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Microwave-Assisted Extraction of Secoisolariciresinol Diglucoside—Method Development

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Abstract

An optimized microwave-assisted extraction (MAE) method was developed for extracting secoisolariciresinol diglucoside (SDG) from flaxseed. This paper presents the optimization of factors for maximizing the extraction yield of SDG. This work was conducted using the experimental domain identified in a previous study by means of screening designs, that is, samples of 1 g defatted flaxseed meal (DFM) were extracted with 50 ml NaOH of concentration of 0.5–1 M, at microwave power levels of 60–360 W, for 3–9 min, with the microwave power applied intermittently (power on 30 s/min) and continuously (power on 60 s/min). The MAE of SDG was maximized when 1 g DFM was extracted with 50 ml 0.5 M NaOH, at 135 W, for 3 min in intermittent power mode (power on 30 s/min). The optimized MAE achieved a 6% increase in the extraction yield (21.45 mg SDG per gram DFM) as opposed to a direct hydrolysis method (20.22 mg SDG per gram DFM). The MAE of SDG was governed by the microwave–NaOH interaction, which had a curvilinear dependence on the microwave power level, and linear dependence on the NaOH concentration. The microwave-induced effects accounted for a 10% increase in the SDG extraction yield (21.45 mg SDG per gram DFM) as opposed to a microwaveless control method (19.45 mg SDG per gram DFM). The optimized MAE method has good repeatability, a 97% recovery of the target compound; it is fast and efficient and can be used for precise quantification of SDG in flaxseed.

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References

  • Boyaci, İ., Sumnu, G., & Sakiyan, O. (2008). Estimation of dielectric properties of cakes based on porosity, moisture content, and formulations using statistical methods and artificial neural networks. Food Bioprocess Technology, in press. doi:10.1007/s11947-008-0064-z.

  • Cha-um, W., Rattanadecho, P., Pakdee, W. (2009). Experimental and numerical analysis of microwave heating of water and oil using a rectangular wave guide: Influence of sample sizes, positions, and microwave power. Food Bioprocess Technology, in press. doi:10.1007/s11947-009-0187-x.

  • Chen, H. H., Xu, S. Y., & Wang, Z. (2006). Gelation properties of flaxseed gum. Journal of Food Engineering, 77, 295–303. doi:10.1016/j.jfoodeng.2005.06.033.

    Article  CAS  Google Scholar 

  • Clavel, T., Doré, J., & Blaut, M. (2006). Bioavailability of lignans in human subjects. Nutrition Research Reviews, 19, 187–196. doi:10.1017/S0954422407249704.

    Article  CAS  Google Scholar 

  • Dai, J., Yaylayan, V. A., & Raghavan, G. S. V. (1999). Extraction and colorimetric determination of azadirachtin-related limonoids in neem seed kernel. Journal of Agricultural and Food Chemistry, 47, 3738–42. doi:10.1021/jf990227h.

    Article  CAS  Google Scholar 

  • Dai, J., Yaylayan, V. A., & Raghavan, G. S. V. (2001). Influence of operating parameters on the use of the microwave-assisted process (MAP) for the extraction of azadirachtin-related limonoids from neem (Azadirachta indica) under atmospheric pressure conditions. Journal of Agricultural and Food Chemistry, 49, 4584–4588. doi:10.1021/jf010592k.

    Article  CAS  Google Scholar 

  • Davin, L. B., & Lewis, N. G. (2005). Dirigent phenoxy radical coupling: advances and challenges. Current Opinion in Biotechnology, 16, 398–406. doi:10.1016/j.copbio.2005.06.010.

    Article  CAS  Google Scholar 

  • Eliasson, C., Kamal-Eldin, A., Andersson, R., & Aman, P. (2003). High-performance liquid chromatographic analysis of secoisolariciresinol diglucoside and hydroxycinnamic acid glucosides in flaxseed by alkaline extraction. Journal of Chromatography A, 1012, 151–159. doi:10.1016/S0021-9673(03)01136-1.

    Article  CAS  Google Scholar 

  • Ford, J. D., Huang, K. S., Wang, H. B., Davin, L. B., & Lewis, N. G. (2001). Biosynthetic pathway to the cancer chemopreventive secoisolariciresinol diglucoside-hydroxymethyl glutaryl ester-linked lignan oligomers in flax (Linum usitatissimum) seed. Journal of Natural Products, 64, 1388–1397. doi:10.1021/np010367x.

    Article  CAS  Google Scholar 

  • Gabriel, C., Gabriel, S., Grant, E. H., Halstead, B. S. J., & Mingos, D. M. P. (1998). Dielectric parameters relevant to microwave dielectric heating. Chemical Society Reviews, 27, 213–223. doi:10.1039/a827213z.

