• KSBB Journal
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• v.16 no.2
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• pp.174-178
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• 2001

Soybeans contain the phytoestrogens genistein and daidzein, their glucosides genistin and daidzin and coumesterol. These isoflavonoid compounds are capable of producing an estrogenic response in a number of diverse species. This study determined optimum conditions for the extraction of the main isoflavones(daidzin, genistin, daidzein, genistein) in defatted soybean meal using high-performance liquid chromatography. The best optimum extraction was achieved at 75% ethanol, $80^{circ}C$, pH4 and a three hour contact time. In addition, isoflavones with high purity were separated by adding up to 4%(w/v) of calcium chloride dihydrate. Most soybean extracts were composed of $beta$-glucosidic conjugate(daidzin, genistin) which is difficult to adsorb in body. Therefore, $beta$-glucosidase was used to convert as conjugate to aglycone form (daidzein, genistein) which is easy to adsorb. The optimal conditions of enzyme reaction involved to be 8.4 units of enzyme concentration, pH5.0, $40^{circ}C$ and 40 minutes.

• Journal of Nutrition and Health
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• v.37 no.1
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• pp.45-51
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• 2004

In this study, isoflavone (genistein, genistin, daidzein, daidzin) contents in various parts of twelve soybean cultivars and three soy sprouts were determined by high performance liquid chromatography with UV detector. Three cultivars of soybean were selected and cultured in the lab to produce sprout for five days. Total isoflavone (Total IF) varied greatly among differnt breeds of soybean in range of 99 - 649.9 $\mu\textrm{g}$/g and 522.3 - 1,277.7 $\mu\textrm{g}$/g respectively, domestic and foreign cultivars. There were greatly difference in total IF of various parts of the soybean sprouts. Sprout from the Myunjunamul-kong appeared to have 69% genistein and 22% genistin in head part, and 30% and 62% of daidzin and daidzein, respectively, in root. Meanwhile, the sprouts from Junjori contains most (84%) of daidzein in its root. Sprout from chinese black-soybean had the largest amount of genistein among the sprouts but, there were no differences in the average genistein content between three selected black and non-black soys. The glycosidic form of IF were dominant compared to aglycone forms both in soybean and sprouts by 24 times and 12 times, respectively, suggesting that during the sprouts cultivation glycosidic forms could change to aglycone forms. There are no difference in total content between genistein + genistin and daidzein + daidzin in soy and soy sprout. Therfore, considering the total IF contents, the intake of 1 soy sprout is similer to 1.5 times as soybean.

• Preventive Nutrition and Food Science
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• v.10 no.1
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• pp.52-57
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• 2005

Soy and soy foods are a rich source of isoflavones, which possess several biological activities. The effect of soy isoflavones, genistin and diadzin and their respective aglycones, on glucose uptake in adipocytes isolated from normal or high-fat fed rats was examined. As expected, insulin stimulated glucose uptake in a concentration-dependent manner. However, genistin and daidzin and their aglycones inhibited glucose uptake in a concentration-dependent (25-100μM) manner. In a time-course response, the aglycones significantly inhibited glucose uptake throughout 3 hr (after 30, 60, 120, 180 min), whereas the glycones only significantly inhibited the glucose uptake after 120 min and 180 min in the isolated rat adipocytes. Thus, the glucosides of genistein and daidzein, i.e. genistin and daidzin, were much less effective in inhibiting glucose uptake than their aglycones. In addition, genistin and daidzin did not significantly affect the insulin-stimulated glucose uptake, whereas genistein and daidzein did significantly inhibited glucose uptake compared to the vehicle control group by 47.5% and 24.8%, respectively (p < 0.05). The isoflavones also significantly inhibited glucose uptake in adipocytes isolated from rats fed a high-fat diet (50% of total calorie intake) when compared to the vehicle control. Finally, the isoflavones were found to enhance lipolysis in adipocytes isolated from high-fat fed rats, where the glycerol released by the aglycones was also higher than that released by the glycones. The current results showed that the inhibitory effect of daidzein on glucose uptake was very similar to that of genistein. The aglycones were more potent in inhibiting the uptake of glucose and a more potent stimulator of lypolysis than the glycones in adipocytes isolated from high-fat fed rats.

