• Title/Summary/Keyword: aglycone isoflavone

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Quantification of Isoflavone Malonylglucosides in Soybean Seed during Germination (콩 발아 중 isoflavone malonylglucosides의 함량 변이)

  • Lee, Ju-Won;Yi, Yoo-Jung;Lee, Ju-Hee;Jo, Min-Sik;Choi, Do-Jin;Ma, Mu-Hyun;Kim, Hong-Sik;Kim, Dae-Ok;Yun, Hong-Tae;Kim, Yong-Ho
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.63 no.3
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    • pp.239-247
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    • 2018
  • Soybean produces three major types of isoflavones, daidzein, genistein, and glycitein aglycones and their glucosides and malonylglucosides. It has been known that malonylated glucosides are rapidly converted to their corresponding aglycones due to the unstable thermolabile glucoside malonates; therefore, the analytical study of malonylated glucosides has been insufficient. In this study, we analyzed the malonylglucoside content in soybean seeds. Isoflavone analysis of three soybean cultivars revealed that 81.5~90.0% of the total isoflavones were malonylglucosides, whereas aglycones were rarely detected. Moreover, the total isoflavone content increased during a 5-day germination period where growth regulators and coumaric acid treatments tended to yield higher isoflavone content than the normal germination treatment, however the differences were not significant; notably, the isoflavone accumulation trend continued with additional germination days. The content of malonylglucoside was higher than that of other isoflavones, which was 83.7~86.6% of the total isoflavone content in seeds with a 3-day germination period. Furthermore, isoflavones were significantly accumulated in the hypocotyl of seedlings with a 5-day germination period. The content of isoflavone in the hypocotyl of the Pungsannamul-kong was 10,240 ug/g when treated with coumaric acid, which was considerably higher than that of other cultivars and treatments. Additionally, soybean seeds heated at $60^{\circ}C$ for 1 hour produced higher isoflavone content than non-heated soybean seeds. Our results show that it is possible to increase the isoflavone content in soybean seeds through various treatments.

대두제품 기능성 성분의 조리 중 변화

  • Kim, Jeong-In
    • Proceedings of the Korean Society of Food and Cookery Science Conference
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    • 2005.10a
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    • pp.46-54
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    • 2005
  • 대두에는 이소플라본(isoflavone), 콩단백질, 올리고당(oligosaccharides), 식이섬유(dietary fiber), pretense inhibitor, 사포닌(saponin), 피틴산(phytic acid), 피니톨(pinitol) 등과 같은 다양한 기능성 성분이 함유되어있다. 대두 이소플라본의 경우, boiling, steaming, roasting의 가열 방법 중 roasting이 손실을 최소화하는 가열방법이며, 대두제품 중에는 대두, natto, 두부, 두유, 된장, 고추장 순으로 함량이 감소한다. 대두나 단순대두 가공품의 경우는 glucoside의 비율이 높은 것에 비하여, natto를 제외한 발효 대두에 있어서 aglycone의 함량이 상대적으로 더 높게 나타난다. 대두 올리고당 함량(%)은 생대두분말(2.87)>대두(2.75)>두유(2.59)>두부(0.56)>natto(0.34) 순으로 높다. 생대두의 경우 상당량의 BBPI(Bowman-Birk pretense inhibitor)가 함유되어 있으나 다양한 가공, 조리 공정을 거친 대두 가공제품의 경우 대부분의 BBPI가 소실 또는 불활성화 되는 것으로 나타난다. 대두 phytate는 열과 수침에 비교적 안정하나, 발표기간이 길어지면 함량이 감소한다. 대두 피니톨은 수용성이며 열 및 산, 알칼리 조건에서 매우 안정하다. 대두는 생으로 섭취하지 않고 익혀서 먹거나, 다양한 대두제품의 형태로 섭취하므로, 생리활성을 기대하며 대두제품을 섭취할 때, 대두의 조리 및 가공 과정이 기능성 성분에 미치는 영향을 고려하는 것이 필요하다고 사료된다.

