Isoflavone Contents in Germinated Soybean Seeds
Cite this article as: Zhu, D., Hettiarachchy, N.S., Horax, R. et al. Plant Foods Hum Nutr (2005) 60: 147. doi:10.1007/s11130-005-6931-0 Abstract
The effect of germination on isoflavone contents in two soybean varieties (Hutcheson and Caviness) was investigated. Soybean seeds were soaked at 25
∘C for 12 h, germinated at 40 ∘C, and freeze-dried. The isoflavone contents of dry, soaked, germinated (hypocotyl length at 0.5, 2.5, and 6.5 mm), and nongerminated seeds were determined by high performance liquid chromatography. The maximum amount of total isoflavone, genistein, and daidzein with their β-glucoside conjugates was obtained when hypocotyl length of the germinated-seed from var. Hutcheson was 0.5 mm (2.491, 1.500, and 0.671 mg/g), and from var. Caviness was 2.5 mm (2.78, 1.523, and 0.905 mg/g). A dramatic increase in malonylgenistin and malonyldaidzin (1.305 mg/g and 0.476 mg/g in Hutcheson, and 1.308 mg/g and 0.677 mg/g in Caviness, respectively) was observed at these hypocotyl lengths. A decrease was observed after this stage. Genistein and daidzein contents were highest just after soaking. Glycitein and its β-glucoside conjugates remained almost the same during germination. Controlled germination can be used to enhance isoflavone content in soybean seed. Key words Aglycone Germination Glucoside Isoflavones Soybean References
Coward L, Barnes NC, Setchell KDR, Barnes S (1993) Genistin, daidzin, and their β-glycoside conjugates: Antitumor isoflavones in soybean foods from American and Asian diets. J Agric Food Chem 41: 1961–1967.
Jing YK, Nakaya K, Han R (1993) Differentiation of promyelocytic leukemia cells HL-60 induced by daidzein in vitro and in vivo. Anticancer Res 13: 1049–1054.
Mousavi Y, Adlercreutz H (1993) Genistein is an effective stimulator of sex hormone-binding globulin production in hepatocarcinoma human liver cancer cells and suppresses proliferation of these cells in culture. Steroids 58: 301–304.
Barnes S (1998) Phytoestrogens and breast cancer. Ballieres Clin Endocrinol Metab 12: 559–579.
Naim M, Gestetner B, Bondi A, Birk Y (1976) Antioxidative and antihemolytic activities of soybean isoflavones. J Agric Food Chem 22: 806–811.
Adlercreutz H, Fotsis T, Bannwart C (1986) Determination of urinary lignans and phytoestrogen metabolites, potential antiestrogens, and anticarcinogens, in urine of women on various habitual diets. J Steroid Biochem 25: 791–797.
Akiyama T, Ishida J, Nakagawa S, Ogawara H, Watanabe S, Itoh N, Shibuya M, Fukami Y (1987) Genistein, a spesific inhibitor of tyrosine protein kinases. J Biol Chem 262: 5592–5595.
Kennedy AR (1995) The evidence for soybean products as cancer preventive agents. J Nutr 125: 733S–743S.
Anthony MS, Clarkson TB, Hughes CL (1996) Soybean isoflavones improve cardiovascular risk factors without affecting the reproductive system of peripubertal rhesus monkeys. J Nutr 126: 43–50.
Cassidy A, Bingham S, Setchell KDR (1994) Biological effects of isoflavones present in soy in premenopausal women: Implications for the prevention of breast cancer. Am J Clin Nutr 60: 333–340.
Adlercreutz H, Mazur W (1997) Phyto-oestrogens and western diseases. Ann Med 29: 95–120.
Ikeda R, Ohta N, Watanabe T (1995) Changes of isoflavones at various stages of fermentation in defatted soybeans. J Jpn Soc Food Sci Technol 42(3): 322–327.
Matsuura M, Obata A, Murao S (1995) Studies on glucosidases from soybeans that hydrolyze daidzin and genistin: Isolation and characterization of an isozyme. Biosci Biotech Biochem 59: 1623–1627.
Pandjaitan N, Hettiarachchy N, Ju ZY (2000a) Enrichment of genistein in soy protein concentrate with β-glucosidase. J Food Sci 65(3): 403–407.
Pandjaitan N, Hettiarachchy N, Ju ZY, Crandall P, Sneller C, Dombek D (2000b) Enrichment of genistein in soy protein concentrate with hydrocolloids and β-glucosidase. J Food Sci 65(4): 591–595.
Xie L, Hettiarachchy NS, Cai R, Tsuruhami K, Koikeda S (2003) Conversion of isoflavone glycosides to aglycones in SoyLife and soy meal using β-glycosidase. J Food Sci 68(2): 427–430.
Pandjaitan N, Hettiarachchy N, Ju ZY, Crandall P, Sneller C, Dombek D (2000c) Evaluation of genistin and genistein contents in soybean varieties and soy protein concentrate prepared with 3 basic methods. J Food Sci 65(3): 399–402.
McGrain AK, Chen JC, Wilson KA, Tan-Wilson AL (1989) Degradation of trypsin inhibitors during soybean germination. Phytochemistry 28(4): 1013–1017.
Sattar A, Neelofar R, Akhtar NMA (1990) Irradiation and germination effects on phytate, protein, and amino acids of soybean. Plant Food Hum Nutr 40(3): 185–194.
Ryu SB, Zheng L, Wang X (1996) Changes in phospholipase D expression in soybeans during seed development and germination. JAOCS 73: 1171–1176.
Ahmad S, Pathak DK (2000) Nutritional changes in soybean during germination. J Food Sci Technol India 37: 665–666.
Barnes S, Kirk M, Coward L (1994) Isoflavones and their conjugates in soy food: Extraction condition and analysis by HPLC-mass spectrometry. J Agric Food Chem 42: 2466–2467.
Terrence LG (1991) Flavonoid and isoflavonoid distribution in developing soybean seedling tissues and in seed and root exudates. Plant Physiol 95: 594–603.
SAS (2002) JMP® User's Guide, Version 5. Cary, NC: SAS Institute Inc.
Eldridge AC, Kowlek WF (1983) Soybean isoflavone: Effect of environment and variety on composition. J Agric Food Chem 31: 394–396.
Tsukamoto C, Shimada S, Igita K, Kudou S, Kokubun M, Okubo K, Kitamura K (1995) Factors affecting isoflavone content in soybean seeds: Changes in isoflavones, saponins, and composition of fatty acids at different temperatures during seed development. J Agric Food Chem 43: 1184–1192.
Liu CJ, Blount JW, Steele CL, Dixon RA (2002) Bottlenecks for metabolic engineering of isoflavone glycoconjugates in
. Proc Natl Acad Sci USA 99(22): 14578–14583.
Sharma RD (1981) Isoflavone content of Bengalgram (
Cicer arietinum) at various stages of germination. J Plant Foods 3: 259–264.
Graham TL (1991) Flavonoid and isoflanvonoid distribution in developing soybean seedling tissues and in seed and root exudates. Plant Physiol 95: 594–603.
Kudou S, Fleury Y, Welti D, Magnolato D, Uchida T, Kitamura K, Okubo K (1991) Malonyl isoflavone glycosides in soybean seeds (
Glycine max Merrill). Agric Biol Chem 55: 2227–2233. Copyright information
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