaguchi T, Kinoshita T, Fujii M, Nashimoto A, Furukawa H, Nakajima T, Ohashi Y, Imamura H, Higashino M, Yamamura Y, Kurita A, Arai K; ACTS-GC Group. Adjuvant chemotherapy for gastric cancer with S-1, an oral fluoropyrimidine. N Engl J Med 2007; 357: 1810–1820.10.1056/NEJMoa072252Search in Google Scholar

Schubert R. Liposome preparation by detergent removal. Methods Enzymol 2003; 367: 46–70.10.1016/S0076-6879(03)67005-9Search in Google Scholar

Setianto WB, Yoshikawa S, Smith RL, Inomata H, Florusse LJ, Peters CJ. Pressure profile separation of phenolic liquid compounds from cashew (Anacardium occidentale) shell with supercritical carbon dioxide and aspects of its phase equilibria. J Supercrit Fluids 2009; 48: 203–210.10.1016/j.supflu.2008.11.018Search in Google Scholar

Shekunov BY, Chattopadhyay P, Seitzinger J, Huff R. Nanoparticles of poorly water-soluble drugs prepared by supercritical fluid extraction of emulsions. Pharm Res 2006; 23: 196–204.10.1007/s11095-005-8635-4Search in Google Scholar PubMed

Shen Z, Li D, McHugh MA. Solubility of pyrazine and its derivatives in supercritical carbon dioxide. J Chem Eng Data 2006; 51: 2056–2064.10.1021/je0601457Search in Google Scholar

Shoyele SA, Cawthorne S. Particle engineering techniques for inhaled biopharmaceuticals. Adv Drug Deliv Rev 2006; 58: 1009–1029.10.1016/j.addr.2006.07.010Search in Google Scholar PubMed

Siemman DW, Bibby MC, Dark GG, Dicker AP, Eskens FA, Horsman MR, Marmé D, Lorusso PM. Differentiation and definition of vascular-target therapies. Clin Cancer Res 2005; 11: 416–420.10.1158/1078-0432.416.11.2Search in Google Scholar

Sievers RE, Karst U, Milewski PD, Sellers SP, Miles BA, Schaefer JD, Stoldt CR, Xu CY. Formation of aqueous small droplets aerosol assisted by supercritical carbon dioxide. Aerosol Sci Technol 1999; 30: 3–15.10.1080/713834046Search in Google Scholar

Singh SP, Rahman MF, Murty USN, Mahboob M, Grover P. Comparative study of genotoxicity and tissue distribution of nano and micron sized iron oxide in rats after acute oral treatment. Toxicol Appl Pharmacol 2013; 266: 56–66.10.1016/j.taap.2012.10.016Search in Google Scholar PubMed

Skerget M, Knez Z, Knez-Hrncic M. Solubility of solids in sub- and supercritical fluids: a review. J Chem Eng Data 2011; 56: 694–719.10.1021/je1011373Search in Google Scholar

Soulieres D, Senzer NN, Vokes EE, Hidalgo M, Agarwala SS, Siu LL. Multicenter phase II study of erlotinib, an oral epidermal growth factor receptor tyrosine kinase inhibitor, in patients with recurrent or metastatic squamous cell cancer of the head and neck. J Clin Oncol 2004; 22: 77–85.10.1200/JCO.2004.06.075Search in Google Scholar PubMed

Sovová H, Stateva RP. Supercritical fluid extraction from vegetable materials. Rev Chem Eng 2011; 27: 79–156.10.1515/REVCE.2011.002Search in Google Scholar

Spilimbergo S, Luca G, Elvassore N, Bertucco A. Effect of high-pressure on phase behaviour of solid lipids. J Supercrit Fluids 2006; 38: 289–294.10.1016/j.supflu.2005.11.016Search in Google Scholar

Su B, Xing H, Ren Q. Solubilization of oxymatrine in water-in-supercritical carbon dioxide microemulsions. J Chem Eng Data 2008; 53: 1705–1707.10.1021/je700719rSearch in Google Scholar

Su C-S, Tang M, Chen Y-P. Micronization of nabumetone using the rapid expansion of supercritical solution (RESS) process. J Supercrit Fluids 2009; 50: 69–76.10.1016/j.supflu.2009.04.013Search in Google Scholar

