• 제목/요약/키워드: flavonoid derivatives

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솔잎의 후라보노이드 아세틸화 배당체 (Flavonoid Acetylated Glucosides of the Needles of Pinus densiflora)

  • 이상극;배영수
    • Journal of the Korean Wood Science and Technology
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    • 제29권4호
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    • pp.48-52
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    • 2001
  • 강원대학교 구내림에서 자란 생장이 양호한 소나무 잎을 채취하여 아세톤-물(7 : 3, v/v)로 추출하고 네 개의 분획으로 분리한 후 에틸아세테이트용성 분획물에 대하여 Sephadex LH-20 칼럼으로 크로마토그래피를 실시하였으며 용리용매는 메탄올 및 에탄올 수용액과 에탄올-헥산 혼합액을 사용하였다. 단리된 화합물은 주로 flavan 화합물로 구성되어 있었으며 flavonoid 유도체인 kaempferol-3-O-g1ucopyranoside와 quercetin-3-O-(6"-O-acetyl)-gluco pyranoside도 소량으로 단리되었는데 이들은 소나무 잎의 추출성분에서는 처음으로 분리되었다. 단리된 화합물은 NMR 및 MS 스펙트럼을 이용하여 정확한 구조를 결정하였다.

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Xanthone and Flavonoid Derivatives from the Leaves of Maclura tricuspidata with Antioxidant and Anti-tyrosinase Activity

  • Jo, Yang Hee;Lee, Solip;Ryu, Se Hwan;Yeon, Sang Won;Turk, Ayman;Hwang, Bang Yeon;Lee, Mi Kyeong
    • Natural Product Sciences
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    • 제27권4호
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    • pp.234-239
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    • 2021
  • Masclura tricuspidata, also called as Cudrania tricuspidata, is one of the most common Moraceae family plants in East Asia. Its trivial name follows mulberry due to the similar morphology. Investigation of the bioactive constituents of M. tricuspidata leaves yielded a new xanthone derivative along with twenty known compounds through various chromatographic techniques. A new compound was defined as mascluraxanthone (3), a prenylated xanthone glucoside on the basis of 1D and 2D NMR and MS data. Twenty known compounds were identified as four xanthone derivatives (1-2 and 4-5), two flavans (6-7), six flavanol derivatives (8-13), a flavonone (14) and seven flavonol derivatives (15-21). Among the isolated compounds, flavanol and flavonoid derivatives with 3',4'-OH groups showed antioxidant and anti-tyrosinase activities. Conclusively, the leaves of M. tricuspidata are rich in aromatic compounds including xanthones and flavonoids. In addition, these constituents showed antioxidant and anti-tyrosinase potentials, which might be useful for oxidative stress related diseases.

Recent Advances in Anti-inflammatory Synthetic Flavonoids as Potential Drugs

  • Kim, Hyun-Pyo;Park, Hae-Il
    • Natural Product Sciences
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    • 제16권2호
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    • pp.59-67
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    • 2010
  • Flavonoids are well-known anti-inflammatory agents that exert their effects via a variety of mechanisms including antioxidative action, inhibition of eicosanoid metabolizing enzymes and regulation of theexpression of proinflammatory molecules. In this review, synthetic approaches to obtain more useful flavonoid derivatives are summarized. Human clinical trials of flavonoid therapy are discussed. Through continual investigation to identify more potent and comparable flavonoids, new anti-inflammatory flavonoid therapy will be successfully launched, especially for the treatment of chronic inflammatory disorders.

Hybridization of Quercus aliena Blume and Q. serrata Murray in Korea - Analyses of Morphological variation and Flavonoid chemistry -

  • Park, Jin Hee;Park, Chong-Wook
    • 한국환경생태학회지
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    • 제29권2호
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    • pp.145-161
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    • 2015
  • This research was conducted in order to understand the hybridization between Quercus aliena Blume and Q. serrata Murray in Korea which show wide range of morphological variations within species and interspecific variations of diverse overlapping characteristics caused by hybridization. Morphological analysis (principal components analysis; PCA) of 116 individuals representing two species and their intermediates were performed. As a result, two species were clearly distinguished in terms of morphology, and intermediate morpho-types assumed to be hybrids between the two species were mostly located in the middle of each parent species in the plot of the principal components analysis. There was a clear distinction between two species in trichome distribution pattern which is an important diagnostic character in taxonomy of genus Quercus, whereas intermediate morpho-types showed intermediate state between two species' trichome distributions. Forty-two individuals representing two species and their intermediates were examined for leaf flavonoid constituents. Twenty-three flavonoid compounds were isolated and identified: They were glycosylated derivatives of flavonols, kaempferol, quercetin, isorhamnetin and myricetin. The flavonoid constituents of Q. aliena were five glycosylated derivatives: kaempferol 3-O-galactoside, kaempferol 3-O-glucoside, quercetin 3-O-galactoside, quercetin 3-O-glucoside, and Isorhamnetin 3-O-glucoside. The flavonoid constituents of Q. serrata had 20 diverse flavonol compounds including five flavonoid compounds found in Q. aliena. It was found that there is a clear difference in flavonoid constituents of Q. aliena and Q. serrata. Flavonoid chemistry is very useful in recognizing each species and putative hybrids. The flavonoid constituents of intermediates were a mixture of the two species' constituents and they generally showed similar characteristics to morpho-types. The hybrids between Q. aliena and Q. serrata showed morphologically and chemically diverse characteristics and it is assumed that there are frequent interspecific hybridization and introgression.

