Abstract
Mint (Mentha spicata L.) is a European aromatic plant, with its essential oil used in food, pharmaceutical and cosmetic industries. Supercritical fluid extraction (SFE) is important for natural products, because it is residue free and preserves thermolabile compounds and product characteristics. The aim of this work was to obtain mint essential oil by sub-/supercritical extraction, with and without modifier and in different operational conditions, by hydro-distillation and by Soxhlet with different solvents. The results indicated the SFE highest yield (2.38% w/w) was obtained at 50 °C and 300 bar, with the crossover of yield isotherms occurring between 140 and 170 bar. When using a cosolvent for SFE, the ethanol showed the highest yield, compared to ethyl acetate. The mint essential oil was rich in compounds with therapeutic activities and several substances of industrial interest, such as carvone, cineol, and pulegone, presenting also good antioxidant activity performance.
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References
Aboissa Óleos Vegetais. (2006). www.aboissa.com.br.
Abraroma. (2006). www.cassie.de.lyra.nom.br.
Aghel, N., Yamini, Y., Hadjiakhoondi, A., & Pourmortazavi, S. M. (2004). Supercritical carbon dioxide extraction of Mentha pulegium L. essential oil. Talanta, 62, 407–411.
Almeida, L. P., Ferri, P. H., Paula, J. R., & Santiago, M. F. (2005). Biotransformação do 1, 8-cineol por bactérias livres e imobilizadas. Revista Eletrônica de Farmácia, 2(1), 1–5.
Angus, S., Armstrong, B., & De Reuck, K. M. (1976). International thermodynamic tables of the fluid state: Carbon dioxide. Oxford: Pergamon.
AOAC—Association of Official Agricultural Chemists. (1990). Official methods of analysis (11th ed., p. 1141). Washington, DC: AOAC.
Byers, J. A. (2009). Phenomenex catalog. http://www.phenomenex.com/phen/Doc/z366.pdf.
Campos, L. M. A. S., Leimann, F. V., Pedrosa, R. C., & Ferreira, S. R. S. (2008). Free radical scavenging of grape pomace extracts from Cabernet sauvingnon (Vitis vinifera). Bioresource Technology, 99(17), 8413–8420.
Carvalho, C. C. C. R., & Fonseca, M. M. R. (2006). Carvone: Why and how should one bother to produce this terpene. Food Chemistry, 95, 413–422.
Ciurlia, L., Bleve, M., & Rescio, L. (2009). Supercritical carbon dioxide co-extraction of tomatoes (Lycopersicum esculentum L.) and hazelnuts (Corylus avellana L.): A new procedure in obtaining a source of natural lycopene. Journal of Supercritical Fluids, 49, 338–344.
Choudhury, R. P., Kumar, A., & Garg, A. N. (2006). Analysis of Indian mint (Mentha spicata) for essential, trace and toxic elements and its antioxidant behavior. Journal of Pharmaceutical and Biomedical Analysis, 3(7), 825–832.
Danielski, L., Michielin, E. M. Z., & Ferreira, S. R. S. (2007). Horsetail (Equisetum giganteum L.) oleoresin and supercritical CO2: Experimental solubility and empirical data correlation. Journal of Food Engineering, 78, 1054–1059.
Dorman, H. J. D., Kosar, M., Kahlos, K., Holm, Y., & Hiltunen, R. (2003). Antioxidant properties and composition of aqueous extracts from mentha species, hybrids, varieties, and cultivars. Journal of Agricultural and Food Chemistry, 51, 4563–4569.
Ferreira, S. R. S., & Meireles, M. A. A. (2002). Modeling the supercritical fluid extraction of black pepper (Piper nigrum L.) essential oil. Journal of Food Engineering, 54(4), 263–269.
Ferreira, S. R. S., Nikolov, Z., Doraiswamy, L. K., Meireles, M. A. A., & Petenate, A. J. (1999). Supercritical fluid extraction of black pepper (Piper nigrum L.) essential oil. Journal of Supercritical Fluids, 14(3), 235–245.