Subramanian B, Rajewski RA, Snavely K. Pharmaceutical processing with supercritical carbon dioxide. J Pharm Sci 1997; 86: 885–890.10.1021/js9700661Search in Google Scholar

Suleiman D, Estévez LA, Pulido JC, García JE, Mojica C. Solubility of anti-inflammatory, anti-cancer and anti-HIV drugs in supercritical carbon dioxide. J Chem Eng Data 2005; 51: 1234–1241.10.1021/je049551lSearch in Google Scholar

Sun Y, Li S, Quan C. Solubility of ferulic acid and tetramethylpyrazine in supercritical carbon dioxide. J Chem Eng Data 2005; 50: 1125–1128.10.1021/je049715ySearch in Google Scholar

Sun YY, Li SF, Song HT, Tian S. Extraction of ferulic acid from Angelica sinensis with supercritical CO2. Nat Prod Res 2006; 20: 835–841.10.1080/14786410500462579Search in Google Scholar

Sze Tu L, Dehghani F, Foster NR. Micronisation and microencapsulation of pharmaceuticals using a carbon dioxide antisolvent. Powder Technol 2002; 126: 134–149.10.1016/S0032-5910(02)00045-1Search in Google Scholar

Tabernero A, Martín del Valle EM, Galán MA. A comparison between semiempirical equations to predict the solubility of pharmaceutical compounds in supercritical carbon dioxide. J Supercrit Fluids 2010; 52: 161–174.10.1016/j.supflu.2010.01.009Search in Google Scholar

Tabernero A, Martín del Valle EM, Galán MA. Supercritical fluids for pharmaceutical particle engineering: methods, basic fundamentals and modelling. Chem Eng Prog 2012a; 60: 9–25.10.1016/j.cep.2012.06.004Search in Google Scholar

Tabernero A, Martín del Valle EM, Galán M. Precipitation of tretinoin and acetaminophen with solution enhanced dispersion by supercritical fluids (SEDS). Role of phase equilibria to optimize particle diameter. Powder Technol 2012b; 217: 177–188.10.1016/j.powtec.2011.10.025Search in Google Scholar

Tabernero A, Martín del Valle EM, Galán MA. An empirical analysis of the solubility of pharmaceuticals in supercritical carbon dioxide using sublimation enthalpies. Ind Eng Chem Res 2013a; 52: 18447–18457.10.1021/ie403031kSearch in Google Scholar

Tabernero A, Martín del Valle EMM, Galán MA. Experimental and theoretical analysis of the operating parameters for precipitation acetaminophen and tretinoin with solution enhanced dispersion by supercritical fluids. Ind Eng Chem Res 2013b; 52: 8745–8754.10.1021/ie3022972Search in Google Scholar

Tabernero A, Vieira de Melo SAB, Mammucari R, Martín del Valle EM, Foster NR. Modelling solubility of solid active principles ingredients in sc-CO2 with and without cosolvents: a comparative assessment of semiempirical models based on Chrastil’s equation and its modifications. J Supercrit Fluids 2014; 93: 91–102.10.1016/j.supflu.2013.11.017Search in Google Scholar

Tadic D, Spavojevic IB, Tomasevia ZI, Dejanovic SD. Oral administration of antineoplasic agents: the challenges for healthcare professionals. J BUON 2015; 20: 690–698.Search in Google Scholar

Tandya A, Mammucari R, Dehghani F, Foster NR. Dense gas processing of polymeric controlled release formulations. Int J Pharm 2007; 328: 1–11.10.1016/j.ijpharm.2006.08.016Search in Google Scholar

Tavares Cardoso MA, Cabral JMS, Palavra AMF, Geraldes V. CFD analysis of supercritical antisolvent (SAS) micronization of minocycline hydrochloride. J Supercrit Fluids 2008; 47: 247–258.10.1016/j.supflu.2008.08.008Search in Google Scholar

Taylor HS, Manson JE. Update in hormone therapy use in menopause. J Clin Endocrinol Metab 2011; 96: 255–264.10.1210/jc.2010-0536Search in Google Scholar

