• Title/Summary/Keyword: Diarylheptanoids

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Anti-tumor Activity of the Extract of $Alpinia$ $officinarum$ using Hollow Fiber Assay (Hollow FiberAssay을 이용한 고량강 추출물의 항종양 효과)

  • Lee, Keyong-Ho;Rhee, Ki-Hyeong
    • The Korean Journal of Food And Nutrition
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    • v.24 no.4
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    • pp.496-500
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    • 2011
  • The purpose of this investigation was to evaluate anti-tumor activity and detect what compounds affect its activity form $Alpinia$ $officinarum$ Hance. Two fractions, methanol and ethylacetate, were isolated by Amberlite XAD-2 resin column chromatography from methanol extract of the rhizomes of $Alpinia$ $officinarum$. In hollow fiber assay, the methanol extract and methanol fraction were found to inhibit the tumor growth against colon tumor cell lines such as Colo-320, HCT116 and WiDr. Three diarylheptanoids [5-hydroxy-1,7-diphenyl-3-heptanone, 5-hydroxy-7-(4"-hydroxy-3"-methoxyphenyl)-1-phenyl-3-heptanone and 3,5-dihydroxy-1,7-diphenylheptane] and two flavonoids [galangin and kaempheride] were isolated and identified from the methanol fraction, which is higher activity than ethylacetate fraction. Among these diarylheptanoids and flavonoids, 3,5-dihydroxy-1,7-diphenylheptane, galangin and kaempheride as active components on anti-tumor activity were mainly posited in methanol fraction.

Antioxidative Activities of Diarylheptanoids from Alnus japonica and Their Structural Relationship (오리나무에서 분리된 Diarylheptanoid의 항산화작용 및 구조상관활성)

  • Lee, Jae-Hee;Yeom, Seung-Hwan;Kim, Min-Kee;Kim, Hyun-Jung;Shim, Jae-Gul;Lee, Min-Won
    • Korean Journal of Pharmacognosy
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    • v.34 no.2 s.133
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    • pp.190-192
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    • 2003
  • Anitioxidative activities againt 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical were evaluated for ten diarylheptanoids, $1,7-bis-(3,4-dihydroxyphenyl)-heptane-3-O-{\beta}-D-glucopyranosyl(1{\rightarrow}3)-{\beta}-D-xylopyranoside(1)$, $1,7-bis-(3,4-dihydroxyphenyl)-heptane-3-O-{\beta}-D-apiofuranosyl(1{\rightarrow}6)-{\beta}-D-glucopyranoside(2)$, $1,7-bis-(3,4-dihydroxyphenyl)-heptane-5-O-{\beta}-D-glucopyranoside(3)$, 1,7-bis-(3,4-dihydroxyphenyl)-5-hydroxyheptane(4), $1,7-bis-(3,4-dihydroxyphenyl)-heptane-3-one-5-O-{\beta}-D-glucopyranoside(5)$, oregonin(6), hirsutanonol(7), hirsutenone(8), $1,7-bis-(3,4-dihydroxyphenyl)-5-hydroxyheptane-3-O-{\beta}-D-xylopyranoside(9)$ and platyphylloside(10), which were isolated from Alnus japonica. Aglycones (4,7 and 8) and mono glycosides (3,6 and 9) showed more strong antioxidative activities than diglycosides (1 and 2) against the DPPH radical. Especially, hirsutenone(8) showed superior activity among ten diarylheptanoid.

Diarylheptanoids from the Bark of Alnus pendula Matsumura

  • Choi, Sun-Eun;Park, Kwan-Hee;Kim, Manh-Heun;Song, Jeong-Hwa;Jin, Hye-Young;Lee, Min-Won
    • Natural Product Sciences
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    • v.18 no.2
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    • pp.106-110
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    • 2012
  • Diarylheptanoids, (5S)-1,7-bis-(3,4-dihydroxyphenyl)-5-hydroxyheptane-3-one-5-O-${\beta}$-D-xylopyranoside (1, Oregonin), 1,7-bis-(3,4-dihydroxyphenyl)-4-heptene-3-one (2, Hirsutenone), (5S)-7-(3,4-dihydroxyphenyl)-5-hydroxy-1-(4-hydroxyphenyl)-3-heptanone-5-O-${\beta}$-D-xylopyranoside (3, Alnuside A), (5S)-1-(3,4-dihydroxyphenyl)-5-hydroxy-7-(4-hydroxyphenyl)-3-heptanone-5-O-${\beta}$-D-xylopyranoside (4, Alnuside B), (5S)-1,7-bis-(3,4-dihydroxyphenyl)-5-hydroxyheptane-3-on-5-O-${\beta}$-D-glucopyranoside (5) and 1,7-bis-(4-hydroxyphenyl)-5-hydroxyheptane-3-on-5-O-${\beta}$-D-glucopyranoside (6, Platyphylloside) were isolated from the bark of Alnus pendula Matsumura. The structures of these compounds were identified based on the spectral and physicochemical data.

Antioxidative Diarylheptanoids from the Fruits of Alpinia oxyphylla

  • Han, Jae-Taek;Lee, Sang-Yoon;Lee, Yonn-Hyung;Baek, Nam-In
    • Food Science and Biotechnology
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    • v.16 no.6
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    • pp.1060-1063
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    • 2007
  • The antioxidative activity of Alpinia oxyphylla was investigated through measuring the radical scavenging effect on 1,1-diphenyl-2-picrylhydrazyl (DPPH) and inhibitory activity for linoleic acid peroxidation. Two antioxidative diarylheptanoids, yakuchinone A (1) and oxyphyllacinol (2), were isolated from the fruits of A. oxyphylla using thin layer chromatography (TLC) autographic assays. The DPPH scavenging activities of the compounds ($IC_{50}=1$, $57{\pm}2.1\;{\mu}M$; 2, $89{\pm}3.1\;{\mu}M$) were lower than vitamin C ($IC_{50}=51{\pm}1.1\;{\mu}M$), but higher than butylated hydroxytoluene (BHT, $IC_{50}=99{\pm}2.2\;{\mu}M$). Also, inhibitory activities for linoleic acid peroxidation of the compounds ($IC_{50}=1$, $0.19{\pm}0.011\;mM$; 2, $0.31{\pm}0.009\;mM$) were higher than those of vitamin C ($IC_{50}=0.59{\pm}0.017\;mM$) and BHT ($IC_{50}=0.52{\pm}0.014\;mM$). In addition the $^{13}C-NMR$ data of oxyphyllacinol (2) have been first reported in this paper.

EFFECTS OF NATURALLY OCCURRING DIARYHEPTANOIDS ON CYCLOOXYGENASE-2 EXPRESSION AND NF- $\textsc{k}$B ACTIVATION IN HUMAN BREAST EPITHELIAL CELLS

  • Kim, Jung-Hwan;Surh, Young-Joan
    • Proceedings of the Korean Society of Toxicology Conference
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    • 2001.10a
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    • pp.133-134
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    • 2001
  • Abnormal regulation of the inducible form of cyclooxygenase (COX-2) has been often observed in various types of cancerous and transformed cells. Recently, targeted inhibition of COX-2 is recognized as one of the promising strategies for the prevention or treatment of cancer as well as inflammation, As part of a program to evaluate the cancer chemopreventive potential of anti-inflammatory phytochemicals, we initially determined the COX-2 inhibitory activity of some naturally occurring diarylheptanoids structurally related to curcumin.(omitted)

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