Search for Author, Title, Keyword
Adsorption and Desorption Characteristics and Purification of Isoflavones from Crude Soybean Extract Using Macroporous Resins
More details
Hide details
University of Technology and Education, The University of Danang, 48 Cao Thang St., 550000 Danang, Vietnam
University of Education, The University of Danang, 459 Ton Duc Thang St., 550000 Danang, Vietnam
University of Science and Technology, The University of Danang, 54 Nguyen Luong Bang St., 550000 Danang, Vietnam
Institute of Environmental Technology and Sustainable Development, Nguyen Tat Thanh University, Ho Chi Minh City 700000, Vietnam
Faculty of Food and Environmental Engineering, Nguyen Tat Thanh University, Ho Chi Minh City, Vietnam
Thi Minh Hanh Truong   

University of Science and Technology, The University of Danang, Viet Nam
Submission date: 2021-12-20
Final revision date: 2022-04-20
Acceptance date: 2022-05-05
Online publication date: 2022-06-09
Publication date: 2022-06-09
Pol. J. Food Nutr. Sci. 2022;72(2):183–192
Isoflavones in soybean have been well-known with many health-promoting effects on humans. This study aimed to purify isoflavones from the crude soybean extract by the static adsorption/desorption process on macroporous resins. A screening test of four commercial resins: D101, AB-8, Amberlite(R) XAD4, and Diaion HP20 according to their adsorption/desorption characteristic for isoflavones was investigated. All four resins showed high adsorption and desorption characteristics in which D101 resin was chosen as the most suitable resin for purifying isoflavones. Compositional analysis showed that daidzin and genistin were the main isoflavones in the crude soybean extract. The adsorption isotherms data of total isoflavones, daidzin, and genistin fitted well with the Langmuir model with R2>0.98. The dynamic adsorption conditions for the purification process of isoflavones on the D101 resin-packed column were selected at the bed volume (BV) of 200 mL, feed volume of 3.75 BV, and flow rate of 1.5 BV/h. The dynamic desorption was carried out with the elution solution of 70% (v/v) ethanol, elution volume of 2.5 BV, and flow rate of 1 BV/h. The total isoflavone content in the purified extract was 8.70-fold higher than its initial content in the crude soybean extract with a recovery yield of nearly 80%. The study results reveal a strong possibility for large-scale production of isoflavones for further application in functional food products or pharmaceutical products.
Authors would like to thank the Vinasoy Search and Application Center (VSAC)-Vietnam.
This research did not receive any external funding.
Authors declare no conflict of interests.
Almeida, I.M.C., Rodrigues, F., Sarmento, B., Alves, R.C., Oliveira, M.B.P.P. (2015). Isoflavones in food supplements: chemical profile, label accordance and permeability study in Caco-2 cells. Food & Function, 6(3), 938–946.
Bennetau-Pelissero, C. (2013). Isoflavonoids and Phytoestrogenic Activity. Natural Products. Springer Berlin Heidelberg, Germany. pp. 2381–2416.
Bustamante-Rangel, M., Delgado-Zamarreño, M.M., Pérez-Martín, L., Rodríguez-Gonzalo, E., Domínguez-Álvarez, J. (2018). Analysis of isoflavones in foods. Comprehensive Reviews in Food Science and Food Safety, 17(2), 391–411.
Choi, Y.B., Kim, K.S. (2007). Purification of isoflavone from soybean hypocotyls using various resins. Korean Journal of Environmental Health, 31(3), 221-226.
Dong, Y., Zhao, M., Sun-Waterhouse, D., Zhuang, M., Chen, H., Feng, M., Lin, L. (2015). Absorption and desorption behaviour of the flavonoids from Glycyrrhiza glabra L. leaf on macroporous adsorption resins. Food Chemistry, 168, 538–545.
Duran, C., Ozdes, D., Gundogdu, A., Senturk, H.B. (2011). Kinetics and isotherm analysis of basic dyes adsorption onto almond shell (Prunus dulcis) as a low cost adsorbent. Journal of Chemical and Engineering Data, 56(5), 2136–2147.