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Isoflavone, β-Glucan Content and Antioxidant Activity of Defatted Soybean Powder by Bioconversion with Lentinula edodes (표고 균사에 의한 탈지 대두박 생물전환 발효물의 이소플라본, 베타글루칸 함량 및 항산화활성)

  • Jung, Tae-Dong;Shin, Gi-Hae;Kim, Jae-Min;Choi, Sun-Il;Lee, Jin-Ha;Lee, Sang Jong;Heo, In Young;Park, Seon Ju;Oh, Sea-Kwan;Woo, Koan-Sik;Lim, Jae Kag;Lee, Ok-Hwan
    • Journal of Food Hygiene and Safety
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    • v.31 no.5
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    • pp.386-392
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    • 2016
  • This study investigated the isoflavone content, total phenol content, antioxidant activities (DPPH radical scavenging and oxygen radical absorbance capacity) and ${\beta}$-glucan content of defatted soybean extracts by bioconversion. Soybean was fermented with Lentinula edodes using submerged liquid fermentation system. Defatted soybean powder prepared by hexane (HDS; hexane defatted soybean) and ethanol (EDS; ethanol defatted soybean). The major components of non-fermented HDS (NFHDS) and EDS (NFEDS) were glucoside, such as daidzin, glycitin and genistin. During the bioconversion processing, isoflavone glucoside converted into aglycone such as daidzein, glycitein and genistein. The highest total isoflavone contents of fermented HDS (FHDS) were $2577.96{\mu}g/mL$, and the lowest total isoflavone contents of NFEDS were $428.27{\mu}g/mL$. The highest total phenol contents of fermented EDS (FEDS) was 42.34 mg GAE/g. DPPH radical scavenging and ORAC value were 31.30 to 59.92% and 247.48 to $786.36{\mu}M\;TE/g$ in non-fermented defatted soybean and fermented soybean, respectively. ${\beta}$-Glucan contents were 0.09 to 0.11% in non-fermented defatted soybean and fermented soybean, respectively. These results indicate that fermented soybean could be used as natural antioxidants for the development of functional foods.

Changes in Enzyme Activity and Physiological Functionality of Doenjang (Soybean Paste) Prepared with Extracts of Phellinus linteus (상황버섯 추출액을 이용하여 제조한 된장의 효소 활성 및 기능성의 변화)

  • Rhee, Chang-Ho;Kim, Byoung-Soo;Shin, Mi-Kyoung;Woo, Cheol-Joo;Kim, Jung-Hee;Kwon, Ki-Young;Park, Heui-Dong
    • Food Science and Preservation
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    • v.15 no.5
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    • pp.736-742
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    • 2008
  • To evaluate changes in functional characteristics of traditional Doenjang during aging, Doenjang was prepared using an extract of Phellinus linteus (Phellinus extract). Control Doenjang was aged without the extract. The protease activity of Doenjang prepared with Phellinus extract was 3.15 units/mL. Tyrosinase and acetylcholinesterase inhibition activities were 45.78% and 55.18% of control, respectively, in the treated sample. When Salmonella enterica serovar Typhimurium TA100 was used as a reporter strain, antimutagenic activities against the mutagens MNNG and NPD were 90.42% and 82.57% of control values in the treated sample. When S. enterica serovar Typhimurium TA98 was used, antimutagenic activities were 60.28% and 50.33% of control, respectively. Hydrogen-donating activity was 86.65% in the treated sample, which was higher than that of the control (61.69%). Daidzin (an isoflavon glucoside) levels in Doenjang prepared with Phellinus extract were higher, by 35.49 mg/kg, than the control, whereas genistin was not detected in either group. Daidzin and genistin aglycone levels were 263.01 mg/kg and 262.60 mg/kg in the control and test groups, respectively.

Statistical optimization of culture media contained soy proteins and hypocotyl for the growth of Bifidobacterium lactis BL 740 and production of soy isoflavone aglycones (대두 단백질 및 배아를 이용한 Bifidobacterium lactis BL740의 균체성장 및 이소플라본 비배당체 생산를 위한 통계적 배지 최적화)

