• Title/Summary/Keyword: Isoflavonoid

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Anti-inflammatory action of soy isoflavonoid sophoricoside by inhibition on cyclooxygenase-2 and cytokines

  • Kim, Byung-Hak;Min, Kyung-Rak;Kim, Young-Soo
    • Proceedings of the PSK Conference
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    • 2003.04a
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    • pp.212.3-213
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    • 2003
  • Polyphenolic compounds including flavonoids are wide spread in the plant kingdom, and interested recently because epidemiological studies have suggested correlations between the consumption of polyphenol-rich plant foods and the prevention of chronic diseases. Soy is a main source of isoflavonoids which are high dietary intake for the oriental population. In this study, anti-inflammatory action of sophoricoside, an isoflavone glycoside isolated from immature fruits of Sophora japonica (Leguminosae family), has been demonstrated. (omitted)

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Antiinflammatory Activity of Isoflavonoids from Pueraria Radix and Biochanin A Derivatives

  • Lee, Song-Jin;Baek, Ho-Jin;Lee, Chang-Hee;Kim, Hyun-Pyo
    • Archives of Pharmacal Research
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    • v.17 no.1
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    • pp.31-35
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    • 1994
  • For comparing with flavones/flavonols, isoflavonoids isolated from Pueraria radix and chemically synthesized from biochanin A were evaluated for the antiinflammatory activity using mouse ear edema test, Isoflavonoids such as daildzein and puerarin hsowed the significant antiinflammatory activity at a dose of 2 mg/mouse, although their activity was generally less than that of flavones/flavonols. 7-O-Substitution of biochanin A was not facorable for the antiinflammatory activity.

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Glucosylation of Isoflavonoids in Engineered Escherichia coli

  • Pandey, Ramesh Prasad;Parajuli, Prakash;Koirala, Niranjan;Lee, Joo Ho;Park, Yong Il;Sohng, Jae Kyung
    • Molecules and Cells
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    • v.37 no.2
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    • pp.172-177
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    • 2014
  • A glycosyltransferase, YjiC, from Bacillus licheniformis has been used for the modification of the commercially available isoflavonoids genistein, daidzein, biochanin A and formononetin. The in vitro glycosylation reaction, using UDP-${\alpha}$-D-glucose as a donor for the glucose moiety and aforementioned four acceptor molecules, showed the prominent glycosylation at 4' and 7 hydroxyl groups, but not at the $5^{th}$ hydroxyl group of the A-ring, resulting in the production of genistein 4'-O-${\beta}$-D-glucoside, genistein 7-O-${\beta}$-D-glucoside (genistin), genistein 4',7-O-${\beta}$-D-diglucoside, biochanin A-7-O-${\beta}$-D-glucoside (sissotrin), daidzein 4'-O-${\beta}$-D-glucoside, daidzein 7-O-${\beta}$-D-glucoside (daidzin), daidzein 4', 7-O-${\beta}$-D-diglucoside, and formononetin 7-O-${\beta}$-D-glucoside (ononin). The structures of all the products were elucidated using high performance liquid chromatography-photo diode array and high resolution quadrupole time-of-flight electrospray ionization mass spectrometry (HR QTOF-ESI/MS) analysis, and were compared with commercially available standard compounds. Significantly higher bioconversion rates of all four isoflavonoids was observed in both in vitro as well as in vivo bioconversion reactions. The in vivo fermentation of the isoflavonoids by applying engineered E. coli $BL21(DE3)/{\Delta}pgi{\Delta}zwf{\Delta}ushA$ overexpressing phosphoglucomutase (pgm) and glucose 1-phosphate uridyltransferase (galU), along with YjiC, found more than 60% average conversion of $200{\mu}M$ of supplemented isoflavonoids, without any additional UDP-${\alpha}$-D-glucose added in fermentation medium, which could be very beneficial to large scale industrial production of isoflavonoid glucosides.

Effect of Arrow Root Flour on the Flow Property of Rice Flour-water System (쌀가루 수용액 계의 유동 특성에 미치는 칡 분말의 첨가 효과)

  • Lee, Shin-Young;Oh, Kun-Jun;Jung, Kwang-Seung;Park, Heung-Cho
    • Korean Journal of Food Science and Technology
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    • v.31 no.5
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    • pp.1254-1261
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    • 1999
  • The influence of addition of arrow(Pueraria hirsuta Matsum) root flour and its fractions by ultrafiltration on the flow properties of the rice flour-water systems were investigated. The flow properties of rice flour pastes during cold storage$(5^{\circ}C)$ were measured and the components from arrow root flour responsible for changes of flow properties were screened. Addition of arrow root flour significantly changed the flow properties of rice flour pastes. Permeate fractions by ultrafiltration, representing low molecular weight component fraction, significantly affected the flow property of rice flour paste stored at $5^{\circ}C$. Addition of permeate fraction to rice flour pastes rapidly decreased the consistency index, yield stress and pseudoplasticity, and showed a stability of flow property during storage suggesting the retardation of rice starch retrogradation. Permeate fractions of ultrafiltration were identified as puerarin, daidzein and daidzin known to representive isoflavonoid from arrow root.

