• Title/Summary/Keyword: Flavone

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Beziehung zwischen dem UV-absosrptionsmuster einiger flavone und ihrer gegen L1210-Zellen cytotoxischen akitivitat

  • Ryu, Sung-Ho;Ahn, Byung-Zun
    • Archives of Pharmacal Research
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    • v.10 no.4
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    • pp.260-261
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    • 1987
  • The UV-pattern of several flavones, theier cytotoxicities against L1210 cell and their Inhibiting effects on ATPase from the cell seem to be correlated. 5.2'-Dihydroxy 6, 7, 8, 6'-tetramethoxyflavone ($ED_{50}$ = 2.3 ug/ml) and 5,2',6'-trihydroxy-6, 7, 8 trimethoxy flavone ($ED_{50}$ = 4.5 ug/ml), the most active flavones studied, have shown a narrow range of the absorbance ratio, Log $\varepsilon$ II/Log $\varepsilon$ I = 1.073 -1.109. They have inhibited the ATPase-activity to the greatest extent. These finding ssuggest that a certain angle between the flavone rings B and C plays an important role for the inhibition of the enzyme activity and thus the cytotoxicity.

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Synthesis of Dibenzoylmethanes as Intermediates for Flavone Synthesis by a Modified Baker-Venkataraman Rearrangement

  • Song, Gyu-Yong;Ahn, Byung-Zun
    • Archives of Pharmacal Research
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    • v.17 no.6
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    • pp.434-437
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    • 1994
  • 1-Polyoxyphenyl-3-(2, 6-dioxyphenyl)propane-1, 3-diones have been synthesized as intermediates for flavone synthesis by condensation of 2-(2, 6-dioxybenzoyloxy)polyoxyacetophenone in the presence of phae transfer catalyst. The average yields of 1-polyoxyphenyl-3-phenylpropane-1, 3-diones, 1-polyoxyphenyl-3(2-benzyloxyphenyl)propane-1, 3-diones and 1-polyoxy-3-(2, 6-dibenzyloxyphenyl)propane-1, 3-dions were 79%, 74% and 71% respectively. The bulkiness of the benzyloxy groups or methyoxy gorups exerted steric hindrance and reduced the yield. Nevertheless, the yield were higher than the previously reported ones.

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Synthesis and $PGE_2$ Inhibitory Activity of 5,7-Dihydroxyflavones and Their Ο-Methylated Flavone Analogs

  • Dao, Tran-Thanh;Chi, Yeon-Sook;Kim, Jeong-Soo;Kim, Hyun-Pyo;Kim, Sang-Hee;Park, Haeil
    • Archives of Pharmacal Research
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    • v.26 no.5
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    • pp.345-350
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    • 2003
  • 5,7-Dihydroxyflavones and their Ο-methylated flavone analogs were prepared and evaluated their anti-inflammatory activity to decipher the structure-activity relationships. Most of the analogs were achieved from 2,4,6-trihydroxyacetophenone in 4 steps. 5,7-Dihydroxy-4 -methoxyflavone (4c) and 7-hydroxy-4 ,5-dimethoxyflavone(6c) were prepared following a different synthetic pathway. Among the synthetic flavones tested, 5-hydroxy-7-methoxyflavone analogs (3a-3e) showed moderate inhibitory activities of $PGE_2$ production from LPS-induced RAW 264.7 cells.

In vitro Anti-Cancer Effect of Wellness-Compound (Ochnaflavone) (In vitro 웰니스 화합물 (Ochnaflavone)에 의한 암세포 성장 저해)