    Article  CAS  Google Scholar 

  • Johnsson, P., Kamal-Eldin, A., Lundgren, L. N., & Aman, P. (2000). HPLC method for analysis of secoisolariciresinol diglucoside in flaxseeds. Journal of Agricultural and Food Chemistry, 48, 5216–5219. doi:10.1021/jf0005871.

    Article  CAS  Google Scholar 

  • Johnsson, P., Peerlkamp, N., Kamal-Eldin, A., Andersson, R. E., Andersson, R., Lundgren, L. N., et al. (2002). Polymeric fractions containing phenol glucosides in flaxseed. Food Chemistry, 76, 207–212. doi:10.1016/S0308-8146(01)00269-2.

    Article  CAS  Google Scholar 

  • Kamal-Eldin, A., Peerlkamp, N., Johnsson, P., Andersson, R., Andersson, R. E., Lundgren, L. N., et al. (2001). An oligomer from flaxseed composed of secoisolariciresinol diglucoside and 3-hydroxy-3-methyl glutaric acid residues. Phytochemistry, 58, 587–590. doi:10.1016/S0031-9422(01)00279-5.

    Article  CAS  Google Scholar 

  • Kaufmann, B., & Christen, P. (2002). Recent extraction techniques for natural products: microwave-assisted extraction and pressurised solvent extraction. Phytochemical Analysis, 13, 105–113. doi:10.1002/pca.631.

    Article  CAS  Google Scholar 

  • Kitts, D. D., Yuan, Y. V., Wijewickreme, A. N., & Thompson, L. U. (1999). Antioxidant activity of the flaxseed lignan secoisolariciresinol diglucoside and its mammalian lignan metabolites enterodiol and enterolactone. Molecular and Cellular Biochemistry, 202, 91–100. doi:10.1023/A:1007022329660.

    Article  CAS  Google Scholar 

  • Lidström, P., Tierney, J., Wathey, B., & Westman, J. (2001). Microwave assisted organic synthesis—a review. Tetrahedron, 57, 9225–9283. doi:10.1016/S0040-4020(01)00906-1.

    Article  Google Scholar 

  • Liggins, J., Grimwood, R., & Bingham, S. A. (2000). Extraction and quantification of lignan phytoestrogens in food and human samples. Analytical Biochemistry, 287, 102–109. doi:10.1006/abio.2000.4811.

    Article  CAS  Google Scholar 

  • Martino, E., Ramaiola, I., Urbano, M., Bracco, F., & Collina, S. (2006). Microwave-assisted extraction of coumarin and related compounds from Melilotus officinalis (L.) Pallas as an alternative to soxhlet and ultrasound-assisted extraction. Journal of Chromatography A, 1125, 147–151. doi:10.1016/j.chroma.2006.05.032.

    Article  CAS  Google Scholar 

  • Mazza, G., & Biliaderis, C. G. (1989). Functional properties of flax seed mucilage. Journal of Food Science, 54, 1302–1305. doi:10.1111/j.1365-2621.1989.tb05978.x.

    Article  CAS  Google Scholar 

  • Meda, V., Orsat, V., & Raghavan, G. S. V. (2005). Microwave heating and the dielectric properties of foods. In H. Schubert & M. Regier (Eds.), The microwave processing of foods (pp. 61–75). Cambridge: Woodhead.

    Chapter  Google Scholar 

  • Myers, R. H., & Montgomery, D. C. (Eds.). (2002). Response surface methodology—process and product optimization using designed experiments (pp. 85–196). New York: John Wiley & Sons.

    Google Scholar 

  • Nemes, S. M. (2007). Microwave-assisted extraction (MAE) of secoisolariciresinol diglucoside (SDG) from flaxseed. M.Sc. Thesis available at www.agrenv.mcgill.ca/agreng/theses/. Bioresource Engineering Department, McGill University, Ste-Anne de Bellevue, QC, Canada.

  • Nemes, S. M., & Orsat, V. (2009). Screening the experimental domain for the microwave-assisted extraction of secoisolariciresinol diglucoside from flaxseed prior to optimization procedures. Food and Bioprocess Technology, in press. doi:10.1007/s11947-009-0212-0.

    Google Scholar 

  • Oomah, B. D. (2002). Phytoestrogens. In J. W. Hurst (Ed.), Methods of analysis for functional foods and nutraceuticals (pp. 1–63). Boca Raton: CRC.

    Google Scholar 

  • Orsat, V., Raghavan, G. S. V., & Meda, V. (2005). Microwave technology for food processing: an overview. In H. Schubert & M. Regier (Eds.), The microwave processing of foods (pp. 105–118). Cambridge: Woodhead.

    Chapter  Google Scholar 

  • Prasad, K. (1999). Reduction of serum cholesterol and hypercholesterolemic atherosclerosis in rabbits by secoisolariciresinol diglucoside isolated from flaxseed. Circulation, 99, 1355–1362.

