Particle crystallization by supercritical antisolvent processing techniques: the case of Retama raetam powder for pharmaceutical purposes
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Asma Rejab
Abstract
In this work, the Supercritical AntiSolvent process has been used to generate micronized crystals of Retama raetam. The process was performed using ethanol and CO2 as solvent and antisolvent, respectively. Recrystallization was made at various temperatures (30–50 °C) and pressures (8–12 MPa) using a constant flow rate of supercritical CO2 (2 kg/h). We have been also varied the solution flow rate and its volume to identify conditions leading to spheroidal powder morphology. Size and morphology have been characterized by scanning electron microscopy and ImageJ software. The spraying of the supercritical solution directing the flow towards the precipitator results in the deposition of fine particles with uniform morphology at the bottom, and of a porous film adhering to the precipitator wall. For that reason, thermodynamic and hydrodynamic aspects are discussed so as to rationalize the powder and spongious film characteristics and provide a new way to control the SAS process applied to plant derivatives.
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Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.
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Research funding: None declared.
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Conflict of interest statement: The authors declare no conflicts of interest regarding this article.
References
Awen, B. Z. S., C. R. Unnithan, S. Ravi, A. Kermagy, J. M. Sasikumar, A. S. Khrbash, and W. L. Ekreem. 2011. “Essential Oils of Retama raetam from Libya: Chemical Composition and Antimicrobial Activity.” Natural Product Research 25 (9): 927–33, https://doi.org/10.1080/14786419.2010.503612.Search in Google Scholar PubMed
Ben Moussa, A., H. Ksibi, C. Tenaud, and M. Baccar. 2005. “Parametric Study on the Nozzle Geometry to Control the Supercritical Fluid Expansion.” International Journal of Thermal Sciences 44 (8): 774–86, https://doi.org/10.1016/j.ijthermalsci.2005.01.004.Search in Google Scholar
Ben Moussa, A., H. Ksibi, and M. Baccar. 2008. “Simulation of Particles Transport and Coagulation during the RESS Process.” The European Physical Journal – Applied Physics 43 (2): 253–61, https://doi.org/10.1051/epjap:2008117.10.1051/epjap:2008117Search in Google Scholar
Conforti, F., G. Statti, R. M. R. Tundis Loizzo, M. Bonesi, F. Menichini, and P. J. Houghton. 2004. “Antioxidant and Cytotoxic Activities of Retama raetam subsp Gussonei.” Phytotherapy Research 18 (7): 585–7, https://doi.org/10.1002/ptr.1496.Search in Google Scholar PubMed
Clercq, S., A. Mouahid, P.Gérard, and E. Badens. 2018. “Investigation of Crystallization Mechanisms for Polymorphic and Habit Control from the Supercritical AntiSolvent Process.” The Journal of Supercritical Fluids 141: 29–38, https://doi.org/10.1016/j.supflu.2017.11.025.Search in Google Scholar
Esfandiari, N. 2015. “Production of Micro and Nano Particles of Pharmaceutical by Supercritical Carbon Dioxide.” The Journal of Supercritical Fluids 100: 129–41, https://doi.org/10.1016/j.supflu.2014.12.028.Search in Google Scholar
Hayet, E., M. Maha, A. Samia, M. Mata, P. Gros, H. Raida, and A. Mahjoub. 2008. “Antimicrobial, Antioxidant, and Antiviral Activities of Retama raetam (Forssk.) Webb Flowers Growing in Tunisia.” World Journal of Microbiology and Biotechnology 24 (12): 2933–40, https://doi.org/10.1007/s11274-008-9835-y.Search in Google Scholar
Knez, Z., E. Markocic, M. Leitgeb, M. Primozic, M. K. Hrncic, and M. Skerget. 2014. “Industrial Applications of Supercritical Fluids: A Review.” Energy 77 (1): 235–43, https://doi.org/10.1016/j.energy.2014.07.044.Search in Google Scholar