• Korean Journal of Food Science and Technology
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• v.36 no.4
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• pp.558-562
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• 2004

Conditions for rapid quantification of isoflavones were studied. Rapid and clear separation of isoflavones (genistin and daidzin) was obtained using solvent system of chloroform : methanol : water : acetic acid (60 : 30 : 10 : 0.5, v/v/v/v). Quantification of each isoflavone separated by TLC was conducted by densitometry analysis. Genistin and daidzin were quantified in $0.15-1.80\;{\mu}g/{\mu}L$ range with 99% confidence. Concentrations of isoflavones in soybeans and kudzu roots originated from Korea were determined, and validity of TLC method for quantification of isoflavones was confirmed by comparison with HPLC analysis.

• Journal of Microbiology and Biotechnology
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• v.12 no.1
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• pp.8-13
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• 2002

The isoflavone glycosides are hydrolyzed by ${\beta}$-glucosidase from gut microbes to the bioactive aglycones. However, the specific bacteria from the human intestinal tract that are involved in the metabolism of these compounds are not known. This study was undertaken to develop a fermented soymilk which converts isoflavones to the more bioactive aglycones form using a Bifidobacterium strain. The ${\beta}$-glucosidase activity of 15 Bifidobacterium strains were measured during cell growth. Among them, Bifidobacterium sp. Int-57 was selected for this study, because it has the highest ${\beta}$-glucosidase activity. Growth, acid development, ${\beta}$-glucosidase activity, and the hydrolysis of daidzin and genistin were investigated in four soymilks inoculated with Bifidobacterium sp. Int-57. After 12 h of fermentation, the counts of viable Bifidobacterium sp. Int-57 in all the soymilks reached a level of more than $10^8$ cfu/ml, which was then maintained. The pH of soymilks started to decrease rapidly after 6 h of fermentation and leveled off after 18 h. The titratable acidity of BL# 1 soymilk, BL#2 soymilk, and JP#l soymilk increased from 0.18 to 1.21, 1.15, and $1.08\%$ over the fermentation period, respectively. After 24 h of fermentation, the $\beta$-glucosidase activity in BL#1 soymilk, BL#2 soymilk, JP#l soymilk, and JP#2 soymilk increased to 59.528, 40.643, 70.844, and 56.962 mU/ml, respectively. The isoflavone glycosides, daidzin and genistin, in soymilks were hydrolyzed completely in the relatively short fermentation time of 18 h. These results show that Bifidobacterium sp. Int-57 can be used as a potential starter culture for developing fermented soymilk which has completely hydrolyzed isoflavone glycosides.

• Korean Journal of Food Science and Technology
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• v.31 no.1
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• pp.189-195
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• 1999

Isoflavones of soy milk were mainly present as sugar conjugates such as genistin and daidzin which a glucosyl residue was attached to their aglycones, genistein and daidzein through ${\beta}-glycosidic$ bond, respectively. When soy milk containing sucrose as a sugar source was fermented with lactic acid bacteria, small amount of lactic acid $(0.16{\sim}0.29%)$ was produced but isoflavone conjugates were fully hydrolyzed. Supplementation of glucose or lactose was required for normal lactic acid production and affected the hydrolysis of isoflavone conjugates in some lactic acid bacteria. In the case of Lactobacillus delbrueckii subsp. delbrueckii KCTC 1047, glycosidic bond of isoflavone was fully hydrolyzed regardless of glucose supplementation. But only $25{\sim}40%$ of daidzin and $65{\sim}80%$ of genistin was hydrolyzed when glucose was added into soy milk in the other lactic acid bacteria, Lactobacillus bulgaricus KCTC 3188, Lactobacillus casei KCTC 3109, Lactobacillus delbrueckii subsp lactis KCTC 1058, Lactobacillus lactis KCTC 2181. The hydrolyzing enzyme, ${\beta}-glucosidase$ produced by lactic acid bacteria except Lactobacillus delbrueckii subsp. delbrueckii KCTC 1047 could be considered as inducible in the fermentation of soy milk and its production was decreased when glucose was added.