  • Lee, Choong-Young;Lee, Yoon-Bok;Lee, Keun-Ha;Park, Myeong-Soo;Hwang, Seock-Yeon;Hong, Seung-Bok;Yoo, Yung-Choon;Yu, Byung-Yeon;Kim, Chung-Ho
    • Journal of Applied Biological Chemistry
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    • v.53 no.3
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    • pp.126-131
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    • 2010
  • In order to maximize the growth of Bifidobacterium lactis BL 740 and soy isoflavone agycones production, we investigated the optimization of a culture medium containing soy hypocotyls, which are the byproducts of the soy manufacturing process, and soy proteins. The ingredients of the medium containing soy materials (S-medium) were selected by fractional factorial design (FFD) and central composite design (CCD) within a desirable range. The FFD was applied by six factors: glucose, cellobiose, fructooligosaccharide, soy peptone, soy protein, and soy hypocotyl. Soy protein, soy peptone, and soy hypocotyl were found to be significant factors from the result of FFD for both the growth of B. lactis BL 740 and aglycone production. The CCD was then applied with three variables found from FFD at five levels each and the optimum values were determined for the three variables: soy peptone, soy protein, and soy hypocotyl. In the case of the growth of B. lactics BL740, the proposed optimal media contained 12.73 g/L of soy protein, 29.55 g/L of soy peptone, and 130.67 g/L of soy hypocotyl. To produce isoflavone aglycones, optimized media was composed of 2.06 g/L, soy protein, 1.25 g/L of soy peptone, and 60.02 g/L of soy hypocotyl.

Quality Characteristics and Composition Profile of Traditional Doenjang and Manufactured Doenjang during Storage Time (저장기간에 따른 전통된장과 개량식된장의 이화학적 특성, 기능성분 및 대사체 분석)

  • Kang, Hee-Joo;Kim, Jin-Hee;Kim, Ri-Rang;Kim, Kang Sung;Hong, Sang-Phi;Kim, Min-Jung;Yang, Hye Jeong
    • The Korean Journal of Food And Nutrition
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    • v.29 no.5
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    • pp.785-794
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    • 2016
  • This research was conducted to evaluate quality changes in traditional Doenjang and manufactured Doenjang during a storage period of 8 weeks. Low-salt Doenjang and commercial Doenjang were purchased from different manufacturers and proximate analysis as well as changes in isoflavone, polyphenol, flavonoid contents of the samples were investigated using a mass spectrophotometer. The salinity of traditional Doenjang, low salt Doenjang, and commercial Doenjang were $13.2{\pm}1.15$, $7.17{\pm}2.74$, $10.67{\pm}0.35%$, respectively and the salt concentrations of the soybean pastes did not change during storage. After 8 weeks at $35^{\circ}C$, chromatic values of all the paste samples decreased somewhat, with traditional Doenjang exhibiting fewer changes as compared to manufactured Doenjang. Amino acid nitrogen, acidity, microbial population all tended to increase with time, although some samples showed fluctuations during the test period. Moreover, the total isoflavone contents of traditional Doenjang increased with storage time while that of manufactured Doenjang tended to decrease. The isoflavone aglycone was shown to be the highest in traditional Doenjang, while isoflavone glycoside was abundant in manufactured Doenjang. Total flavonoid contents showed similar trends regardless of samples; initial contents of total flavonoid was 0.6 mg/g which increased to more than twice to 1.4 mg/g at the end of storage period. Composition profile of Doenjang extracts was analyzed using UPLC-Q-ToF.

Quality Characteristics of Bread Added with Germinated Soybean Powder (발아콩가루를 첨가한 식빵의 품질 특성)

  • Jung, Jin-Young;Kim, Woo-Jung;Chung, Hai-Jung
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.35 no.9
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    • pp.1260-1266
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    • 2006
  • Bread was prepared with five different levels of germinated soybean powder (0%, 4%, 8%, 12% and 16%) and the quality characteristics were investigated. Moisture content decreased, while protein, fat and ash content increased with increasing germinated soybean powder content. Addition of germinated soybean powder increased the weight, but decreased the height, volume and specific loaf volume of bread. The incorporation of germinated soybean powder lowered the lightness and yellowness of bread crust. Textural profile analysis showed that hardness, springiness, gumminess and brittleness increased with the increase of germinated soybean powder level, but no significant differences were observed in cohesiveness. Total isoflavone contents of bread increased after baking, and the increase of aglycones was particularly noted. From the results of sensory evaluation, recommended addition level for germinated soybean powder was considered to be 8% or less.