Tenorio A, Gordillo MD, Pereyra CM, Martínez de la Ossa EJ. Screening design of experiment applied to supercritical antisolvent precipitation of amoxicillin. J Supercrit Fluids 2008; 44: 230–237.10.1016/j.supflu.2007.10.009Search in Google Scholar

Thiering R, Dehghani F, Foster NR. Current issues relating to anti-solvent micronisation techniques and their extension to industrial scales. J Supercrit Fluids 2001; 21: 159–177.10.1016/S0896-8446(01)00090-0Search in Google Scholar

Thurston DE. Chemistry and Pharmacology of Anticancer Drugs. Boca Raton: CRC Press/Taylor and Francis Group, 2007.Search in Google Scholar

Tkalec G, Pantíc M, Novak Z, Knez Z. Supercritical impregnation of drugs and supercritical fluid deposition of metals into aerogels. J Mater Sci 2015; 50: 1–12.10.1007/s10853-014-8626-0Search in Google Scholar

Torino F, Barnabeib A, De Vecchis L, Sini V, Schittulli F, Marchetti P, Corsello SM. Chemotherapy-induced ovarian toxicity in patients affected by endocrine-responsive early breast cancer. Crit Rev Oncol Hematol 2014; 89: 27–42.10.1016/j.critrevonc.2013.07.007Search in Google Scholar PubMed

Tran C, Ouk S, Clegg NJ, Chen Y, Watson PA, Arora V, Wongvipat J, Smith-Jones PM, Yoo D, Kwon A, Wasielewska T, Welsbie D, Chen CD, Higano CS, Beer TM, Hung DT, Scher HI, Jung ME, Sawyers CL. Development of a second-generation antiandrogen for treatment of advanced prostate cancer. Science 2009; 324: 787–790.10.1126/science.1168175Search in Google Scholar PubMed PubMed Central

Türk M. Manufacture of submicron drug particles with enhanced dissolution behaviour by rapid expansion process. J Supercrit Fluids 2009; 47: 537–545.10.1016/j.supflu.2008.09.008Search in Google Scholar

Türk M, Bolten D. Formation of sub-micron poorly water-soluble drugs by rapid expansion of supercritical solutions (RESS): results for Naproxen. J Supercrit Fluids 2010; 55: 778–785.10.1016/j.supflu.2010.09.023Search in Google Scholar

Valerii MC, Benaglia M, Caggiano C, Papi A, Strillacci A, Lazzarini G, Campieri M, Gionchetti P, Rizzello F, Spisni E. Drug delivery by polymeric micelles: an in vitro and in vivo study to deliver lipophilic substances to colonocytes and selectively target inflamed colon. Nanomed Nanotechnol Biol Med 2013; 9: 675–685.10.1016/j.nano.2012.11.007Search in Google Scholar

Van Rijt SH, Bölükbas DA, Argyo C, Datz S, Lindner M, Eickelberg O, Königshoff M, Bein T, Meiners S. Protease-mediated release of chemotherapeutics from mesoporous silica nanoparticles to ex vivo human and mouse lung tumors. ACS Nano 2015; 9: 2377–2389.10.1021/nn5070343Search in Google Scholar

Vandana V, Teja AS. The solubility of paclitaxel in supercritical CO2 and NO2. Fluid Phase Equilib 1997; 135: 83–87.10.1016/S0378-3812(97)00056-3Search in Google Scholar

Ventosa N, Sala S, Veciana J. Depressurization of an expanded liquid organic solution (DELOS): a new procedure for obtaining submicron- or micron-sized crystalline particles. Cryst Growth Des 2001; 1: 299–303.10.1021/cg0155090Search in Google Scholar

Ventosa N, Sala S, Veciana J. DELOS process: a crystallization technique using compressed fluids 1. Comparison to the GAS crystallization method. J Supercrit Fluids 2003; 26: 33–45.10.1016/S0896-8446(02)00189-4Search in Google Scholar

Vieira de Melo SAB, Costa GMN, Viana ACC, Pessoa FLP. Solid pure component property effects on modeling upper crossover pressure for supercritical fluid process synthesis: a case study for the separation of Annato pigments using SC-CO2. J Supercrit Fluids 2009; 49: 1–8.10.1016/j.supflu.2008.12.006Search in Google Scholar