• Korean Journal of Food Science and Technology
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• v.41 no.2
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• pp.141-145
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• 2009

Cheongyukjang, a Banga food, is a heavy soy-soup prepared by boiling cheonggukjang, sea foods, and meats. Soybeans roasted at 140$^{\circ}C$ for 21.0 min and 220$^{\circ}C$ for 6.0 min, respectively, were used for cheonggukjang preparation. Distributions of isoflavones in raw soybeans, roasted soybeans, cheonggukjang, and cheongyukjang were analyzed by high performance liquid chromatography. The total isoflavones in roasted soybeans, cheonggukjang and cheongyukjang were about 79-80, 56-65, and 47-50% of those in raw soybeans, respectively. Roasting caused significant increases in acetyl derivatives and ${\beta}$-glucoside isoflavones, and significant decreases in malonyl derivatives (p < 0.05). The major isoflavones in cheonggukjang and cheongyukjang were ${\beta}$-glucosides. Succinyl-${\beta}$-daidzin and succinyl-${\beta}$-genistin, which are recognized as new metabolites of isoflavones, were not detected in raw and roasted soybeans. Peak areas of succinyl-${\beta}$-genistin were higher than thse of succinyl-${\beta}$-daidzin, in both cheongyukjang and cheonggukjang.

• YAKHAK HOEJI
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• v.50 no.1
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• pp.15-20
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• 2006

Puerarin and daidzin have been isolated from Puerariae thunbergiana Benth. Structures were determined by spectroscopic methods. Compounds showed weak antimicrobial activity against S. mutans, S. epidermidis, S. aureus, and C. albicans (MIC, $800{\mu}g/ml$). However, these compounds were not antioxidative. Puerariae thunbergiana Benth. extracts against microorganisms were evaluated in terms of the minimum inhibitory concentrations (MIC). In general, C. albicans was stronger antimicrobial activity than the other microorganisms. The antioxidative activity of was observed in the etyl acetate extract ($IC_{50},\;119.87{\pm}0.16\;{\mu}g/ml$). The DPPH radical scavenging effect ($IC_{50},\;1,673.3{\pm}0.54\;{\mu}M$) of the puerarin was comparable with that of synthetic antioxidant, BHA $(IC_{50},\;88.39{\pm}1.1){\times}10^{3}{\mu}M$. These results suggest that puerarin and daidzin have a potential antimicrobial activity.

• Journal of the Korean Society of Food Science and Nutrition
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• v.23 no.5
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• pp.792-798
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• 1994

In order to investigate the antioxidant activity of phenolic compounds contained in domestic Meju and Doenjang , the methanolic extract from defatted Meju and Doenjang was fractionated into the phenolic acid and the isoflavone fractions by alumina column and polyamide-6 column chromatography, respectively. Both phenolic acid and isoflavone fractions exhibited an identical antioxidative effect against the oxidation of linoleic acid. GC analysis revealed that the phenolic acid fractio contained vanillic , chlorogenic ,p-coumalic , ferulic, and caffeine acid. The content of caffic acid was greater than 70% in the phenolic acid fraction and the content of vanillic and chlorogenic acids were disappeared during fermentation, and thus, the facts are thought to be reasons for the low antioxidant activity of the phenolic aicd fraction from Doenjang. Similarly, the isoflavone fraction cotained daidzin, glycitin-65-0 glucosider and genistin and their aglycons such as daidzein, glyciten and genistein. The content of daidzin and genistin in Meju dramatically decreased at the early stage of fermentation ,whereas the content of daidzein an dgenistein rather increased ; however, these change in isoflavone contents did not affect the antioxidant activity of isoflavone fractions.

• Journal of Plant Biotechnology
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• v.43 no.1
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• pp.125-131
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• 2016

Pueraria lobata is a perennial legume plant that produces a variety of isoflavones, such as puerarin, daidzin and daidzein. These are metabolized to equol via dihydrodaidzein and tetrahydrodaidzein by the bacterial fermentation of natural isoflavone sources in the human intestines. In this study, we described the growth and accumulation of isoflavone in the hairy root of the Korean wild arrowroot according to the culture period, as well as dihydrodaidzein biosynthesis in hairy root extracts fermented with Pediococcus pentosaceus. Daily proliferation was best in DY1 cultured for 1 week. DY1 showed significant differences in daily production of puerarin and daidzin+daidzein, as compared to DJ7; furthermore, both were best in DY1 cultured for 1 week. The hairy root extract was fermented successfully with P. pentosaceus with confirmed production of dihydrodaidzein, an equol precursor formed by biotransformation. The results indicated that the growth of hairy roots and isoflavone accumulation in the hairy roots is best 1 week after culture. These results are expected to contribute to the mass production of hairy root and isoflavones as equol precursors from the Korean wild arrowroot and provide a basis for equol production by biotransformation in vitro.