• Journal of Microbiology and Biotechnology
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• 제25권4호
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• pp.469-478
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• 2015

In spite of the reported probiotic effects, Bifidobacterium bifidum BGN4 (BGN4) showed no βglucosidase activity and failed to biotransform isoflavone glucosides into the more bioactive aglycones during soy milk fermentation. To develop an isoflavone-biotransforming BGN4, we constructed the recombinant B. bifidum BGN4 strain (B919G) by cloning the structural β-glucosidase gene from B. lactis AD011 (AD011) using the expression vector with the constitutively active promoter 919 from BGN4. As a result, B919G highly expressed β-glucosidase and showed higher β-glucosidase activity and heat stability than the source strain of the β-glucosidase gene, AD011. The biotransformation of daidzin and genistin compounds using the crude enzyme extract from B919G was completed within 4 h, and the bioconversion of daidzin and genistin in soy milk during fermentation with B919G also occurred within 6 h, which was much faster and higher than with AD011. The incorporation of this β-glucosidase-producing Bifidobacterium strain in soy milk could lead to the production of fermented soy milk with an elevated amount of bioavailable forms of isoflavones as well as to the indigenous probiotic effects of the Bifidobacterium strain.

• 한국식품과학회지
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• 제34권5호
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• pp.916-918
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• 2002

산가수분해시 산의 농도가 탈지대두박의 isoflavone 양에 미치는 영향을 조사하였다. 측정한 isoflavone은 daidzin, genistin 등 glucosides와 daidzein, genistein 등 aglycons이었다. 산가수분해는 탈지대두박 분말에 0.25 N-3.00 N HCl을 가하고 $95^{\circ}C$에서 4시간 가열하였다. 그 결과 총 isoflavone은 0.25 N-1.0 N HCl의 범위에서 가열이 진행되면서 증가하여 2시간 후에는 약 40% 증가함을 보였다. 그러나 그 이상의 농도에서는 현저한 감소가 있어 4시간 후에는 52%의 감소가 있었다. 이 결과는 낮은 HCl 농도에서의 증가는 isoflavone isomer가 isoflavone으로 전환되었음을 보여주고 높은 농도에서의 감소는 isoflavone이 분해됨을 보여주고 있다. 가열 중 각각의 isoflavone의 변화는 전체적으로 glucosides는 감소하고 aglycons는 증가하는 경향이었다. 특히 2 N HCl에서의 60분 반응시 daidzin과 genistin, glycitin 등 glucosides는 검출되지 않았다.

• 한국작물학회지
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• 제58권2호
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• pp.149-160
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• 2013

콩 관련 제품을 생산하는 과정에서 발생되는 부산물은 가축의 사료 및 퇴비 등에 이용되고 있으나 일부는 폐기물로 처리되어 추가 비용 및 각종 환경오염을 유발하는 등 사회적인 문제점으로 지적되고 있다. 따라서 본 연구에서는 가공 부산물로 다량 발생되는 콩 배아를 활용하여 생리활성물질인 isoflavone과 soyasaponin을 동시에 분리하는 방법을 개발하고자 실시하였다. 1. 콩 배아 methanol 추출물을 preparative $C_{18}$ column에 주입하고, 210 nm의 파장에서 0.5% 초산 용액 30%로부터 100% acetonitrile까지 분당 15mL의 유속으로 53분간 흘려주어 isoflavone과 soyasaponin 분획을 동시에 분리하였다. 2. Preparative $C_{18}$ column으로 분리된 isoflavone 및 soyasaponin 분획은 동결건조시켜 isoflavone 분말 ISF-1과 soyasaponin SAP-1, SAP-2, SAP-3 및 SAP-4의 분말을 얻었다. 3. Isoflavone 분획 ISF-1의 재분리는 젤투과 컬럼에서 100% acetonitrile을 분당 5 mL가 되도록 흘려주면서 254nm 파장에서 관찰하여 2종의 분획 ISF-1-1 및 ISF-1-2을 분리하였다. 4. 분리된 2종의 isoflavone 중 ISF-1-1은 그 조성이 daidzin, glycitin 및 genistin 이고, ISF-1-2는 genistin 단일물질이 주성분인 것으로 나타났다. 5. 분리된 4종의 soyasaponin 중 SP-1은 soyasaponin A계열인 Aa(MW: 1364), Ab(MW: 1436), Ac(MW: 1420), Ae(MW: 1202), Af(MW: 1274), SAP-2는 B계열인 Ba(MW: 958), Bb(MW: 942), Bc(MW: 912)와 E계열인 Bd(MW: 956), Be(MW: 940), SAP-3는 B계열인 Ba, Bb, Bc, E계열인 Bd, Be와 DDMP계열인 ${\beta}g$(MW: 1068), SAP-4는 B계열인 Ba, Bb, Bc, E계열인 Bd, Be와 DDMP계열인 ${\beta}g$, ${\beta}a$(MW: 1038)가 주성분임을 알 수 있었다.