Fu, Y., Zu, Y., Liu, W., Efferth, T., Zhang, N., Liu, X., Kong, Y. (2006). Optimization of luteolin separation from pigeonpea [Cajanus cajan (L.) Millsp.] leaves by macroporous resins. Journal of Chromatography A, 1137(2), 145–152.
Gao, C., Zhao, S., Yagiz, Y., Gu, L. (2018). Static, kinetic, and isotherm adsorption performances of macroporous adsorbent resins for recovery and enrichment of bioactive procyanidins from cranberry pomace. Journal of Food Science, 83(5), 1249–1257.
Guo, H.D., Zhang, Q.F., Chen, J.G., Shangguang, X.C., Guo, Y.X. (2015). Large scale purification of puerarin from Puerariae Lobatae Radix through resins adsorption and acid hydrolysis. Journal of Chromatography B, 980, 8–15.
Jia, G., Lu, X. (2008). Enrichment and purification of madecassoside and asiaticoside from Centella asiatica extracts with macroporous resins. Journal of Chromatography A, 1193(1–2), 136–141.
Kammerer, D.R., Kammerer, J., Carle, R. (2019). Adsorption and Ion Exchange for the Recovery and Fractionation of Polyphenols: Principles and Applications. Chapter 19, In Polyphenols in Plants (2nd ed.), Elsevier Inc., The Netherlands, pp. 327-339.
Kim, J., Yoon, M., Yang, H., Jo, J., Han, D., Jeon, Y.J., Cho, S. (2014). Enrichment and purification of marine polyphenol phlorotannins using macroporous adsorption resins. Food Chemistry, 162, 135–142.
Lee, C.H., Yang, L., Xu, J.Z., Yeung, S.Y.V., Huang, Y., Chen, Z.Y. (2005). Relative antioxidant activity of soybean isoflavones and their glycosides. Food Chemistry, 90(4), 735–741.
Li, H., Liu, J., Li, D., Wang, H. (2012). Study on separation and purification of genistein in the soybean residue using macroporous resin adsorption. Industrial & Engineering Chemistry Research, 51(1), 44–49.
Li, H., Lin, L., Feng, Y., Zhao, M., Li, X., Zhu, Q., Xiao, Z. (2018). Enrichment of antioxidants from soy sauce using macroporous resin and identification of 4-ethylguaiacol, catechol, daidzein, and 4-ethylphenol as key small molecule antioxidants in soy sauce. Food Chemistry, 240, 885–892.
Li, J., Chase, H.A. (2009). Use of expanded bed adsorption to purify flavonoids from Ginkgo biloba L. Journal of Chromatography A, 1216, 8759–8770.
Liu, J., Chang, S.K.C., Wiesenborn, D. (2005). Antioxidant properties of soybean isoflavone extract and tofu in vitro and in vivo. Journal of Agricultural and Food Chemistry, 53(6), 2333–2340.
Liu, W., Zhang, S., Zu, Y.G., Fu, Y.J., Ma, W., Zhang, D.Y., Kong, Y., Li, X.J. (2010). Preliminary enrichment and separation of genistein and apigenin from extracts of pigeon pea roots by macroporous resins. Bioresource Technology, 101(12), 4667–4675.
Liu, Z., Wang, J., Gao, W., Man, S., Wang, Y., Liu, C. (2013). Preparative separation and purification of steroidal saponins in Paris polyphylla var. yunnanensis by macroporous adsorption resins. Pharmaceutical Biology, 51(7), 899–905.
Ma, T., Sun, X., Tian, C., Luo, J., Zheng, C., Zhan, J., Ferreira, I.C.F.R., Turner, N.D. (2015). Enrichment and purification of polyphenol extract from Sphallerocarpus gracilis stems and leaves and in vitro evaluation of DNA damage-protective activity and inhibitory effects of α-amylase and α-glucosidase. Molecules, 20(12), 21442–21457.
Rostagno, M.A., Manchón, N., Guillamón, E., García-Lafuente, A., Villares, A., Martínez, J.A. (2010). Methods and techniques for the analysis of isoflavones in foods. In T.J. Quintin (Ed.), Chromatography: Types, Techniques and Methods (1st ed.), Nova Science Publishers, Inc., New York, USA, pp. 157–198.
