• Title/Summary/Keyword: flavanone

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Studies on Biological Activity of Wood Extractives(VI) - Flavonoids in heartwood of Prunus sargentii - (수목추출물의 생리활성에 관한 연구(VI) - 산벚나무 심재의 Flavonoids -)

  • Lee, Hak-Ju;Lee, Sung-Suk;Choi, Don-Ha;Kato, Atsushi
    • Journal of the Korean Wood Science and Technology
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    • v.29 no.2
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    • pp.133-139
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    • 2001
  • The structures of six flavonoids isolated from heartwood of Prunus sargentii(Rosaceae) were analyzed by Mass and NMR spectrometry. These flavonoids were grouped into dihydroflavonol, flavanone, and flavanone glycoside, and identified as follows : 3,3',4',5,7-pentahydroxyflavanone(taxifolin) as a dihydroflavonol, 5-hydroxy-7-methoxyflavanone(pinostrobin), 4',5,7-trihydroxyflavanone(naringenin), 3',4',5,7-tetrahydroxyflavanone(eriodictyol), 5,7-dihydroxyflavanone(pinoccmbrin) as a flavanone and 7-hydroxyflavanone 5-O-${\beta}$-D-glucopyranoside(verecundin) as a flavanone glycoside.

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Efficacy of flavanone as a treatment for pulmonary fibrosis (Flavanone의 폐섬유증 치료물질로의 유용성)

  • Hee Young Kim;Hyerin Jeong;Young Mee Kim;Moonjae Cho
    • Journal of Applied Biological Chemistry
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    • v.65 no.4
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    • pp.357-365
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    • 2022
  • We examined the lung anti-fibrotic properties of flavanones and flavones, which are flavonoid compounds, in bleomycin- and TGF-β1-stimulated A549 cells. Taken together, treatment with Bleomycin and TGF-β1 increased intracellular ROS by increasing the expression of various NOX families in A549 cells; further, the increased ROS levels resulted in increased fibrosis markers and induced pulmonary fibrosis. Flavonoid treatment has been demonstrated to alleviate or inhibit pulmonary fibrosis by modulating Smad-dependent and -non-dependent TGF-β mechanisms by modulating intracellular NOX expression.

Flavanone 3β-Hydroxylases from Rice: Key Enzymes for Favonol and Anthocyanin Biosynthesis

  • Kim, Jeong Ho;Lee, Yoon Jung;Kim, Bong Gyu;Lim, Yoongho;Ahn, Joong-Hoon
    • Molecules and Cells
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    • v.25 no.2
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    • pp.312-316
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    • 2008
  • Flavanone $3{\beta}$-hydroxylases (F3H) are key enzymes in the synthesis of flavonol and anthocyanin. In this study, three F3H cDNAs from Oryza sativa (OsF3H-1 ~3) were cloned by RT-PCR and expressed in E. coli as gluthatione S-transferase (GST) fusion proteins. The purified recombinant OsF3Hs used flavanone, naringenin and eriodictyol as substrates. The reaction products with naringen and eriodictyol were determined by nuclear magnetic resonance spectroscopy to be dihydrokaempferol and taxifolin, respectively. OsF3H-1 had the highest enzymatic activity whereas the overall expression of OsF3H-2 was highest in all tissues except seeds. Flavanone $3{\beta}$-hydroxylase could be a useful target for flavonoid metabolic engineering in rice.

Analysis of Chalcone Synthase and Flavanone 3-Hydroxylase Activity in Lilium Cultivars (Lilium품종의 Chalcone Synthase와 Flavanone 3-Hydroxylase 효소학적 분석)

  • Yu, Sun-Nam
    • Korean Journal of Breeding Science
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    • v.40 no.4
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    • pp.422-429
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    • 2008
  • In this work, we analyzed the activity of control enzymes of flower color biosynthesis, chalcone synthase (CHS) and flavanone 3-hydroxylase (FHT) using biochemical and enzymological methods in Lilium longiflorum and 11 Lilium cultivars. The results obtained are as follows ; Naringenin (NAR) was synthesized in all Lilium cultivars tested by the catalytic activity of CHS which used malonyl-CoA and 4-coumaryol-CoA as substrates. Substrate-specific activity of CHS was observed because eridictiol (ERI), which uses caffeoyl-CoA as a substrate, was not detected in tested cultivars. In next step, dihydroflavone product was synthesized by FHT using flavanones as a substrate. FHT synthesized dihydrokaempferol (DHK) by using NAR as substrates. A remarkable activity of FHT was observed in other 11 cultivars.

