• Title/Summary/Keyword: glycitein

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Antioxidative and Cytoprotective Effects of Isoflavones Isolated from Pueraria thunbergiana Flowers (갈화에서 분리한 이소플라본의 항산화 및 세포보호효과)

  • 이경태;손일철;공은아;김동현;최승기;최종원;박희준
    • YAKHAK HOEJI
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    • v.43 no.6
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    • pp.736-742
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    • 1999
  • Antioxidative and cytoprotective effects of tectorigenin and glycitein isolated from the pueraria thunbergiana and its derivative, genistein, were determined. Among these three compounds, tectorigenin and glycitein bearing 6-methoxyl groups in both isoflavones showed significant free radical scavenging activities on 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical and xanthine/xanthine oxidase (XOD) generating superoxide anion radical. Tectorigenin only showed a slight inhibitory effect on XOD. We further studied the inhibitory effects of these isoflavones on the lipid peroxidation in rat liver microsomes induced by enzymatic and non-enzymatic methods. Each of them exhibited inhibitory effect on both ascorbic $acid/Fe^{2+}-{\;}and{\;}ADP/NADPH/Fe^{+3}-induced$ lipid peroxidation. Moreover, tectorigenin exhibited the highest protection of hydrogen peroxide damage on HepG2 and Vero cells among the three isoflavones, in the cytoprotective assay. It was suggested that the pattern of antioxidative and cytoprotective effect of isoflavones could be crucially by the aromatic substitution of oxygen-containing groups.

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Isoflavone, Phytic Acid and Oligosaccharide Contents of Domestic and Imported Soybean Cultivars in Korea (국내산 콩과 수입콩의 Isoflavone, Phytic Acid 및 Oligosaccharides 함량)

  • 류승현;김성란;김경탁;김성수
    • The Korean Journal of Food And Nutrition
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    • v.17 no.2
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    • pp.229-235
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    • 2004
  • Chemical composition, total dietary fiber(TDF), oligosaccharide, isoflavone and phytic acid contents of seven domestic and three imported soybean cultivars were determined. TDF contents were ranged from 16.83 to 21.71%(w/w) without remarkable differences among soybean cultivars. Phytic acid contents of domestic cultivars such as Geomjongkong 1 (3.02%) and Dawonkong (2.92%) were higher than imported ones such as Canadian (2.07%) and American (2.22%) soybeans for soybean sprout and US No. 1 (2.16%). The phytic acid contents of cotyledon parts were 1.5 to 2 times higher than those of hypocotyl parts. Isoflavone contents in whole seed were wide ranged from 371 to 2,398 $\mu\textrm{g}$/g among cultivars and it were existed mainly as glucoside isomers. Profiles of isoflavone aglycones were composed of 52% genistein, 36% daidzein and 11% glycitein. Hwanggumkong, Dawonkong, Geomjongkong 1 and American soybean for sprout contained lower isoflavone than others. Hypocotyl parts of soybeans contained from 6120.1 to 16921.1 $\mu\textrm{g}$/g isoflavone with ratio of 48% glycitein, 35% daidzein and 10% genistein. Isoflavone contents of cotyledon parts were ranged 375-2393 $\mu\textrm{g}$/g, composition of which had no glycitein, 55% genistein and 38% daidzein. Oligosaccharide contents were similar among cultivars. Stachyose of 3.0-3.9%, raffinose of 0.8-1.2%, sucrose of 4.5-7.8% and fructose of 0.3-0.8% were determined.

Effects of Color Differentiation and Seed Size of Soybean on Isoflavone Concentration in Soybean (콩의 색차와 종자크기에 따른 종실의 isoflavone 함량변이)

  • Cho, Y.S.;Song, J.;Koo, B.C.;Seo, J.H.;Kim, S.D.;Choi, I.S.;Shin, J.C.;Yang, W.H.;Ha, T.J.
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.52 no.4
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    • pp.359-362
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    • 2007
  • Isoflavone concentration(daidzein, glycitein, and genistein) of soybean(Taekwangkong and Sowonkong) were analyzed for studying the relationship between seed size and isoflavone concentration and seed coat color and isoflavone concentration. The isoflavone concentration was the greatest in daidzein then followed by genistein, however glycitein was the smallist of all. The isoflavone concentration was increased with the increasing of the ripening degree and seed size.

Chemical Structure of Bioactive lsoflavonoids from the Flowers of Pueraria lobata (Flos Puerariae) (길화의 생물활성 이소플라보노이드류의 화학구조)

  • Cho, Yong-Jin;Jeong, Dong-Youn;Choi, Hong-Dae;Park, Jong-Hee;Son, Byeng-Wha
    • Korean Journal of Pharmacognosy
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    • v.29 no.3
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    • pp.193-197
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    • 1998
  • Two isoflavonoids were isolated from the flowers of Pueraria lobata (Flos puerariae) guided initially fractionation based on brine shrimp lethality assay. The structures were identified as 4',5,7-trihydroxy-6-methoxyisoflavone (tectorigenin) and 4',7-dihydroxy-6-methoxyisoflavone (glycitein), respectively, on the basis of their spectroscopic and physicochemical evidences.

