• Title/Summary/Keyword: Coumarin derivatives

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Effects of Decursin and Decursinol on the Germination and Growth of Plants (Decursin과 Decursinol이 식물의 생장과 발아에 미치는 영향)

  • 이진범
    • Journal of Plant Biology
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    • v.19 no.1
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    • pp.7-13
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    • 1976
  • Biological activities of decursin and decursinol, natural coumarin derivatives, on the germination, growth and adventitious root formation of several plants were observed. In 10 ppm of decursin or decursinol, the growth of Avena coleoptile sections was inhibited, and the activity of IAA-oxidase was gradually enhanced by the increase of its concentrations. Inhibition effect on seed germination was observed from 100 ppm of each chemcials, and the activity of amylase in the germinating seeds was also gradually decreased. However, in the higher concentrations of decursin, the inhibited germination rate of wheat was slightly reduced. Decursin and decursinol also promoted the adventitious root formation in seeds of Phaseolus vulgaris.

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Biological Activity of Natural Coumarins (천연(天然)쿠마린의 생리활성(生理活性))

  • Shin, Kuk-Hyun;Chi, Hyung-Joon
    • Korean Journal of Pharmacognosy
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    • v.10 no.1
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    • pp.1-8
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    • 1979
  • The naturally occurring coumarins are likely to be a large and important group of plant products which are not only metabolic products of the living cells but possess varied physiological and pharmacological actions. Investigations concerning various biological activities of natural coumarins have been undertaken by many investigators in continuing effort. The authors describe on experimental results of biological activities of coumarin derivatives with particular emphasis on 10 different activities that are considered to be of importance in view of the development of new drugs from natural resources.

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Antineopastic Natural products and the analogues IV

  • Kang, Kyu-Sang;Ryu, Sung-Ho;Ahn, Byung-Zun
    • Archives of Pharmacal Research
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    • v.8 no.3
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    • pp.187-190
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    • 1985
  • A cytotoxic coumarin against L1210 cell was isolated from the unripe fruit of Poncirus trifoliata ($ED_{5}$) = 10.2 $\mu$ g/ml. Its structure was identified as aurapten, 7-geranyloxycoumarin. Hydrolysis of the substance gave umbelliferone and geraniol. Only geraniol showed the cytotoxic activity ($ED_{53}$ = 6.5 $\mu$g/ml) while umbelliferone and its methyl or allyl derivatives were not active.

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Extractives of the Bark of Ash and Elm as Medicinal Hardwood Tree Species (약용 활엽수종인 물푸레나무와 느릅나무 수피의 추출성분)

  • Bae, Young-Soo;Kim, Jin-Kyu
    • Journal of the Korean Wood Science and Technology
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    • v.28 no.3
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    • pp.62-69
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    • 2000
  • The bark of ash(Fraxinus rhynchophylla) and elm(Ulmus davidiana var. japonica) trees were collected, extracted with acetone-$H_2O$(7:3, v/v), fractionated with hexane, chloroform and ethylacetate, and freeze dried to give some dark brown powder. Each fraction of the powder was chromatographed on a Sephadex LH-20 column using a series of aqueous methanol and ethanol-hexane mixture as eluents. The ash bark contained a large amount of coumarin derivatives such as aesculetin and aesculin in addition to trace amount of ligstroside and oleuropein. Most of the elm bark extractive were (+)-catechin and its glycosides such as (+)-catechin-7-O-xylopyranose and (+)-catechin-7-O-apiofuranose in addition to a small amount of procyanidin B-3, a dimeric (+)-catechin. NMR and FAB-MS spectrometric analyses were performed to characterize the structures of isolated phenolic compounds.

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Extractives from the bark of domestic Fraxinus species (국내산 몰푸레나무속 수종 수피의 추출성분)

  • 이상극;배영수
    • Journal of Korea Foresty Energy
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    • v.20 no.1
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    • pp.42-52
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    • 2001
  • The barks of Fraxinus rhynchophylla, Fraxinus sieboldiana and Fraxinus mandshurica, ash trees grown in domestic, were collected, extracted with acetone-H$_2$O(7:3, v/v) and freeze dried to give some dark brown powder. A portion of the freeze dried powder was chromatographed on a Sephadex LH-20 and a TSK 40F column using a series of aqueous methanol, ethanol and ethanol-hexane mixture as eluents Some spectrometric analyses such as NMR and FAB-MS including TLC were performed to identify the structures of the isolated compounds. The bark extractives contained a large amount of coumarin derivatives in addition to a small amount of ester compounds.