    CAS  Google Scholar 

  • Prasad, K. (2000a). Antioxidant activity of secoisolariciresinol diglucoside-derived metabolites, secoisolariciresinol, enterodiol, and enterolactone. International Journal of Angiology, 9, 220–225. doi:10.1007/BF01623898.

    Article  Google Scholar 

  • Prasad, K. (2000b). Oxidative stress as a mechanism of diabetes in diabetic BB prone rats: Effect of secoisolariciresinol diglucoside (SDG). Molecular and Cellular Biochemistry, 209, 89–96. doi:10.1023/A:1007079802459.

    Article  CAS  Google Scholar 

  • Prasad, K. (2004). Antihypertensive activity of secoisolariciresinol diglucoside (SDG) isolated from flaxseed: Role of guanylate cyclase. International Journal of Angiology, 13, 7–14.

    CAS  Google Scholar 

  • Prasad, K., Mantha, S., Muir, A., & Westcott, N. (2000). Protective effect of secoisolariciresinol diglucoside against streptozotocin-induced diabetes and its mechanism. Molecular and Cellular Biochemistry, 206, 141–150. doi:10.1023/A:1007018030524.

    Article  CAS  Google Scholar 

  • Raghavan, G. S. V., Orsat, V., & Meda, V. (2005). Microwave processing of foods. Stewart Postharvest Review, 1, 1–8. doi:10.2212/spc.2005.3.1.

    Article  Google Scholar 

  • Sicilia, T., Niemeyer, H. B., Honig, D. M., & Metzler, M. (2003). Identification and stereochemical characterization of lignans in flaxseed and pumpkin seeds. Journal of Agricultural and Food Chemistry, 51, 1181. doi:10.1021/jf0207979.

    Article  CAS  Google Scholar 

  • Thompson, L. U., Boucher, B. A., Zhen, L., Cotterchio, M., & Kreiger, N. (2006). Phytoestrogen content of foods consumed in Canada, including isoflavones, lignans, and coumestan. Nutrition and Cancer, 54, 184–201. doi:10.1207/s15327914nc5402_5.

    Article  CAS  Google Scholar 

  • Vadivambal, R., & Jayas, D. (2008). Non-uniform Temperature distribution during microwave heating of food materials—a review. Food Bioprocess Technology, in press. doi:10.1007/s11947-008-0136-0.

  • Wang, L., & Weller, C. L. (2006). Recent advances in extraction of nutraceuticals from plants. Trends in Food Science and Technology, 17, 300–312. doi:10.1016/j.tifs.2005.12.004.

    Article  CAS  Google Scholar 

  • Westcott, N. D., & Muir, A. D. (2003a). Flax seed lignan in disease prevention and health promotion. Phytochemistry Reviews, 2, 401–417. doi:10.1023/B:PHYT.0000046174.97809.b6.

    Article  CAS  Google Scholar 

  • Westcott, N. D., & Muir, A. D. (2003b). Chemical studies on the constituents of Linum spp. In N. D. Westcott & A. D. Muir (Eds.), Flax: The genus Linum (pp. 55–73). London: Routledge.

    Google Scholar 

  • Williams, O. J., Raghavan, G. S. V., Orsat, V., & Dai, J. (2004). Microwave-assisted extraction of capsaicinoids from capsicum fruit. Journal of Food Biochemistry, 28, 113–122. doi:10.1111/j.1745-4514.2004.tb00059.x.

    Article  CAS  Google Scholar 

  • Yang, Y., Chen, L., Zhang, X. X., & Guo, Z. (2004). Microwave assisted extraction of major active ingredients in Panax quinquefolium L. Journal of Liquid Chromatography & Related Technologies, 27, 3203–3211. doi:10.1081/JLC-200034881.

    Article  CAS  Google Scholar 

  • Zhang, W., & Xu, S. (2007). Microwave-assisted extraction of secoisolariciresinol diglucoside from flaxseed hull. Journal of the Science of Food and Agriculture, 87, 1455–1462. doi:10.1002/jsfa.2793.

    Article  CAS  Google Scholar 

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Acknowledgments

The authors thank the Natural Sciences and Engineering Research Council of Canada (NSERC), the Fonds Québécois de la Recherche sur la Nature et les Technologies (FQRNT), and the Canada Foundation for Innovation (CFI) for the financial support.

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  1. Bioresource Engineering Department, Macdonald-Stewart Building, Macdonald Campus of McGill University, 21111 Lakeshore Road, Ste-Anne-de-Bellevue, Quebec, H9X 3V9, Canada

    Simona M. Nemes & Valérie Orsat

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  1. Simona M. Nemes
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  2. Valérie Orsat
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Correspondence to Simona M. Nemes.

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Nemes, S.M., Orsat, V. Microwave-Assisted Extraction of Secoisolariciresinol Diglucoside—Method Development. Food Bioprocess Technol 4, 1219–1227 (2011). https://doi.org/10.1007/s11947-009-0213-z

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