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Monoamine Oxidase-A Inhibitors from Medicinal Plants

  • Ryu, Shi-Yong;Han, Yong-Nam;Han, Byung-Hoon
    • Archives of Pharmacal Research
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    • v.11 no.3
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    • pp.230-239
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    • 1988
  • Thirty kinds of medicinal plants were screened to examine inhibitory activities on rat brain monoamine oxidase A, using serotonin as a substrate. As active principles, various kinds of stilbenes were isolated from Veratri Rhizoma, Reynoutriae Radix and Rhei undulati Rhizoma, and several kinds of flavonoids from Sophorae Flos, Chrisanthemi Flos and Glycine max. Among the compounds isolated, resveratrol(I) strongly inhibited MAO-A competitively, and its $IC_{50}$ and Ki values were 2 ${\mu}M$ and 2.5 ${\mu}M$, respectively. Inhibitory potencies towards MAO-A of some stilbenes and flavonoids were also compared.

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Phytochemical Studies on Astragalus Root (2);Flavonoids and a Lignan

  • Lee, Eun-Ju;Yean, Min-Hye;Jung, Hye-Sil;Kim, Ju-Sun;Kang, Sam-Sik
    • Natural Product Sciences
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    • v.14 no.2
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    • pp.131-137
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    • 2008
  • From the 70% EtOH extract of the roots of Astragalus membranaceus (Leguminosae), eleven flavonoid derivatives and a lignan, were isolated and identified as liquiritigenin (1), daidzein (2), formononetin (3), sophorophenolone (4), calycosin (5), methylnissolin (6), isomucronulatol (7), isomucronulatol 7-O-glucoside (8), methylnissolin 3-O-glucoside (9), calycosin 7-O-glucoside (10), (+)-syringaresinol O-${\beta}$-D-glucoside (11), and isomucronulatol 7,2'-di-O-glucoside (12), by spectroscopic methods. This is the second report of the isoflavonoid derivatives sophorophenolone (4) and isomucronulatol 7,2'-di-O-glucoside (12) from a natural source, as well as the first report of compounds liquiritigenin (1), daidzein (2) and (+)-syringaresinol O-${\beta}$-D-glucoside (11) from the species A. membranaceus.

Isoflavonoids from the liquid media of Bacillus licheniformis (Bacillus licheniformis 배지의 Isoflavonoids)

  • 이학주;박영기;이재필;이상현;여운홍
    • Journal of Korea Foresty Energy
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    • v.20 no.2
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    • pp.28-33
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    • 2001
  • Using liquid media of Bacillus licheniformis, extraction with butanol and fractionation with n-hexane and ethyl acetate(EtOAc) were performed, From the EtOAc fraction, the isolation was also performed using chromatography. Three isoflavonoids were isolated from the liquid media of Bacillus licheniformis and identified as diadzein, genistein and genistin by Mass and NMR spectroscopic analysis.

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Minor Constituents from the Roots of Sophora flavescens

  • Kim, Ju-Sun;Han, Sang-Jun;Byun, Ji-Hye;Xu, Yong-Nan;Yoo, Sang-Woo;Kang, Sam-Sik;Son, Kun-Ho;Chang, Hyeun-Wook;Kim, Hyun-Pyo
    • Natural Product Sciences
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    • v.7 no.1
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    • pp.5-8
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    • 2001
  • Lupenone, hexadecyl ferulate, (-)-sophocarpine and three isoflavonoids such as genistein, 3'-methoxydaidzein and calycosin were isolated from the roots of Sophora flavescens.

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Effects of Isoflavonoids on Mouse Lymphocyte Proliferation In Vitro

  • Namgoong, Soon-Young;Lee, Chang-Hee;Lim, Hyun-Pyo
    • Archives of Pharmacal Research
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    • v.17 no.4
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    • pp.236-239
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    • 1994
  • The suppressive activity of isoflavonoids against lymphocyte proliferation in vitro was examined. Isoflabvonoid derivatives tested were isflavones isolated from Pueraia radix and synthesized 7-O-substituted biochanin A derivatives. The certain isoflavones such as biochanin A and 2-carbethoxybiochainin A were found to possess the suppressive activity against concanavaline A (Con A)-induced lymphocyte proliferation from mouse spleen. Against mixed lymphocyte culture reaction, biochanin A, 2-carbethoxybiochainin A, daidzein, formononetin, genistein and 7-O-isopropylbiochaninl A showed the suppressive activity at $10^{-5}$ M. However, all isoflavones tested did not show the suppressive activity against lymphocyte proliferation induced by B-cell mitogen, lipopolysaccharide (LPS). In general, isoflavones were revealed to be less active than flavones/flavonols.

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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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