Inhibition of Cyclooxygenase/Lipoxygenase from Human Platelets by Polyhydroxylated/Methoxylated Flavonoids Isolated from Medicinal Plants

  • You, Kun-Man;Jong, Hyon-Gun;Kim, Hyun-Pyo
    • Archives of Pharmacal Research
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    • 제22권1호
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    • pp.18-24
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    • 1999
  • Various flavonoid derivatives were previously reported to possess the inhibitory activity on cyclooxygenase/lipoxygenase. And these properties of flavonoids might contribute to their anti-inflammatory activity in vivo. In this study, several polyhydroxylated/methoxylated flavonoid derivatives such as oroxylin A. wogonin, skullcapflavone II, tectorigenin and iristectorigenin A were isolated from the medicinal plants. these compounds were evaluated fro their inhibitory effects on cyclooxygenase/lipoxygenase from the homogenate of human platelets in vitro. It was found that isoflavones including daidzein and tectorigenin possessed the inhibitory activity on cycloooxygenase, although the potency of inhibition was far less than that of indomethacin. In addition, oroxylin A, baicalein and wogonin inhibited 12-lipoxygenase activity without affecting cyclooxygenase, which suggested that 5,6,7- or 5,7,8-trisubstitutions of A-ring of flavone gave favorable results. The IC50 values of oroxylin A and NDGA against 12-lipoxygenase were found to be 100 and 1.5 uM, respectively.

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Antiinflammatory Activity of Naturally Occurring Flavone and Flavonol Glycosides

  • Lee, Song-Jin;Son, Kun-Ho;Chang, Hyeun-Wook;Do, Jae-Chul;Jung, Keun-Young;Kang, Sam-Sik;Kim, Hyun-Pyo
    • Archives of Pharmacal Research
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    • 제16권1호
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    • pp.25-28
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    • 1993
  • Our previous report demonstrated that certain flavonoid aglycones such as apigenin (flavone), quercetin, morin (flavonols), and biochanin A (isoflavone) showed in vivo antiinflammatory activity via topical and oral routes of adminstation. As a continual study, the various flavonoid glycosides have been evaluated in mouse ear edema assay using archidonic acid or croton-oil as a inflammagen. Flavonoids were orally administered (2 mg/mouse) and ear edema inhibition was measured. Significant antiinflammatory activities were found esepcially in flavone and flavonol glycosides (15-29% inhibition) although the flavonoid derivatives tested showed less antiinflammatory activity than hydrocortisone or indomethacin. Chalcone and flavanone derivatives were not significantly active. And in general, flavonol glycosides of kaempferol-type were found to have a higher oral antiinflammatory activity than that of flavonol glycosides of quercetin-type in mice.

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백모근 추출물의 유리아미노산 및 Phenolic acid와 Flavonoids 조성 및 함량 (Composition and Contents of Free Amino Acids and Phenolic Acid and Flavonoids of Imperata cylindrica Beauvois var. koenigii Root extracts)

  • 이순숙;이근광
    • 디지털융복합연구
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    • 제18권7호
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    • pp.397-403
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    • 2020
  • 이 연구에서는 백모근의 열수와 95% 에탄올 추출물의 유리아미노산과 유도체, phenolic acid와 flavonoid의 조성 및 함량을 분석하였다. 연구의 목적은 추출물에 대한 기조자료를 확보하고, 기능성화장품과 기능성식품 성분으로서의 활용 가능성을 확인하고자 하는 것이다. 유리아미노산은 열수 추출물 15종, 95% 에탄올 추출물 9종이 나타났다. 단백질 비구성 아미노산 유도체는 열수 추출물 5종, 95% 에탄올 추출물 4종이 나타났다. 총 polyphenol은 열수 추출물 116.50 ± 0.06 mg%, 95% 에탄올 추출물 140.10 ± 0.04 mg%이었다. 총 flavonoid 함량은 열수 추출물 31.80 ± 0.03 mg%, 95% 에탄올 추출물 43.90 ± 0.05 mg%로 나타났다. Phenolic acid는 열수 추출물 5종, 95% 에탄올 추출물 6종이 나타났다. Flavonoid는 열수 추출물의 경우 나타나지 않았으나, 95% 에탄올 추출물은 taxifolin 1종이 나타났다. 따라서 이상과 같은 결과들로 볼 때 백모근의 열수와 95% 에탄올 추출물은 코스메슈티컬, 뉴트리코스메틱 및 기능성식품 성분으로서의 활용 가치가 있을 것으로 사료되어진다.