Physiological activity and efficacy of cosmetic products in bio-converted soybean embryo extract (생물전환 콩 배아추출물의 생리활성 및 화장품의 효능 연구)

  • Min, Kyung-Nam;Lee, Gun-Hee;Park, Sung-Jin;Choe, Tae-Boo
    • Journal of the Korea Convergence Society
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    • v.10 no.3
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    • pp.211-220
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    • 2019
  • This study was to investigate the physiological activities of bioconversion soybean embryo extract and the effects of sleeping pack containing extract on skin. The aglycone isoflavones of the soybean embryo extract bioconversed with pectinase were identified by HPLC. in vitro tests showed that they were non-toxic, anti-inflammatory, anti-melanin and anti-aging activity. After 4 weeks of human body application with the sleeping pack using extract, the skin surface roughness and eye wrinkles were so improved by low stimulation that the sleeping pack containing bioconversion soybean embryo extract has a positive effect on the skin. We confirmed that the bioconversion soybean embryo extract was effective in enhancing the physiological activity and was useful as a cosmetic material of various formulations.

Hydrolysis of Isoflavone Glucosides in Soymilk Fermented with Single or Mixed Cultures of Lactobacillus paraplantarum KM, Weissella sp. 33, and Enterococcus faecium 35 Isolated from Humans

  • Chun, Ji-Yeon;Jeong, Woo-Ju;Kim, Jong-Sang;Lim, Jin-Kyu;Park, Cheon-Seok;Kwon, Dae-Young;Choi, In-Duck;Kim, Jeong-Hwan
    • Journal of Microbiology and Biotechnology
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    • v.18 no.3
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    • pp.573-578
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    • 2008
  • Lactobacillus paraplantarum KM (Lp), Weissella sp. 33 (Ws), and Enterococcus faecium 35 (Ef) were used in single (Lp, Ws, Ef) or mixed cultures (Lp+Ws, Lp+Ef, Ws+Ef) for soy milk fermentation ($37^{\circ}C$, 12 h). After 12 h, the cell numbers, pH, and TA of soymilk were $7.4{\times}10^8-6.0{\times}10^9CFU/ml$, 3.8-4.5, and 0.59-0.70%, respectively. Changes in the contents of glycitin and genistin in soymilk fermented with Ef were not significant. The contents of isoflavone glucosides in soymilk fermented with the other cultures decreased significantly with an increase of aglycone contents (p<0.05). It corresponded well with a sharp increase in ${\beta}$-glucosidase activity during fermentation. About 92-100% of the daidzin and 98-100% of the genistin in soymilk were converted to corresponding aglycones by Lp, Ws, or Lp+Ef within 12 h.

Influence of Isoflavone Intake and Equol-producing Intestinal Flora on Prostate Cancer Risk

  • Sugiyama, Yukiko;Masumori, Naoya;Fukuta, Fumimasa;Yoneta, Akihiro;Hida, Tokimasa;Yamashita, Toshiharu;Minatoya, Machiko;Nagata, Yoshie;Mori, Mitsuru;Tsuji, Hirokazu;Akaza, Hideyuki;Tsukamoto, Taiji
    • Asian Pacific Journal of Cancer Prevention
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    • v.14 no.1
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    • pp.1-4
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    • 2013
  • Background: The age-adjusted incidence rate of prostate cancer (PCa) has been reported to be lower among Asians than Western populations. A traditional Japanese meal, high in soybean products or isoflavones, may be associated with a decreased risk of PCa. Equol, which is converted from daidzein by human intestinal flora, is biologically more active than any other isoflavone aglycone. Materials and Methods: We reviewed not only recent epidemiological studies on association of isoflavones with PCa risk, but also recent research on human intestinal bacteria responsible for converting daidzein into equol. Studies were systematically searched from the database published within the last 5 years of from 2008-2012. Results: Five out of 6 articles showed significant association of isoflavones with a decreased risk of PCa, and two of them consistently showed that equol-producers carry a significantly reduced risk of PCa. Furthermore, 5 human intestinal bacteria that can convert daidzein into equol were identified in the last 5 years. Conclusions: If equol can reduce risk of PCa, a possible strategy for reducing the risk of PCa may be to increase the proportion of equol-producers by changing the intestinal flora to carrying an equol-producing bacterium with dietary alteration or probiotic technology.