• Title/Summary/Keyword: 3-Methoxyflavones

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Simultaneous determination of methoxyflavones in selected Korean thistles

  • Rodriguez, Joyce P.;Quilantang, Norman G.;Lee, Ju Sung;Park, Jun Yeon;Shim, Jae Suk;Kang, Ki Sung;Cho, Eun Ju;Geraldino, Paul John L.;Lee, Sanghyun
    • Journal of Applied Biological Chemistry
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    • v.61 no.3
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    • pp.227-232
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    • 2018
  • Simultaneous determination of three methoxyflavones, namely, cirsimarin (1), hispidulin (2), and cirsimaritin (3) in selected Korean thistles was performed via reversed-phase high performance liquid chromatography system. Compound 1 was present in all the thistle species examined, whereas 2 and 3 were only detected in Cirsium japonicum and C. japonicum var. maackii (CJM). The concentration of compounds 1-3 in CJM varied according to the time of harvest. Plants collected in the spring (CJMS) and fall (CJMF) had the highest contents of 3 and 1, respectively. A lower content of 2 was observed in CJMF than in CJMS. This indicates that seasonal variation affects the flavonoid content of CJM. The results of this study show that CJM is an excellent source of compounds 1-3 and it can potentially be cultivated for industrial and pharmaceutical applications involving these compounds.

Anti-allergic Components from the Peels of Citrus nushiu

  • Kim, Dae-Keun;Lee, Ki-Taek;Eun, Jae-Soon;Zee, Ok-Pyo;Lim, Jong-Pil;Eum, Sang-Sup;Kim, Sang-Hyun;Shin, Tae-Yong
    • Archives of Pharmacal Research
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    • v.22 no.6
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    • pp.642-645
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    • 1999
  • In a bioassay-guided search for anti-allergic compounds from higher plants of Korea, poly-methoxyflavones, 3',4',5,6,7,8-hexamethoxyflavone (I), 5-hydroxy-3',4',6,7,8-pentamethoxyflavone (II) and 3',4',5,7,8-pentamethoxyflavone (III) have been isolated from the immature peels of Citrus unshiu. Structures of these compounds were elucidated on the basis of spectroscopic techniques. Compounds I and II inhibited dose-dependent histamine release from the rat peritoneal mast cells activated by compound 48/80 or anti-DNP IgE.

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Synthesis and Inhibitory Activity against COX-2 Catalyzed Prostaglandin Production of Flavone Analogs

  • Tran, Thanh-Dao;Chi, Yeon-Sook;Kim, Jeong-Soo;Kim, Hyun-Pyo;Kim, Sang-Hee;Park, Hae-Il
    • Proceedings of the PSK Conference
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    • 2003.04a
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    • pp.235.2-235.2
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    • 2003
  • To decipher the structure-activity relationships of flavones for the inhibition of cyclooxygenase-2 catalyzed prostaglandin production, we synthesized 7-methxoyflavones, 7-hydroxyflavones, 5-methxoyflavones, 5-hydroxyflavones and flavones without any phenol group on A ring. Methoxyflavones were prepared from 2.6- and 2,4-dihydroxyacetophenones in 3 steps. Most of the methxoyflavones were converted to the corresponding hydroxyflavones by the reaction with BBr3 in good yields. (omitted)

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Antimutagenic Activities of 24 Synthetic Flavones with The Salmonella Microsomal Assay

  • Laget, M.;De Meo, M.;Wallet, J.C.;Gaydou, E.M.;Guiraud, H.;Dumenil, G.
    • Archives of Pharmacal Research
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    • v.18 no.6
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    • pp.415-422
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    • 1995
  • Twenty-four flavones were synthesized with various hydroxyl and/or methoxyl groups on A and B rings. Their antimutagenic properties were evaluated against ben:w(a)pyrene (BaP) and a pool of mutagenic urine concentrate (U) using a modified liquid incubation method of Ames test. The tester strain was Salmonella typhimurium TA98+S9 Mix. The antimutagenic activities were calculated by non linear regression analysis and the doses of flavones (in nmoles) required for a 50% reduction of induced revertants with BaP and U were defined as the inhibition doses (TEX>$ID_{508}{\;}and{\;}ID_{508}$ respectively). Seventeen flavones possessed significant antimutagenic activity against BaP. $ID_{508}$ ranged from 15.1 nmoles (F22) to 1000.6 nmoles (F13). Eighteen f1avones showed significant antimutagenic activity against U. $ID_{50U}$ ranged from 23.5 nmoles (F22) to 354.6 nmoles (F3). The 2',3',4'-trihydroxyflavone (F22, $ID_{508}=15.1$ nmoles, $ID_{50U}=23.5$ nmoles) and the 2',3',4',7-tetrahydroxyflavone (F20, $ID_{508}=37.8$ nmoles; $ID_{50U}=62.3$ nmoles) had antimutagenic activities similar to those of chlorophyllin ($ID_{508}=19.6$ nmoles and $ID_{50U}=44.2$ nmoles) and were evaluated against B(alP 7,8-dihydrodiol-9,10-epoxide. Against this last mutagen, the flavones which included three OH in B ring showed the highest activity and this property seemed independent of the substituent groups on A ring.

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