Flavanone Glycoside from the Fruits of Chaenomeles sinensis

  • Kim, Ho-Kyoung;Jeon, Won-Kyung;Ko, Byoung-Seob
    • Natural Product Sciences
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    • v.6 no.2
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    • pp.79-81
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    • 2000
  • Investigation of the fruits of Chaenomeles sinensis (Rosaceae) resulted in the isolation of a minor flavonoid. The structure of flavanone glycoside was determined to be as $2-hydroxynaringenin-7-O-{\beta}-glucoside$ on the basis of FAB-MS and spectral evidence, especially by 2D-NMR $(^1H-^1H\;COSY,\;HMQC,\;HMBC\;and\;NOESY)$.

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Structural Identification of Robinia pseudacacia L. Flavonoids for Wood Adhesive Formulation (목재(木材) 접착제(接着劑) 제조(製造)를 위한 아까시나무 타닌의 구조규명(構造糾明))

  • Bae, Young-Soo
    • Journal of the Korean Wood Science and Technology
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    • v.20 no.1
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    • pp.79-85
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    • 1992
  • 아까시나무로부터 두종류의 flavanone인 7, 3', 4' - trihydroxy flavanone과 3, 7, 3', 4', 5' - pentahydroxy flavanonol이 단리되어 $^{13}C$ NMR에 의해 구조가 규명되었다. flavanone은 resorcinol A-ring과 Catechol B-ring으로, flavanonol은 resorcinol A-ring 및 pyrogallol B-ring으로 구성되고 있다.

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Studies on Biological Activity of Wood Extractives(XII) - Antimicrobial and Antioxidative Activities of Extractives from the Heartwood of Prunus Sargentii (2) - (수목추출물의 생리활성에 관한 연구(XII) - 산벚나무 심재 추출성분의 항균 및 항산화활성(2) -)

  • Lee, Hak-Ju;Lee, Sung-Suk;Choi, Don-Ha
    • Journal of the Korean Wood Science and Technology
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    • v.31 no.4
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    • pp.16-23
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    • 2003
  • Four flavonoids were isolated from the heartwood of Prunus sargentii. The structures were identified by NMR spectroscopic analysis: prunetin as isoflavone, angophorol, and sakuranetin as flavanone, and isosakuranin as flavanone glycoside. However, these compounds indicated low antifungal and antioxidative activities. In this regard, it could suggest that high antifungal and antioxidative activities of extractives of P. sargentii have no ralationship with these compounds.

Accumulation of Flavonols in Response to Ultraviolet-B Irradiation in Soybean Is Related to Induction of Flavanone 3-β-Hydroxylase and Flavonol Synthase

  • Kim, Bong Gyu;Kim, Jeong Ho;Kim, Jiyoung;Lee, Choonghwan;Ahn, Joong-Hoon
    • Molecules and Cells
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    • v.25 no.2
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    • pp.247-252
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    • 2008
  • There are several branch points in the flavonoid synthesis pathway starting from chalcone. Among them, the hydroxylation of flavanone is a key step leading to flavonol and anthocyanin. The flavanone 3-${\beta}$-hydroxylase (GmF3H) gene was cloned from soybean (Glycine max cultivar Sinpaldal) and shown to convert eriodictyol and naringenin into taxifolin and dihydrokaempferol, respectively. The major flavonoids in this soybean cultivar were found by LC-MS/MS to be kamepferol O-triglycosides and O-diglycosides. Expression of GmF3H and flavonol synthase (GmFLS) was induced by ultraviolet-B (UV-B) irradiation and their expression stimulated accumulation of kaempferol glycones. Thus, GmF3H and GmFLS appear to be key enzymes in the biosynthesis of the UV-protectant, kaempferol.

Flavonoids from Spatholobus Suberectus

  • Yoon, Jeong-Seon;Sung, Sang-Hyun;Park, Jong-Hee;Kim, Young-Choong
    • Archives of Pharmacal Research
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    • v.27 no.6
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    • pp.589-593
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    • 2004
  • Two pterocarpans [(6aR,11aR)-maackiain, (6aR,11aR)-medicarpin], one flavanone [(2S)-7-hydroxy-G-methoxy-flavanone], one isoflavan (sativan) and two isoflavones (pseudobaptigenin, genistein) were isolated from the Spatholobus suberectus (Leguminosae). Their chemical structures were determined by comparison of their spectroscopic parameters of CD, ElMS, 1D-NMR and 2D-NMR with those reported in the literatures. All of these compounds are reported for the first time from this plant through the present study.