Sevillano, D.M., Jankowiak, L., van Gaalen, T.L.T., van Wielen, L.A.M., Hooshyar, N., van der Goot, A.J., Ottens, M. (2014). Mechanism of isoflavone adsorption from okara extracts onto food-grade resins. Industrial & Engineering Chemistry Research, 53(39), 15245–15252.
Shazeli, M., Zain, C., Lee, S.Y., Teo, C.Y., Shaari, K. (2020). Adsorption and desorption properties of total flavonoids from oil palm (Elaeis guineensis jacq.) mature leaf on macroporous adsorption resins. Molecules, 25(4), art no. 778.
Shim, J., Kim, Y.J., Lee, H.S. (2008). Effects of soybean isoflavone extract on the plasma lipid profiles and antioxidant enzyme activity in streptozotocin-induced diabetic rats. Nutrition Research and Practice, 2(4), 218-226.
Soto, M.L., Moure, A., Domínguez, H., Parajó, J.C. (2011). Recovery, concentration and purification of phenolic compounds by adsorption: A review. Journal of Food Engineering, 105(1), 1–27.
Sun, P.C., Liu, Y., Yi, Y.T., Li, H.J., Fan, P., Xia, C.H. (2015). Preliminary enrichment and separation of chlorogenic acid from Helianthus tuberosus L. leaves extract by macroporous resins. Food Chemistry, 168, 55–62.
Tang, D., Zhu, J.X., Nie, H., He, B., Xu, Y.H., Zhu, Q. (2018). Simple and efficient approach for enrichment of major isoflavonoids from Astragalus membranaceus with macroporous resins and their nephroprotective activities. Industrial Crops and Products, 125, 276–283.
Tran, T.N.T., Chew, K.W., Bui, X.V., Nguyen, T.D.P., Le, T.T.A., Truong, T.M.H., Show, P.L. (2019). Optimization of isoflavones extraction from soybeans using full factorial design. Journal of Food Processing and Preservation, 43(9), art. no. e14078.
Tungmunnithum, D., Drouet, S., Kabra, A., Hano, C. (2020). Enrichment in antioxidant flavonoids of stamen extracts from Nymphaea lotus L. using ultrasonic-assisted extraction and macroporous resin adsorption. Antioxidants, 9(7), art. no. 576.
Uifălean, A., Farcaş, A., Ilieş, M., Hegheş, S.C., Ionescu, C., Iuga, C.A. (2015). Assessment of isoflavone aglycones variability in soy food supplements using a validated HPLC-UV method. Clujul Medica, 88(3), 373–380.
Wang, Y., Zhang, G., Chi, X., Chen, S. (2018). Green and efficient extraction of podophyllotoxin from Sinopodophyllum hexandrum by optimized subcritical water extraction combined with macroporous resin enrichment. Industrial Crops and Products, 121, 267–276.
Wu, C., Lai, S. (2007). Preparative isolation of isoflavones from defatted soy flakes. Journal of Liquid Chromatography & Related Technologies, 30(11), 1617–1640.
Wu, S., Wang, Y., Gong, G., Li, F., Ren, H., Liu, Y. (2015). Adsorption and desorption properties of macroporous resins for flavonoids from the extract of Chinese wolfberry (Lycium barbarum L.). Food and Bioproducts Processing, 93, 148–155.
Yan, B., Tang, Q. (2003). Comparison of kinetics of organic reactions carried out on resin beads of different diameters. Industrial & Engineering Chemistry Research, 42(24), 5964–5967.
Yang, Q., Zhao, M., Lin, L. (2016). Adsorption and desorption characteristics of adlay bran free phenolics on macroporous resins. Food Chemistry, 194, 900–907.
Yin, L., Xu, Y., Qi, Y., Han, X., Xu, L., Peng, J., Sun, C.K. (2010). A green and efficient protocol for industrial-scale preparation of dioscin from Dioscorea nipponica Makino by two-step macroporous resin column chromatography. Chemical Engineering Journal, 165(1), 281–289.