Abstract
Oil and phenolics were extracted from Descurainia sophia (Sophia) seeds by a supercritical CO2 system. Extractions were conducted in two sequential steps, first using 100 % CO2 and then adding 10 % ethanol as co-solvent. The extracts were collected in each step using two separate collectors operating at different pressures. The extraction run was 3 and 4 h for the first period, and 2 h for the second period. The majority of the oil was collected in the first extraction period while phenolic compounds were obtained in the second extraction period. A combined mode of static/dynamic extraction (3 h running and 1 h soaking in CO2) was also used in the first extraction period, which enhanced the total extraction yield (29.3 ± 0.5 %) and was comparable to the 4 h extraction yield (31.4 ± 0.1 %). The total fatty acid (FA) content of oil in collector 1 (0.94 g) was nearly twice that in collector 2 (0.60 g). The oil contained 14 FAs with α-linolenic being predominant (48.5 %), with a total 91.1 % unsaturated FAs, a ω3/ω6 ratio of 2.7, and an erucic acid content of 6.2 %. More than 10 phenolic compounds were detected by HPLC in the Sophia seed extracts of which sinapic acid was the dominant compound. Sophia seed extracts showed high levels of antioxidant activity. These results suggest that Sophia seed oil and phenolics have the potential for functional food and pharmaceutical applications.
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References
Best KF (1977) The biology of Canadian weeds: 22. Descurainia sophia (L.) Webb. Can J Plant Sci 57:499–507
Khan M, **ao Y, Yu B, Wang N, Rasul A, Yi F et al (2012) Artabotryside A, a constituent from Descurainia sophia (L.) induces cell death in U87 glioma cells through apoptosis and cell cycle arrest at G2/M phase. J Med Plants Res 6:3754–3765
Who (1997) Medicinal plants in China. World Health Organization Regional Publications, Manila
Peng L, Yi Y, Fu-Li G, Ze-Qü L (1997) A preliminary study on the introduction of Descurainia sophia, an oil plant species for industrial uses. Acta Bot Sin 39:477–479
Chao L (2009) Studies on the extraction, isolation and identification of the seed oil of Descurainia sophia (L.). Master thesis R284, Chemistry, Zhengzhou University, Zhengzhou, China
Eller FJ, King JW (1998) Supercritical CO2 extraction of fat: comparison of gravimetric and GC–FAME methods. J Agric Food Chem 46:3657–3661
Brunner G (2013) Gas extraction: an introduction to fundamentals of supercritical fluids and the application to separation processes. Softcover reprint of the original 1st (1994) edn. Steinkopff-Verlag, Darmstadt
Raventós M, Duarte S, Alarcón R (2002) Application and possibilities of supercritical CO2 extraction in food processing industry: an overview. Food Sci Technol Int 8:269–284
Balasundram N, Sundram K, Samman S (2006) Phenolic compounds in plants and agri-industrial by-products: antioxidant activity, occurrence, and potential uses. Food Chem 99:191–203
Kwon KT, Uddin MS, Jung GW, Sim JE, Chun BS (2010) Supercritical carbon dioxide extraction of phenolics and tocopherols enriched oil from wheat bran. Int J Biol Life Sci 6:117–122
Murga R, MaT Sanz, Beltrán S, Cabezas JL (2002) Solubility of some phenolic compounds contained in grape seeds, in supercritical carbon dioxide. J Supercrit Fluids 23:113–121
Rawson A, Tiwari BK, Brunton N, Brennan C, Cullen PJ, O’donnell CP (2012) Application of supercritical carbon dioxide to fruit and vegetables: extraction, processing, and preservation. Food Rev Int 28:253–276
Reverchon E, De Marco I (2006) Supercritical fluid extraction and fractionation of natural matter. J Supercrit Fluids 38:146–166