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Changes in Isoflavone Contents during Maturation of Soybean Seed

  • Yi, Mi-Ae;Kwon, Tai-Wan;Kim, Jong-Sang
    • Preventive Nutrition and Food Science
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    • v.2 no.3
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    • pp.255-258
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    • 1997
  • Isoflavones are associated with prevention of chronic diseases such as cancer, osteoporosis, and hypercholesterolemia. The isoflavone contents at different development stages of soybean were anayzed to examine the period of their formation and reaching maximum level. Soybean sedds have been collected from 13th to 21st week after sowing. Total daidzein and genistein contents increased from 115 and 37mg/kg at 13th week, to 795 and 699mg/kg at 21st week, respectively. Total glycitein content showed less remarkable change during seed development than other isoflavones. Thus mature soybean may have maximum preventive effect from chronic diseases since it contains the highest level of isoflavones.

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Biotransformation of Free Isoflavones by Bacillus Species Isolated from Traditional Cheonggukjang

  • Lim, Ji-Sun;Jang, Chan-Ho;Lee, In-Ae;Kim, Hyo-Jung;Lee, Choong-Hwan;Kim, Jeong-Hwan;Park, Chun-Seok;Kwon, Dae-Young;Lim, Jin-Kyu;Hwang, Young-Hyun;Kim, Jong-Sang
    • Food Science and Biotechnology
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    • v.18 no.4
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    • pp.1046-1050
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    • 2009
  • Our previous study showed that isoflavone profile of soybean undergoes a significant change during cheonggukjang preparation. In particular, the content of metabolite(s) with similar retention time to glycitein under the high performance liquid chromatography (HPLC) condition was significantly increased while the levels of genistein and its derivatives were notably lowered. Therefore, we hypothesized that genistein and its derivatives might be converted to genistein glucosides with similar elution time to glycitein. Our current data suggest that genistein and its derivatives are extensively metabolized into various compounds including genistein glycosides, but not glycitein or its derivatives, by Bacillus species isolated from traditional cheonggukjang. Some of daidzein was also converted into a derivative with shorter retention time by Bacillus amyloliquefaciens 51 and 86-1 but not by Bacillus subtilis 3-5 and 3-17. As metabolism of soy isoflavones, major health-promoting components in soy products, is widely variable depending upon Bacillus species, it is essential to select microorganism that minimizes the breakdown or modification of soy isoflavones in the process of fermented soy product manufacture.

Isoflavone Content and its Relationship with Other Seed Quality Traits of Soybean Cultivars Collected in South Korea

  • Kim, Sun-Lim;Chi, Hee-Youn;Kim, Jung-Tae;Lee, Yeong-Ho;Park, Nam-Kyu;Son, Jong-Rok;Kim, Si-Ju
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.51 no.1
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    • pp.81-88
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    • 2006
  • The 117 soybean cultivars were collected from nine provinces in Korea, and various seed quality traits along with isoflavone contents were evaluated to elucidate their relationship. The 100-seed weight of the black soybean (31.2 g) was significantly higher (p<0.05) than yellow soybeans (28.6 g). The composition of genistein, daidzein, and glycitein accounted for 75.8, 22.8, and 1.4 % of total isoflavone in yellow soybean cultivars, while their compositions in black soybeans were 58.5, 39.7, and 1.8%, respectively. The mean contents of total isoflavone in yellow and black soybean were $l,561.6{\mu}g\;g^{-1}\;and\;l,018.3{\mu}g\;g^{-1}$. The isofalvone content showed significant variation among cultivars when classified by the seed size. In the yellow soybeans, total isoflavone content was higher in small size soybean cultivars $(1,776.0{\mu}g\;g^{-1})$ and medium size soybean cultivars $(1,714.3{\mu}g\;g^{-1})$ compared to large size ones $(1,518.5{\mu}g\;g^{-1})$. Genistein content was proved as the major factor determining the relationship between isoflavone content and 100-seed weights (r =-0.206*). Daidzein and glycitein, however, showed no significant relationship with the 100-seed weights. Isoflavone content was not significantly correlated with color parameters L (lightness) and a (redness) values, but color parameter b (yellowness) was positively correlated with glycitein (r=0.264*) in the yellow soybeans, while its negative correlation between daidzein (r=-0.245*) and total isoflavone (r=-0.256*) were observed in black soybeans. However, these findings suggested that the seed color value may not serve as an effective parameter for estimating the isoflavone intensity of the soybeans. Variation of protein and lipid contents between yellow soybeans (n=58) and black soybeans (n=59) was relatively stable, however, protein and lipid contents have no significant relationship with isoflavone content.