  • Lee, Jae-Sook;Choi, Hwa-Jung;Kim, Myung-Ju;Park, Jang-Soon
    • Journal of Digital Convergence
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    • v.13 no.5
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    • pp.337-344
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    • 2015
  • Medicinal plants containing wellness-fusion-complex compound are increasingly being pursued as suitable alternative sources of various biological properties. In this study, inhibitory effect of Quintinia acutifolia, which is a New Zealand plant, on P388 murine lymphocytic leukemia cells using MTT [3-(4,5-dimethylthiazol-2-yl)- 2,5-diphenyl-tetrazolium bromide] assay. Based on $^1H-NMR$, $^{13}C-NMR$ spectral data and other spectral analysis, 2,3,2'',3''-tetrahydroochanaflavone (1) and 2'',3''-dihydroochana-flavone (3) inhibited the leukemia cells were purified from the plants. 2,3,2'',3''-tetrahydroochanaflavone (1) and 2'',3''-dihydroochana-flavone (3) are biflavonoids possessing two basic flavonoids and actively inhibited growth of P388 murine lymphocytic leukemia cells with a 50% inhibitory concentration ($IC_{50}$) of $8.2{\mu}g/mL$ and $3.1{\mu}g/mL$, respectively. Specially, 2'',3''-dihydroochana-flavone (3) possessed unconjugated flavonone system, which isn't consist of a pair with B ring of 2,3,2'',3''-tetrahydroochanaflavone (1). Therefore, the two compounds could be considered as a candidate for development of anticancer drugs and need to much studies in the future.

Eupatilin, A Pharmacologically Active Flavone Derived From Artemisia Plants, Inhibits Growth of H-Ras Transformed Human Breast Epithelial Cells Through Cell Cycle Arrest

  • Kim, Do-Hee;Na, Hye-Kyung;Surh, Young-Joon
    • Proceedings of the Korean Society of Toxicology Conference
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    • 2003.05a
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    • pp.89-90
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    • 2003
  • Extracts of Artemisia asiatica Nakai (Asteraceae) have been shown to have anti-inflammatory and anti-oxidative activities. Eupatilin (5,7-dihydroxy-3,4,6-tri-methoxy-flavone), one of the pharmacologically active ingredients derived from Artemisia asiatica, has been shown to induce apoptosis in promyelocytic leukemia (HL-60) cells. (omitted)

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Isolation of Pectolinarin from the Aerial Parts of Cirsium nipponicum (물엉겅퀴 지상부로부터 Pectolinarin의 분리)

  • Do, Jae-Chul;Jung, Keun-Young;Son, Kun-Ho
    • Korean Journal of Pharmacognosy
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    • v.25 no.1
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    • pp.73-75
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    • 1994
  • A flavone glycoside was isolated from the aerial parts of Cirsium nipponicum Makino in good yield and identified as pectolinarigenin $7-O-{\alpha}-{_L}-rhamnopyranosyl(1{\longrightarrow}6)-{\beta}-{_D}-glucopyranoside$, pectolinarin, on the basis of chemical and spectroscopic evidence.

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Polyoxygenated Flavone Analogs as Inhibitors of PGE2 Production

  • Kim, Jeong-Soo;Tran, Thanh-Dao;Chi, Yeon-Sook;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.245.1-245.1
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    • 2003
  • As part of our research to discover novel synthetic flavonoids which can be applied to chronic inflammation diseases, many structurally modified flavone analogs have been synthesized to obtain information concerning the relationships between structures and the anti-inflammatory activities. We previously reported that 7-methoxyflavone analogs generally exhibited strong inhibitory activities against cyclooxygenase-2 catalyzed prostaglandin production. (omitted)

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Eupatilin, a Pharmacologically Active Flavone Derived from Artemisia Plants, Induces Cell Cycle Arrest in Ras-Transformed Human Mammary Epithelial Cells

  • Kim, Do-Heeo;Na, Hye-Kyung;Surh, Young-Joon
    • Proceedings of the PSK Conference
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    • 2003.10b
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    • pp.153.2-154
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    • 2003
  • Extracts of Artemisia asiatica Nakai (Asteraceae) possess anti-inflammatory and anti-oxidative activities. Eupatilin (5,7-dihydroxy-3,4,6-tri-methoxy-flavone), one of the pharmacologically active ingredients derived from Artemisia asiatica, was shown to induce apoptosis in human promyelocytic leukemia (HL-60) cells (H.-J. Seo and Y.-J. Surh, Mutat. Res., 496, 191-198, 2001). In the present study, we examined the cytostatic effects of eupatilin in H-ras-transformed human breast epithelial (MCF10A-ras) cells. (omitted)

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