Vieira de Melo SAB, Danh LT, Mammucari R, Foster NR. Dense CO2 antisolvent precipitation of levothyroxine sodium: a comparative study of GAS and ARISE techniques based on morphology and particle size distributions. J Supercrit Fluids 2014; 93: 112–120.10.1016/j.supflu.2013.11.019Search in Google Scholar

Wang X, Wang YQ, Yuan JP, Sun Q, Liu J, Zheng C. An efficient new method for extraction, separation and purification of psoralen and isopsoralen from Fructus psoraleae by supercritical fluid extraction and high-speed counter-current chromatography. J Chromatogr A 2004; 1055: 135–140.10.1016/j.chroma.2004.09.011Search in Google Scholar PubMed

Weiner LM, Surana R, Wang S. Monoclonal antibodies: versatile platforms for cancer immunotherapy. Nat Rev Immunol 2010; 10: 317–327.10.1038/nri2744Search in Google Scholar PubMed PubMed Central

Whitaker MJ, Hao J, Davies OR, Serhatkulu G, Stolnik-Trenkic, Howdle SM, Shakesheff KM. The production of protein-loaded microparticles by supercritical fluid enhanced mixing and spraying. J Control Release 2005; 101: 85–92.10.1016/j.jconrel.2004.07.017Search in Google Scholar

Widakowich C, de Castro G, de Azambuja E, Dinh P, Awada A. Review: Side effects of approved molecular targeted therapies in solid cancers. Oncologist 2007; 12: 1443–1455.10.1634/theoncologist.12-12-1443Search in Google Scholar

Willett CG, Del Castillo CF, Shih HA, Goldberg S, Biggs P, Clark JW, Lauwers G, Ryan DP, Zhu AX, Warshaw AL. Long-term results of intraoperative electron beam irradiation (IOERT) for patients with unresectable pancreatic cancer. Ann Surg 2005; 241: 295–299.10.1097/01.sla.0000152016.40331.bbSearch in Google Scholar

Willett CG, Czito BG, Tyler DS. Intraoperative radiation therapy. J Clin Oncol 2008; 25: 971–977.10.1200/JCO.2006.10.0255Search in Google Scholar

Winters MA, Knutson BL, Debenedetti PG, Sparks HG, Przybycien TM, Stevenson CL, Prestrelski SJ. Precipitation of proteins in supercritical carbon dioxide. J Pharm Sci 1996; 85: 586–594.10.1021/js950482qSearch in Google Scholar

Wood K, Cornwell WD, Jackson JR. Past and future of the mitotic spindle as an oncology target. Curr Opin Pharmacol 2001; 1: 370–377.10.1016/S1471-4892(01)00064-9Search in Google Scholar

Yamini Y, Kalantarian P, Hojjati M, Esrafily A, Moradi M, Vatanara A, Harrian I. Solubilities of flutamide, dutasteride and finasteride as antiandrogenic agents in supercritical carbon dioxide: measurement and correlation. J Chem Eng Data 2010; 55: 1056–1059.10.1021/je900520aSearch in Google Scholar

Yang G, Zhao Y, Feng N, Zang Y, Liu Y, Dang B. Improved dissolution and bioavailability of silymarin delivered by a solid dispersion prepared using supercritical fluids. Asian J Pharm Sci 2015; 10: 194–202.10.1016/j.ajps.2014.12.001Search in Google Scholar

Yogita PP, Jadhav S. Novel methods for liposome preparation. Chem Phys Lipids 2014; 177: 8–18.10.1016/j.chemphyslip.2013.10.011Search in Google Scholar PubMed

Zhao X, Zu Y, Li Q, Wang M, Zu B, Zhang X, Jiang R, Zu C. Preparation and characterization of camptothecin powder micronized by a supercritical antisolvent (SAS) process. J Supercrit Fluids 2010; 51: 412–419.10.1016/j.supflu.2009.10.004Search in Google Scholar

Received: 2015-10-8
Accepted: 2016-3-11
Published Online: 2016-4-23
Published in Print: 2016-10-1

©2016 Walter de Gruyter GmbH, Berlin/Boston

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