• Title/Summary/Keyword: Taxifolin-3-O-arabinopyranoside

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Chemotaxonomic Significance of Taxifolin-3-O-arabinopyranoside in Chinese Rhododendron genus

  • Tae Hee Kim;Hyeon Du Jang;Ye Ji Kim;Ye Eun Kwon;Sun Min Park;Min Seok Kim;Chan Ho Lee;Sun Eun Choi
    • Journal of Forest and Environmental Science
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    • v.40 no.2
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    • pp.123-140
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    • 2024
  • More than half of the global distribution of the Rhododendron genus is found in China, with over 74% being endemic species. However, there is still insufficient data to chemically classify the Rhododendron genus native to China. Therefore, in this study, a chemotaxonomic study was conducted to determine the presence of taxifolin-3-O-arabinopyranoside, a flavonoid compound, in the Rhododendron genus native to China. Forty-three species of Rhododendron native to China-20 from across China, 8 from Beijing, 6 from Yanbian, and 9 from Yunnan-were utilized in the experiment. Through HPLC analysis, the retention time was compared with that of taxifolin-3-O-arabinopyranoside, a standard compound, and quantitative analysis was conducted. As a result, taxifolin-3-O-arabinopyranoside was detected in 22 out of 43 the Chinese Rhododendron species. Afterwards, LC-MS/MS analysis was performed on the 22 species in which taxifolin-3-O-arabinopyranoside was detected to determine whether the molecular weight was consistent with the standard compound. Under negative conditions, it was confirmed that all samples exhibited the same molecular weight as taxifolin-3-O-arabinopyranoside, 435-436 m/z. The same compound was detected in more than half of the Rhododendron species used in the experiment, and taxifolin-3-O-arabinopyranoside was determined to be an indicator compound for Rhododendron species native to China. In addition, the possibility of using the above results as basic data for chemical classification of Chinese Rhododendron genus was confirmed.

Cytotoxic constituents from the stem of Rhododendron mucronulatum (진달래 줄기의 세포독성 성분)

  • Hong, He-Sun;Jeon, Seung-Ho;Kwon, Yong-Soo
    • Korean Journal of Pharmacognosy
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    • v.38 no.3 s.150
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    • pp.227-233
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    • 2007
  • Seven compounds were isolated from the n-BuOH soluble fraction of stem of Rhododendron mucronulatum as cytotoxic principles against brine shrimp lethality test. On the basis of spectral data, seven compounds were identified as (-)-catechin (1), (+)-epicatechin (2), taxifolin (3), scopoletin (4), quercetin (5), $taxifolin-3-O-{\alpha}-L- arabinopyranoside$ (6), and astragalin (7). Among tested compounds, $taxifolin-3-O-{\alpha}-L-arabinopyranoside$ (6) exhibited potent activity with $LC_{50}$ value at 4.6 ${\mu}g/ml$.

Chemotaxonomic Significance of Taxifolin-3-O-Arabinopyranoside in Rhododendron Species Native to Korea

  • Kim, TaeHee;Kwon, Ye Eun;Park, Sun Min;Kim, Min Seok;Jeong, Young Hwan;Park, Se Yeong;Bae, Young-Soo;Cheong, Eun Ju;He, Yi-Chang;Gong, Chun;Gao, Wei;Kim, Hee Kyu;Ham, Yeon Ho;Kim, Jin-Kyu;Choi, Sun Eun
    • Journal of Forest and Environmental Science
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    • v.38 no.3
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    • pp.159-173
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    • 2022
  • Genus of Rhododendron has been used in traditional medicine since ancient times and is known to be effective in immune function, inflammation, and cold symptoms. And the reason for this activity is the flavanonol type among flavonoids in the genus of Rhododendron. Among the flavanonol types, Taxifolin-3-O-arabinopyranoside was isolated from the root of native R. mucronulatum in Korea, and the structure was finally identified through HPLC, LC-MS/MS, 1H-NMR, and 13C-NMR. Taxifolin-3-O-arabinopyranoside is a compound mainly found in R. mucronulatum, a representative species of the genus of Rhododendron, and exhibits antioxidant, anti-inflammatory, and anti-atopic activities. In this study, Taxifolin-3-O-arabinopyranoside was chemotaxonomic significant in 5 species of the genus Rhododendron native to Korea (R. mucronulatum, R. mucronulatum var. ciliatum, R. schlippenbachii, R. yedoense var. Poukhanense, R. japonicum for. Flavum). Compared with the existing literature, Taxifolin-3-O-arabinopyranoside was identified for the first time in 4 species of Rhododendron except for the R. mucronulatum.

The Chemical Constituents and their Antioxidant Activity of the Stem of Rhododendron mucronulatum

  • Lee, Jin-Hoon;Jeon, Wan-Joo;Yoo, Eun-Sook;Kim, Chang-Min;Kwon, Yong-Soo
    • Natural Product Sciences
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    • v.11 no.2
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    • pp.97-102
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    • 2005
  • From the n-BuOH soluble traction of the 70% aqueous acetone extract of Rhododendron mucronulatum stem, twelve compounds were isolated. On the basis of spectral data, they were identified as scopoletin (1), (+)-taxifolin (2), quercetin (3), (-)-catechin (4), (+)-epicatechin (5), scopolin (6), lyoniside (7), ssioriside (8), fraxin (9), $(+)-lyoniresinol-3{\alpha}-O-{\beta}-D-glucopyranoside$ (10), $(+)-taxifolin-3-O-{\alpha}-L-arabinopyranoside$ (11), and astragalin (12), respectively. All isolated compounds were tested antioxidant activity against 1, 1-diphenyl-2-picrylhydrazyl (DPPH) radical. Compounds 2 and 3 showed the potent antioxidant activity, and compounds 5, 8, and 11 showed moderate activity.