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Bioactive Constituents from the Leaves of Zanthoxylum schinifolium

  • Jeong, Su Yang;Nguyen, Phi Hung;Zhao, Bing Tian;Min, Byung Sun;Ma, Eun Sook;Woo, Mi Hee
    • Natural Product Sciences
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    • v.21 no.1
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    • pp.1-5
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    • 2015
  • Activity-guided separation of the methylene chloride-soluble fraction of the leaves of Zanthoxylum schinifolium, resulted in the isolation of four coumarinoids (1 - 4), two triterpenoids (5, 6) and three fatty acid derivatives (7 - 9) as active principles. Their chemical structures were identified as collinin (1), 8-methoxyanisocoumarin (2), 7-(6'R-hydroxy-3',7'-dimethylocta-2',7'-dienyloxy)-coumarin (3), (E)-4-methly-6-(coumarin-7'-yloxy) hex-4-enal (4), lupeol (5), epi-lupeol (6), phytol (7), hexadec-3-enoic acid (8) and palmitic acid (9), on the basis of spectroscopic (1D, 2D and MS) data analyses and comparing with the data published in the literatures. Compounds 1 and 7 showed potent cytotoxicity against Jurkat T cells with $IC_{50}$ values of 45.58 and $47.51{\mu}M$, respectively. The others showed moderate activity with $IC_{50}$ values ranging around 80.58 to $85.83{\mu}M$, while the positive control, auraptene, possessed an $IC_{50}$ value of $55.36{\mu}M$.

The Pharmacognostical Studies of Angelica Plants in Korea (II) A Classification Method of the Roots of some Anegelica Genus Plants by Thin Layer Chromatography (한국산 anglica 속식물의 생약학적연구 (II) 수종 Angelica 속식물근의 Thin Layer Chromatography를 이용한 감별법에 대하여)

  • 정보섭;지형준
    • YAKHAK HOEJI
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    • v.11 no.3_4
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    • pp.33-35
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    • 1967
  • The internal structures of "Chunho", "Kangwhal" and "Dangui" and their original plants had been compared with each other in the prior report. Coumarin derivatives, khellactone from the roots of Angelica purpuraefolia $C_{HUNG}$ and decursin and decursinol from A. gigas $N_{AKAI}$ were also isolated. In this report, we made a simple and convenient identification method for the powdered drugs of several Angelica genus by using a thin layer chromatogrophic technique. The ehter extract of the powdered drugs were applied to a silica gel plate, and was developed with n-hexane and ethyl acetate (1:1) mixture. The characteristic U.V. absorption patterns of each drug were shown.

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Selective Synthesis of 3,4-Dihydrocoumarins and Chalcones from Substituted Aryl Cinnamic Esters

  • Jeon, Jae-Ho;Yang, Deok-Mo;Jun, Jong-Gab
    • Bulletin of the Korean Chemical Society
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    • v.32 no.1
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    • pp.65-70
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    • 2011
  • Coumarins are ubiquitous in plant kingdom and have been used as antitumor, antifungals, anticoagulants, insecticides. Chalcones are also widespread in plant kingdom and have been known to possess diverse biological activities; antibacterial, antifungal, antitumor and anti-inflammatory, etc. As they are considered as important natural products, numerous synthetic approaches have been reported up to the present. We devise a new selective method of preparing dihydrocoumarins and chalcones from aryl cinnamates by the selection of reagents. Dihydrocoumarin derivatives were prepared selectively by using intramolecular cyclization catalyzed by p-toluene sulfonic acid. Also, chalcones were prepared by Fries-rearrangement catalyzed by $TiCl_4$. This method can be used for preparing various coumarin & chalcone compounds.

Oleuropein and Ligstroside from the bark of Fraxinus rhynchophylla (물푸레나무 수피의 Oleuropein과 Ligstroside)

  • Lee, Sang-Keug;Ham, Yeon-Ho;Bae, Young-Soo
    • Journal of the Korean Wood Science and Technology
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    • v.26 no.4
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    • pp.56-60
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    • 1998
  • The bark of Fraxinus rhynchophylla, one of ash trees grown in domestic, was collected, extracted with acetone-$H_2O$(7:3, v/v) and freeze dried to give 50g of ethylacetate soluble powder. A portion of the freeze dried powder was chromatographed on a Sephadex LH-20 and a TSK 40F column using a series of aqueous methanol and ethanol-hexane mixture as eluents. The extractives contained a large amount of coumarin derivatives in addition to a small amount of ester compounds such as ligstroside and oleuropein which have not been isolated from this tree species yet. Some spectrometric analyses such as NMR and FAB-MS including TLC were performed to identify the structures of the isolated ester compounds.

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Ethnobotany, Phytochemistry, and Pharmacology of Angelica decursiva Fr. et Sav.

  • Ali, Md Yousof;Seong, Su Hui;Jannat, Susoma;Jung, Hyun Ah;Choi, Jae Sue
    • Natural Product Sciences
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    • v.25 no.3
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    • pp.181-199
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    • 2019
  • Angelica decursiva Fr. et Sav. (Umbelliferae) has traditionally been used to treat different diseases due to its antitussive, analgesic, and antipyretic activities. It is also a remedy for thick phlegm, asthma, and upper respiratory infections. Recently, the leaf of A. decursiva has been consumed as salad without showing any toxicity. This plant is a rich in different types of coumarin derivatives, including dihydroxanthyletin, psoralen, dihydropsoralen, hydroxycoumarin, and dihydropyran. Its crude extracts and pure constituents possess anti-inflammatory, anti-diabetic, anti-Alzheimer disease, anti-hypertension, anti-cancer, antioxidant, anthelmintic, preventing cerebral stroke, and neuroprotective activities. This valuable herb needs to be further studied and developed not only to treat these human diseases, but also to improve human health. This review provides an overview of current knowledge of A. decursiva metabolites and their biological activities to prioritize future studies.