Ksibi, H., A. Ben Moussa, and M. Baccar. 2006. “Powder Structure Transition under the Recrystallization Conditions in the RESS Process.” Chemical Engineering & Technology 29 (7): 868–74, https://doi.org/10.1002/ceat.200600094.Search in Google Scholar
Ksibi, H. 2011. “Comparative Study of Numerical Simulations of the RESS Process: The Supercritical Pure Fluid Expansion.” International Journal of Chemical Reactor Engineering 9 (1), https://doi.org/10.1515/1542-6580.2177.Search in Google Scholar
Ksibi, H., and P. Subra. 1996. “Powder Coprecipitation by the RESS Process.” Advanced Powder Technology 7 (1): 21–8, https://doi.org/10.1016/S0921-8831(08)60888-2.Search in Google Scholar
Kumar, R., A. K. Thakur, P. Chaudhari, and N. Banerjee. 2021. “Investigation on Crystallization Phenomena with Supercritical Carbon Dioxide (CO2) as the Antisolvent.” International Journal of Chemical Reactor Engineering 19 (8): 861–71, https://doi.org/10.1515/ijcre-2020-0189.Search in Google Scholar
Kumar, R., A. K. Thakur, P. Chaudhari, and N. Banerjee. 2022. “Particle Size Reduction Techniques of Pharmaceutical Compounds for the Enhancement of Their Dissolution Rate and Bioavailability.” Journal of Pharmaceutical Innovation 17: 333–52, doi:https://doi.org/10.1007/s12247-020-09530-5.Search in Google Scholar
Lesoin, L., C. Crampon, O. Boutin, and E. Badens. 2011. “Preparation of Liposomes Using the Supercritical Anti-solvent (SAS) Process and Comparison with a Conventional Method.” The Journal of Supercritical Fluids 57 (2011): 162–74, https://doi.org/10.1016/j.supflu.2011.01.006.Search in Google Scholar
Liu, G., J. Li, and S. Deng. 2021. “Applications of Supercritical Anti-solvent Process in Preparation of Solid Multicomponent Systems.” Pharmaceutics 13 (4): 475, https://doi.org/10.3390/pharmaceutics13040475.Search in Google Scholar PubMed PubMed Central
McGinty, J., N. Yazdanpanah, C. Price, J. H. ter Hors, and J. Sefcik. 2020. “Nucleation and Crystal Growth in Continuous Crystallization.” In Handbook of Continuous Crystallization, 1–50. Edition Royal Society of Chemistry.10.1039/9781788013581-00001Search in Google Scholar
Miller, J., N. Rodríguez-Hornedo, A. Blackburn, D. Macikenas, and B. Collman. 2007. “Solvent Systems for Crystallization and Polymorph Selection.” In Solvent Systems and Their Selection in Pharmaceutics and Biopharmaceutics, edited by P. Augustijns and M. E. Brewster, Biotechnology: Pharmaceutical Aspects, Vol. VI: Springer, New York, NY.Search in Google Scholar
Ozkan, G., P. Franco, E. Capanoglu, and I. De Marco. 2019. “PVP/flavonoid Coprecipitation by Supercritical Antisolvent Process.” Chemical Engineering and Processing: Process Intensification 146: 107689, https://doi.org/10.1016/j.cep.2019.107689.Search in Google Scholar
Rejab, A., and H. Ksibi. 2019. “Phenolic and Flavonoid Contents of Some Plant Extracts from Tunisia Southern Landscape by Using Different Extraction Techniques: The Case of Retama raetam.” Medicinal & Aromatic Plants 8 (4): 1–6, doi:https://doi.org/10.35248/2167-0412.19.8.337.Search in Google Scholar
Reverchon, E., and I. De Marco. 2011. “Mechanisms Controlling Supercritical Antisolvent Precipitate Morphology.” Chemical Engineering Journal 169 (1–3): 358–70, https://doi.org/10.1016/j.cej.2011.02.064.Search in Google Scholar
Saada, M., H. Falleh, M. Catarino, S. Cardoso, and R. Ksouri. 2018. “Plant Growth Modulates Metabolites and Biological Activities in Retama raetam (Forssk.) Webb.” Molecules 23 (9): 2177, https://doi.org/10.3390/molecules23092177.Search in Google Scholar PubMed PubMed Central
Schall, J. M., G. Capellades, and A. S. Myerson. 2019. “Methods for Estimating Supersaturation in Antisolvent Crystallization Systems.” CrystEngComm 21: 5811–7, doi:https://doi.org/10.1039/C9CE00843H.Search in Google Scholar