Potent Antimutagenic and Their Anti-Lipid Peroxidative Effect of Kaikasaponin III and Tectorigenin from the Flower of Puer-aria thunbergiana

  • Park, Kun-Young;Jung, Geun-Ok;Choi, Jong-Won;Lee, Kyung-Tae;Park, Hee-Juhn
    • Archives of Pharmacal Research
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    • v.25 no.3
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    • pp.320-324
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    • 2002
  • The MeOH extract of Pueraria thunbergiana (Leguminosae) flowers and its fractions were subjected to Ames test to test the antimutagenicity. EtOAc fraction (1 mg/plate) decreased the number of revertants of Salmonella typhymurium TA100 by 95% against aflatoxin $B_1{\;}(AFB_1)$. Phytochemical isolation of the EtOAc fraction afforded four isoflavonoids (tectorigenin, glycitein, tectoridin and glycitin) and one saponin (kaikasaponin III). Though the three isoflavonoids other than tectoridin showed significant antimutagenicity, the activity of kaikasaponin III was the most potent. Kaikasaponin III (1 mg/plate) decreased the number of revertants of S. typhymurium TA 100 by 99% against $AFB_1$ but by 75% against N-methyl-N'-nitro-N-nitrosoguanidine (MNNG). Tectorigenin (1 mg/plate) inhibited the $AFB_1$-induced mutagenicity by 90% and MNNG-induced one by 76%. Glycitein and glycitin were less active than tectorigenin and kaikasaponin III. This result suggested that kaikasponin III prevents the metabolic activation of $AFB_1$ and scavenge electrophilic intermediate capable of mutation. The two components with potent activities, tectorigenin and kaikasaonin III, significantly prevented the malondialdehyde formation caused by bromobenzene in the rat.

Seed Quality of Soybean Produced from Upland and Drained-Paddy Field

  • Kim Sun-Lim;Park Keum-Yong;Lee Yeong-Ho;Ryu Yong-Hwan
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.49 no.4
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    • pp.309-315
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    • 2004
  • This study was carried out to evaluate the seed quality of soybeans produced from upland and drained-paddy fields. Soybeans from drained-paddy field showed significantly higher in the 100 seeds weight and greater in the size of seed length than those from upland fields. However, there are no significant differences in seed width and thickness between upland and paddy fields. In case of Hunter's color value, the lightness (L) was significantly higher in the upland soybeans, but the a (redness) and b (yellowness) values were higher in the drained-paddy field soybeans. Seed appearance of drained-paddy field was poor than that of upland field. Soybeans produced from the drained-paddy field showed higher protein content, whereas, lipid and ash contents were higher in the upland field. Soybeans from upland field had lower contents of total amino acids compared to drained-paddy fields. No statistical differences were found in palmitic, linoleic, and linolenic, but stearic, oleic, saturated fatty acids (SFA), and unsaturated fatty acids (USFA) showed significant differences between soybean seeds from upland and drained-paddy fields. Genistein content was higher in the drained-paddy fields, while daidzein and glycitein contents were higher in the upland fields. This result suggested that the soil condition of drained-paddy field is more favorable to synthesis genistein than daidzein and glycitein.

Determination of Physicochemical Properties and Pharmacokinetic Profiles of Soybean Extracts

  • Jung, Hyun-Chan;You, Sung-Kyun;Kwon, Sun-Kyu;Hwang, Ji-Sook;Cho, Cheong-Weon
    • Journal of Pharmaceutical Investigation
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    • v.40 no.6
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    • pp.347-351
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    • 2010
  • Isoflavones have received much attention because of their health-related and clinical benefits such as estrogenic and anti-oxidative activities as well as triggering of natural killer cell activity. However, there are few publications reporting the pharmacokinetic profiles together with physicochemical properties of main isoflavones. Therefore, the pharmacokinetic parameters of main aglycones, daidzein, glycitein and genistein after oral administration of soybean extracts were investigated and the physicochemical properties of soybean extracts were characterized. It was observed that angle of repose was $46^{\circ}$ and tap density, bulk density and porosity were 10.12, 4.3 and $0.86\;g/cm^3$ and the mean $AUC_{last}$ of daidzein, glycitein and genistein was $11.376\;{\mu}g{\cdot}h/mL$, $3.045\;{\mu}g{\cdot}h/mL$ and $0.825\;{\mu}g{\cdot}h/mL$, respectively. Cell viability was 60% at a concentration of 10 mg/mL. Taken together, it was suggested that isoflavones were contained in the soybean products and had an antioxidant activity and this study would be the basis to control the quality of soybean products and study of the bioequivalence between soybean products in future.