• 한국식품영양과학회지
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• 제45권5호
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• pp.680-689
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• 2016

본 연구에서는 생물전환에 의한 품종별 대두 5종의 isoflavone 함량, 총페놀 함량, 항산화능 및 isoflavone의 분석법 검증을 시행하였다. HPLC를 이용한 분석법 검증 결과 isoflavone 6종의 표준용액과 우람(S-3) 비발효 및 발효 추출물의 retention time이 일치하는 것을 확인하였으며, spectrum 분석 결과에서도 같은 spectrum을 보여 특이성을 확인하였다. 직선성 확인 결과 isoflavone 6종의 검량선의 상관계수 값은 0.9998~1.0000으로 나타나 우수한 직선성을 보여주었다. 정밀성 측정 결과 일내 정밀도에서 0.22~0.88%, 일간 정밀도에서 0.34~1.00%의 높은 정밀도를 나타냈다. 회수율 측정 결과 daidzin은 100.55~110.21%, glycitin은 100.26~112.35%, genistin은 97.67~111.89%, daidzein은 100.95~110.43%, glycitein은 98.56~106.02%, genistein은 101.29~110.25%의 회수율을 나타내었다. Daidzin, glycitin, genistin의 검출한계는 각각 0.14, 0.16, $0.20{\mu}g/mL$로 측정되었으며, daidzein, glycitein, genistein의 검출한계는 각각 0.25, 0.29, $0.20{\mu}g/mL$로 나타났다. Daidzin, glycitin, genistin의 정량한계는 각각 0.44, 0.48, $0.60{\mu}g/mL$를 나타냈고 daidzein, glycitein, genistein은 각각 0.75, 0.89, $0.61{\mu}g/mL$로 나타났다. 생물전환에 의한 대두 발효 시 배당체인 daidzin, glycitin, genistein이 모두 비배당체인 daidzein, glycitein, genistein으로 전환됨을 확인할 수 있었다. 각각의 isoflavone을 합한 값인 total isoflavone 함량은 대두 우람(S-3) 발효물에서 $2,074.6{\mu}g/g$으로 가장 높은 함량을 나타냈으며 비발효 대두 새단백(S-5)에서 가장 낮은 $119.8{\mu}g/g$의 total isoflavone 함량을 나타내었다. 총페놀 함량은 진풍(S-4) 비발효물이 44.96 mg GAE/g으로 가장 높은 총페놀 함량을 보였다. 항산화능 측정 결과 FRAP는 대풍2(S-2) 발효물에서 0.22로 가장 높은 값을 나타냈으며 새단백(S-5) 비발효물에서 0.15로 가장 낮은 값을 나타내었다. ORAC 지수도 FRAP와 유사하게 새단백(S-5) 비발효물에서 $195.24{\pm}3.08{\mu}M\;TE/g$으로 가장 낮은 값을 보였으며 대풍 2(S-2) 발효물에서 $753.79{\pm}6.95{\mu}M\;TE/g$으로 가장 높은 값을 나타내었다.

• Food Science and Biotechnology
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• 제17권2호
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• pp.228-233
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• 2008

Considerable progress has been made in functionalization of the soy isoflavones through enzymatic modification of daidzin, genistin, and glycitin. After hydrolysis of $\beta$-glucosides into their corresponding aglycones, these compounds were structurally modified via biotransformations such as regioselective hydroxylation, enantioselective reduction, regioselective methylation, and polymerization. These reactions often resulted in an increase of the biological activities (e.g., anti oxidative activity, antiproliferative activity) and/or improvement of the physico-chemcial properties (e.g., water solubility, bioavailability). This review briefly summarizes on-going research activities on the biofunctionalization of the soy isoflavones.