Comparison of the contents of total polyphenol, total flavonoid, and flavonoid derivatives in unfermented and fermented barley sprouts

  • Neil Patrick Uy;Hak-Dong Lee;Dae Cheol Byun;Sanghyun Lee
    • Journal of Applied Biological Chemistry
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    • 제66권
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    • pp.353-358
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    • 2023
  • Barley (Hordeum vulgare) belongs to the Poaceae family. This study compared the polyphenol and flavonoid levels of unfermented and fermented barley sprouts using spectrophotometric assays. The findings indicated that fermentation greatly boosted the flavonoid content but caused only a slight increase in the polyphenol content. However, this does not imply that fermentation has no effects whatsoever on the polyphenol content of barley sprouts. This was due to the fact that some flavonoids cannot be detected by the wavelength used to calculate the overall polyphenol concentration. Both samples were subjected to high-performance liquid chromatography analysis and detected the flavonoids lutonarin, saponarin, isoorientin, isovitexin, and tricin-all of which have bioactive properties-most notably known for their antioxidant activity. These results augment the ongoing phytochemical profiling research and can possibly valorize the already thriving barley industry.

한국산 닭의덩굴속 호장근절(마디풀과)의 화학분류학적 연구 (Flavonoid chemistry of Fallopia sect. Reynoutria (Polygonaceae) in Korea)

  • 박진희;문혜경;박종욱
    • 식물분류학회지
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    • 제41권1호
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    • pp.10-15
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    • 2011
  • 본 연구에서는 한국산 닭의덩굴속 호장근절 분류군들을 대상으로 개체군 수준에서 flavonoid 분석을 수행하여, 본 절 분류군에서 나타나는 형태변이 양상을 화학적 측면에서 파악하고, 이를 토대로 한반도에 분포하는 본 절 분류군들의 실체 및 한계를 정확히 파악하고자 하였다. 그 결과, 한국산 본 절 3분류군 15개체군의 잎으로부터 19종류의 서로 다른 flavonoid compound가 분리, 동정되었으며, 이들은 flavonol인 quercetin 및 kaempferol 3-O-glycoside들과 flavone인 apigenin및 luteolin C-glycoside들이었다. 이들 compound들 중 한국산 본 절 식물에 분포하는 주요 flavonoid compound는 quercetin 3-O-galactoside 와 quercetin 3-O-glucoside이었다. 본 절 한국산 분류군들은 그 flavonoid 조성에 의해 뚜렷이 구분되는 것으로 밝혀졌으며, 이러한 결과는 기존의 외부 형태학적 연구 결과와 전반적으로 일치하였다. 한편, 잡종으로 추정되는 논산 개체군의 flavonoid 조성은 F. japonica var. japonica, F. forbesii 및 F. sachalinensis와 일부 compound를 공유하는 것으로 나타났다. Fallopia japonica var. japonica의 경우, 염색체수 배수화에 따른 flavonoid 조성의 정성적 차이는 발견할 수 없었으나, 지리적 변이가 일부 나타나는 것으로 밝혀졌다.

Phytochemical Studies on Astragalus Root (2);Flavonoids and a Lignan

  • Lee, Eun-Ju;Yean, Min-Hye;Jung, Hye-Sil;Kim, Ju-Sun;Kang, Sam-Sik
    • Natural Product Sciences
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    • 제14권2호
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    • pp.131-137
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    • 2008
  • From the 70% EtOH extract of the roots of Astragalus membranaceus (Leguminosae), eleven flavonoid derivatives and a lignan, were isolated and identified as liquiritigenin (1), daidzein (2), formononetin (3), sophorophenolone (4), calycosin (5), methylnissolin (6), isomucronulatol (7), isomucronulatol 7-O-glucoside (8), methylnissolin 3-O-glucoside (9), calycosin 7-O-glucoside (10), (+)-syringaresinol O-${\beta}$-D-glucoside (11), and isomucronulatol 7,2'-di-O-glucoside (12), by spectroscopic methods. This is the second report of the isoflavonoid derivatives sophorophenolone (4) and isomucronulatol 7,2'-di-O-glucoside (12) from a natural source, as well as the first report of compounds liquiritigenin (1), daidzein (2) and (+)-syringaresinol O-${\beta}$-D-glucoside (11) from the species A. membranaceus.