Yang B, Ahotupa M, Määttä P, Kallio H (2011) Composition and antioxidative activities of supercritical CO2-extracted oils from seeds and soft parts of northern berries. Food Res Int 44:2009–2017
Seal CE, Kranner I, Pritchard HW (2008) Quantification of seed oil from species with varying oil content using supercritical fluid extraction. Phytochem Anal 19:493–498
Li-Beisson Y, Shorrosh B, Beisson F, Andersson MX, Arondel V, Bates PD et al (2013) Acyl-lipid metabolism. The Arabidopsis Book 11:e0161. doi:10.1199/tab.0161
Lee YJ, Kim NS, Kim H, Yi JM, Oh SM, Bang OS et al (2013) Cytotoxic and anti-inflammatory constituents from the seeds of Descurainia sophia. Arch Pharm Res 36:536–541
Gunenc A, Hadinezhad M, Farah I, Hashem A, Hosseinian F (2015) Impact of supercritical CO2 and traditional solvent extraction systems on the extractability of alkylresorcinols, phenolic profile and their antioxidant activity in wheat bran. J Funct Foods 12:109–119
Hadinezhad M, Duc C, Han NF, Hosseinian F (2013) Flaxseed soluble dietary fibre enhances lactic acid bacterial survival and growth in kefir and possesses high antioxidant capacity. J Food Res 2:152–163
Bekker NP, Ul’chenko NT, Glushenkova AI (2005) Lipids from Descurainia sophia seeds. Chem Nat Compd 41:346–347
Luo P, Lan ZQ, Gao HB, Ye DP (1999) Descurainia sophia—a neglected cruciferous plant resource. Crucif Newsl Eucarpia 21:15–16
Dubois V, Breton S, Linder M, Fanni J, Parmentier M (2007) Fatty acid profiles of 80 vegetable oils with regard to their nutritional potential. Eur J Lipid Sci Technol 109:710–732
Khattab R, Eskin M, Aliani M, Thiyam U (2010) Determination of sinapic acid derivatives in canola extracts using high-performance liquid chromatography. J Am Oil Chem Soc 87:147–155
Szydłowska-Czerniak A, Amarowicz R, Szłyk E (2010) Antioxidant capacity of rapeseed meal and rapeseed oils enriched with meal extract. Eur J Lipid Sci Technol 112:750–760
Wang AQ, Wang XK, Li JL, Cui XY (2004) Isolation and structure identification of chemical constituents from the seeds of Descurainia sophia (L.) Webb ex Prantl. Acta Pharm Sin 39:46–51
Sun K, Li X, Li W, Wang J, Liu J, Sha Y (2004) Two new lactones and one new aryl-8-oxa-bicyclo[3,2,1]oct-3-en-2-one from Descurainia sophia. Chem Pharm Bull 52:1483–1486
Fiori L, De Faveri D, Casazza AA, Perego P (2009) Grape by-products: extraction of polyphenolic compounds using supercritical CO2 and liquid organic solvent—a preliminary investigation. CyTA J Food 7:163–171
Takeuchi TM, Leal PF, Favareto R, Cardozo-Filho L, Corazza ML, Rosa PTV et al (2008) Study of the phase equilibrium formed inside the flash tank used at the separation step of a supercritical fluid extraction unit. J Supercrit Fluids 43:447–459
Lazze MC, Pizzala R, Gutierrez Pecharroman FJ, Gaton Garnica P, Antolin Rodriguez JM, Fabris N et al (2009) Grape waste extract obtained by supercritical fluid extraction contains bioactive antioxidant molecules and induces antiproliferative effects in human colon adenocarcinoma cells. J Med Food 12:561–568
Acknowledgments
This work was supported by the Natural Sciences and Engineering Research Council of Canada (NSERC). We thank Connie Sauder and Dr. Sara Martin of Agriculture and Agri-Food Canada for D. sophia species identification. We also acknowledge Eloise Debussy and Jerry Wu for their assistance during this study.
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HadiNezhad, M., Rowland, O. & Hosseinian, F. The Fatty Acid Profile and Phenolic Composition of Descurainia sophia Seeds Extracted by Supercritical CO2 . J Am Oil Chem Soc 92, 1379–1390 (2015). https://doi.org/10.1007/s11746-015-2693-5
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DOI: https://doi.org/10.1007/s11746-015-2693-5