• Preventive Nutrition and Food Science
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• 제14권2호
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• pp.134-141
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• 2009

The changes in components and biological activities of doenjang samples prepared with black soybeans and fermented with Bacillus subtilis SCB were investigated. The amino nitrogen (A-N) contents of samples increased with increasing black soybean content. A doenjang product made using a 1:1 ratio of soybeans-black soybeans showed a maximum level of genistein and daidzein isoflavones ($1111.6{\mu}g/g$) at 110 days of fermentation, along with decreasing contents of genistin and daidzin due to the conversion to aglycones. The black soybean-only doenjang sample showed higher protease activity, including caseinolytic and fibrinolytic enzyme activities, than the other samples, and had relatively higher polyphenol content and DPPH radical scavenging activity. Therefore, doenjang made with additions of black soybeans and fermented by B. subtilis SCB may have improved physiological properties, suggesting this to be a valuable method of preparation.

• 한국작물학회지
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• 제46권2호
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• pp.139-144
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• 2001

To analyze their isoflavones contents by HPLC analysis during two years on 60 collected old local traditional soybean varieties from various districts of Korea was conducted. There was a yearly variation in the seed isoflavon concentrations. The total contents on 5 isoflavones were in the range from 16.21mg/g to 25.21 mg/g and from 6.47 mg/g to 15.44 mg/g, in 1997 and 1998, respectively. Collected soybean from Gunsnsi-1(25.21 mg/g) in 1997 and from Gangjingun-3 (16.50 mg/g) in 1998 showed the highest amount of isoflavones as compared with other collected soybean varieties. The highest amount among 5 isoflavones was genistin as 48.45% and 49.73%, in 1997 and 1998, respectively, indicating the genotypic variation in seed isoflavon contents of local soybean cultivar. Our data suggest that it may be feasible for improving soybean variety with higher antioxiadtive activity and substances.

• 한국자원식물학회:학술대회논문집
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• 한국자원식물학회 1999년도 The 6th International Symposium on the Development of Anti-Cancer Resource from Plants
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• pp.110-117
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• 1999

A new lignan named as hibiscuside, (+) pinoresinol 4-O-[-glucopyranosyl (12) -rhamnoside] (1), and a known lignan, syringaresinol (2) were isolated from the root bark of Hibiscus syriacus together with two feruloyltyramines (3,4) and three known isoflavonoids (5,6,7). The structures of these compounds have been established on the basis of their NMR, Mass, UV spectra. Among these phenolic compounds,6-O-acetyl daidzin (5), 6-O- acetyl genistin (6), and 3-hydroxy daidzein (7) with IC50 values of 8.2, 10.6, and 4.1 M, respectively, significantly inhibited lipid peroxidation in rat liver microsomes Hibiscuside (1), E and Z-N-feruloyl tyramines (3,4) exhibited moderate antioxidant activity.

• Preventive Nutrition and Food Science
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• 제12권1호
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• pp.29-34
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• 2007

The production of mevinolin, a potent hypocholesterolemic drug, and the bioconversion of isoflavones were investigated in soybeans fermented with Monascus pilosus KFRI-1140. The highest yields of 2.94 mg mevinolins and 1.13 mg isoflavone aglycones per g dry weight of soybean were obtained after 20 days of fermentation. Mevinolin was present in the fermentation substrate predominantly in the hydroxycarboxylate form (open lactone, 94.8$\sim$96.7%), which is currently being used as an hypocholesterolemic agent. The significant (p<0.01) bioconversion (96.6%) of the glucoside isoflavones (daidzin, glycitin, genistin) present in the soybean to the bioactive aglycones (daidzein, glycitein, genistein), with a 15.8-fold increase of aglycones was observed. The results suggest that Monascus-fermented soybean has potential as a novel medicinal food or multifunctional food supplement.

• 대한약학회:학술대회논문집
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• 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2-2
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• pp.193.2-193.2
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• 2003

Phytochemical examination of Sophorae Fructus yielded six phenolic compounds. The structures were elucidated as genistein(1), genistin(2) and genistein 7-O-${\alpha}$- L-rhamnopyranoside(3) by phytochemical and spectral evidences. The other compounds(4, 5, 6) are understudied by 2D-NMR. Nitric Oxide and PGE$_2$ production inhibitory activities in INF-${\gamma}$, LPS stimulated RAW 264.7 cell were examined. Compound 2 and 4 showed significant nitrogen monoxide(NO) production inhibitory activity in IFN-${\gamma}$, LPS stimulated RAW 264.7 cell. (omitted)