Gómez, M. E. D. B. (2003). Modulação da composição de ácidos graxos poliinsaturados ômega 3 de ovos e tecidos de galinhas poedeiras, através da dieta. I. Estabilidade oxidativa. São Paulo, 2003. Doctoring thesys on Food Science—Bromatology—Universidade de São Paulo, São Paulo.
Higashi, H., Iwai, Y., Miyazaki, K., Ogino, Y., Oki, M., & Arai, M. (2005). Measurement and correlation of solubilities for trifluoromethylbenzoic acid isomers in supercritical carbon dioxide. Journal of Supercritical Fluids, 33(1), 15–20.
Hollender, J., Shneine, J., Dott, W., Heinzel, M., Hagemann, H. W., & Gotz, G. K. E. (1997). Extraction of policiclic aromatic hydrocarbons from polluted soils with binary and ternary supercritical phases. Journal of Chromatography. A, 776, 233–243.
Hras, A. R., Hadolin, M., Knez, Z., & Bauman, D. (2000). Comparison of antioxidative and synergistic effects of rosemary extract with α-tocopherol, ascorbyl palmitate and citric acid in sunflower oil. Food Chemistry, 71(2), 229–233.
Hu, Q., Hu, Y., & Xu, J. (2005). Free radical-scavenging activity of Aloe vera (Aloe barbadensis Miller) extracts by supercritical carbon dioxide extraction. Food Chemistry, 91, 85–90.
ISO TC 54. (2006). Business plan—essential oils. http://isotc.iso.org/livelink/livelink/971087/ISO_TC_054__Essential_oils_.pdf.
Kanatt, S. R., Chander, R., & Sharma, A. (2007). Antioxidant potential of mint (Mentha spicata L.) in radiation-processed lamb meat. Food Chemistry, 100(2), 451–458.
Kitzberger, C. S. G., Smânia, A., Jr., Pedrosa, R. C., & Ferreira, S. R. S. (2007). Antioxidant and antimicrobial activities of shiitake (Lentinula Edodes) extracts obtained by organic solvents and supercritical fluids. Journal of Food Engineering, 80, 631–638.
Lee, W. Y., Cho, Y. J., Oh, S. L., Park, J. H., Cha, W. S., Jung, J. Y., et al. (2000). Extraction of grapeseed oil by supercritical CO2 and ethanol modifier. Food Science and Biotechnology, 9(3), 174–178.
Limberger, R. P., Sobral, M., & Henriques, A. T. (2004). Óleos voláteis de espécies de Myrcia nativas do Rio Grande do Sul. Química Nova, 27(6), 916–919.
Lucchesi, M. E., Chemat, F., & Smadja, J. (2004). Solvent-free microwave extraction of essential oil from aromatic herbs: comparison with conventional hydro-distillation. Journal of Chromatography. A, 1043, 323–327.
Luengthanaphol, S., Mongkholkhajornsilp, D., Douglas, S., Douglas, P. L., Pengsopa, L., & Pongamphai, S. (2004). Extraction of antioxidants from sweet Thai tamarind seed coat—preliminary experiments. Journal of Food Engineering, 63, 247–252.
Lutermann, C., Willems, E., Dott, W., & Hollender, J. (1998). Effects os various binary and ternary supercritical phases on the extraction of polycyclic aromatic hydrocarbons from contaminated soils. Journal of Chromatography A, 816, 201–211.
Mezzomo, N., Martínez, J., & Ferreira, S. R. S. (2009). Supercritical fluid extraction of peach (Prunus persica) almond oil: Kinetics, mathematical modeling and scale-up. Journal of Supercritical Fluids, 51, 10–16.
Michielin, E. M. Z., Bresciani, L. F. V., Danielski, L., Yunes, R., & Ferreira, S. R. S. (2005). Composition profile of horsetail (Equisetum giganteum L.) oleoresin: Comparing SFE and organic solvents extraction. Journal of Supercritical Fluids, 33, 131–138.
Michielin, E. M. Z., Salvador, A. A., Riehl, C. A. S., Smânia, A., Jr., & Ferreira, S. R. S. (2009). Chemical composition and antibacterial activity of Cordia verbenacea extracts obtained by different methods. Bioresource Technology, 100(24), 6615–6623.