Soh, S. H., and L. Y. Lee. 2019. “Microencapsulation and Nanoencapsulation Using Supercritical Fluid Techniques.” Pharmaceutics 11 (1): 21, https://doi.org/10.3390/pharmaceutics11010021.Search in Google Scholar PubMed PubMed Central
Thakur, A. K., R. Kumar, V. K. V. Kumar, A. Kumar, G. G. Kumar, and K. N. Gupta. 2022. “A Critical Review on Thermodynamic and Hydrodynamic Modeling and Simulation of Liquid Antisolvent Crystallization of Pharmaceutical Compounds.” Journal of Molecular Liquids 362: 119663, https://doi.org/10.1016/j.molliq.2022.119663.Search in Google Scholar
Weber, B. G., Á. Martín, E. Cassel, R. M. F. Vargas, and M. J. Cocero. 2012. “Crystallization of Caffeine by Supercritical Antisolvent (SAS) Process: Analysis of Process Parameters and Control of Polymorphism.” Crystal Growth & Design 12 (4): 1943–51, https://doi.org/10.1021/cg2016758.Search in Google Scholar
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Articles in the same Issue
- Frontmatter
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- Design and parametric optimization of a fan-notched baffle structure mixer for enhancement of liquid-liquid two-phase chemical process
- Quantification of motion characteristics of vertically ascending bubbles in NaCl solution via image processing
- Particle crystallization by supercritical antisolvent processing techniques: the case of Retama raetam powder for pharmaceutical purposes
- Evaluation the performance of the tin (IV) oxide (SnO2) in the removal of sulfur compounds via oxidative-extractive desulfurization process for production an eco-friendly fuel
- Experimental and kinetic studies of biogas production from petroleum oily sludge by anaerobic co-digestion with animals’ dung at thermophilic conditions
- A study on the adsorption property and mechanism of β-cyclodextrin/polyvinyl alcohol/polyacrylic acid hydrogel for ciprofloxacin
- Evaluation of promoted Ni-based nanocatalysts in wall-coated microchannel reactor on the dry reforming of methane and effect of ultrasound waves on physiochemical properties of synthesized nanocatalysts
- Reaction engineering of continuous crystallization of β-ammonium tetramolybdate in concentric structure reactor and its application
- Bio-lubricant production based on epoxidized oleic acid derived dated palm oil using in situ peracid mechanism
Articles in the same Issue
- Frontmatter
- Articles
- Design and parametric optimization of a fan-notched baffle structure mixer for enhancement of liquid-liquid two-phase chemical process
- Quantification of motion characteristics of vertically ascending bubbles in NaCl solution via image processing
- Particle crystallization by supercritical antisolvent processing techniques: the case of Retama raetam powder for pharmaceutical purposes
- Evaluation the performance of the tin (IV) oxide (SnO2) in the removal of sulfur compounds via oxidative-extractive desulfurization process for production an eco-friendly fuel
- Experimental and kinetic studies of biogas production from petroleum oily sludge by anaerobic co-digestion with animals’ dung at thermophilic conditions
- A study on the adsorption property and mechanism of β-cyclodextrin/polyvinyl alcohol/polyacrylic acid hydrogel for ciprofloxacin
- Evaluation of promoted Ni-based nanocatalysts in wall-coated microchannel reactor on the dry reforming of methane and effect of ultrasound waves on physiochemical properties of synthesized nanocatalysts
- Reaction engineering of continuous crystallization of β-ammonium tetramolybdate in concentric structure reactor and its application
- Bio-lubricant production based on epoxidized oleic acid derived dated palm oil using in situ peracid mechanism