Mitra, P., Barman, P. C., & Chang, K. S. (2009). Coumarin extraction from cuscuta reflexa using supercritical fluid carbon dioxide and development of an artificial neural network model to predict the coumarin yield. Food and Bioprocess Technologies. doi:10.1007/s11947-008-0179-2.
Morrison, R. T., Boyd, R. N. (1981). Química Orgânica. 7 ed. Calouste Gulbenkian Foundation, São Paulo.
Olsen, M. H. N., Salomão, G. C., Fernandes, C., Drago, V., Horn, A., Jr., Filho, L. C., et al. (2004). Estudo da oxidação do limoneno utilizando catalisadores metaloporfirínicos com variação do sistema solvente/oxidante. Maringá, 26(1), 1–6.
Pereira, C. G., & Meireles, M. A. A. (2009). Supercritical fluid extraction of bioactive compounds: fundamentals, applications and economic perspectives. Food Bioprocess Technology. doi:10.1007/s11947-009-0263-2.
Quispe-Condori, S., Sanchez, D., Foglio, M. A., Rosa, P. T. V., Zetzl, C., Brunner, G., et al. (2005). Global yield isotherms and kinetic of artemisinin extraction from Artemisia annua L leaves using supercritical carbon dioxide. Journal of Supercritical Fluids, 36, 40–48.
Reverchon, E., & De Marco, I. (2006). Supercritical fluid extraction and fractionation of natural matter. Journal of Supercritical Fluids, 38, 146–166.
Sacchetti, G., Maietti, S., Muzzoli, M., Scaglianti, M., Manfredini, S., Radice, M., et al. (2005). Comparative evaluation of 11 essential oils of different origin as functional antioxidants, antiradicals and antimicrobial in foods. Food Chemistry, 91, 621–632.
Santos, A. S., Alves, S. M., Figueiredo, F. J. C., & Neto, O. G. R. (2004). Descrição de sistema e de métodos de extração de óleos essenciais e determinação de umidade de biomassa em laboratório. EMBRAPA, ISSN 1517–2244.
Sauceau, M., Letourneau, J. J., Freiss, B., Richon, D., & Fages, J. (2004). Solubility of eflucimible in supercritical carbon dioxide with and without a cosolvent. Journal of Supercritical Fluids, 31, 133–140.
Silva, C. G., Herdeiro, R. S., Mathias, C. J., Panek, A. D., Silveira, C. S., Rodrigues, V. P., et al. (2005). Evaluation of antioxidant activity of Brazilian plants. Pharmacological Research, 52, 229–233.
Simões, C. M. O., & Spitzer, V. (2001). Óleos voláteis. In: Farmacognosia: da planta ao medicamento, 3 edn. Ed. UFRGS/UFSC.
Siqueira, D. S., Pereira, A. S., Neto, F. R. A. A., Cabral, J. A., Ferreira, C. C., Simoneit, B. R. T., et al. (2003). Determinação de compostos de massa molecular alta em folhas de plantas da Amazônia. Química Nova, 26(5), 633–640.
Sovová, H., Rat, V., Khachaturyan, M., & Vlcek, D. (1999). Solubility of squalane and dinonyl phthalate in CO2 with entrainers. Journal of Supercritical Fluids, 14, 145–149.
Weinhold, T. S., Bresciani, L. F. V., Tridapalli, C. W., Yunes, R. A., Hense, H., & Ferreira, S. R. S. (2008). Polygala cyparissias oleoresin: Comparing CO2 and classical organic solvent extractions. Chemical Engineering and Processing, 47, 109–117.
Zetzel, C., Brunner, G., Meireles, M.A.A. (2003). Standardized low-cost batch SFE Units for University education and comparative research. In: Proceedings of the 6th International Symposium on Supercritical Fluids, vol. 1. Versailles, 577–581
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Almeida, P.P., Mezzomo, N. & Ferreira, S.R.S. Extraction of Mentha spicata L. Volatile Compounds: Evaluation of Process Parameters and Extract Composition. Food Bioprocess Technol 5, 548–559 (2012). https://doi.org/10.1007/s11947-010-0356-y
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DOI: https://doi.org/10.1007/s11947-010-0356-y