• Title/Summary/Keyword: coumarins

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Antifungal activities of coumarins isolated from Angelica gigas and Angelica dahurica against Plant pathogenic fungi (당귀와 백지로부터 분리한 Coumarin계 물질들의 식물병원균에 대한 항균활성)

  • Ryu, Shi-Yong;Kim, Young-Sup;Kim, Heung-Tae;Kim, Seong-Ki;Choi, Gyung-Ja;Kim, Jeoung-Seob;Lee, Seon-Woo;Heor, Jung-Hee;Cho, Kwang-Yun;Kim, Jin-Cheol
    • The Korean Journal of Pesticide Science
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    • v.5 no.3
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    • pp.26-35
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    • 2001
  • In order to search potent antifungal substances from domestic plants, 40 plants cultivated in Korea were collected. After extracting with methanol (MeOH) and concentrating to dryness, the MeOH extracts were screened for in vivo antifungal activity against six plant diseases at a concentration of $2000{\mu}g/mL$. Fourteen extracts showed disease-controlling activity more than 90% against at least one of the 6 plant diseases tested; eight, seven, and three extracts controlled more than 90% the development of rice blast, tomato late blight, and wheat leaf rust, respectively. However, none of the extracts exhibited in vivo antifungal activity more than 90% against rice sheath blight, tomato gray mold, and barley powdery mildew. From the MeOH extracts of Angelica gigas and A. dahurica showing potent controlling activity against rice blast, 1 and 2 antifungal substances, respectively, were isolated by solvent partitioning and column chromatography. The three compounds were identified to be coumarins, namely, decursin, imperatorin, and isoimperatorin, by mass spectrometry and NMR spectroscopy. They were examined for in vitro and in vivo antifungal activities together with umbelliferone (7-bydroxycournarin) and scopoletin (6-methoxy-7-hydroxycoumarin) containing a free hydroxyl group at position 7 to investigate the structure-activity relationship. In vitro, most of 50% growth inhibitory concentrations ($IC_{50}$) were over $200{\mu}g/mL$, indicating that they have relatively weak antifungal activity. The antifungal activity of decursin and scopoletin, containing cyclic alkoxy groups instead of free hydroxyl group at position 7, was stronger than umbelliferone and scopoletin. Especially, decursin and imperatorin showed potent antifungal activities against Pythium ultimum and Magnaporthe grisea, respectively, with $IC_{50}$ values less than $25{\mu}g/mL$. In vivo, decursin and imperatorin showed potent antifungal activity against rice blast, whereas other coumarins hardly controlled the development of 6 plant diseases tested. These results suggest that the antifungal activity of 7-hydroxycoumarin derivative is substantially increased when the hydroxyl group at position 7 is protected by a stable cyclic alkoxy grouping.

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Acetylcholinesterase Inhibitors from Angelica polymorpha Stem

  • Kwon, Yongsoo;Kim, Hyun Pyo;Kim, Myong Jo;Chun, Wanjoo
    • Natural Product Sciences
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    • v.23 no.2
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    • pp.97-102
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    • 2017
  • Fourteen compounds were isolated from the stem of Angelica polymorpha. On the basis of spectral data, these compounds were identified as isoimperatorin (1), phellopterin (2), bergapten (3), xanthyletin (4), cnidilin (5), geijerine (6), (-)-3'-acetyl hamaudol (7), 7-demethylsuberosine (8), dehydrogeijerin (9), (-)-hamaudol (10), (+)-visamminol (11), divaricatol (12), scopoletin (13), and decursidate (14), respectively. Among them, compounds 4-6, 8, 9, 13, and 14 were isolated for the first time from A. polymorpha. Dehydrogeijerin (6) and geijerin (9) were isolated for the first time from genus Angelica. All isolates tested for inhibitory activity against acetylcholinesterae. Compounds 1 to 13 showed acetylcholinesterase inhibitory activity with $IC_{50}$ values ranging from 1.4 to $37.5{\mu}M$.

Pharmacodynamic and pharmacokinetic interactions between herbs andwestern drugs

  • Lee, Ju-Young
    • Advances in Traditional Medicine
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    • v.8 no.3
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    • pp.207-214
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    • 2008
  • In recent years, the combined use of Herbal medicines and Western drugs has been increasing. Though certain problems may occur when both types of medicines are taken together, they havenot been adequately analyzed. It was reported that anticoagulation was enhanced in addition tobleeding when patients took long-term warfarin therapy in combination with Salvia miltiorrhiza(danshen), and laxative herbs accelerate intestinal transit and interfere with the absorption. Herbal constituents, curcumin, ginsenosides, piperine, catechins and silymarin were found to beinhibitors of P-glycoprotein. St John's wort induces the intestinal expression of P-glycoprotein. Anthraquinone, quercetin and coumarins were found to be a potent inhibitor of P-450. Glycyrrhizin or liquorice extracts, Garlic and St John's wort are a potent inducer of CYP3A4. This review provides a critical overview of interactions between herbal medicines and other drugs. Hence, it is necessary to study the pharmacodynamic and pharmacokinetic interactions of many herbal medicines between western drugs.

Studies on the Constituents of the Root of Angelica flaccida Kommarov (잔잎바디 뿌리의 성분(成分)에 관한 연구(硏究))

  • Seong, Baek-Woo;Woo, Won-Sick;Yook, Chang-Soo
    • Korean Journal of Pharmacognosy
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    • v.19 no.4
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    • pp.233-238
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    • 1988
  • Angelica flaccida Kom. is a herbal plant growing wild in the marsh of valley in Korea. It has been used for sedative and analgesic as a folk medicine, but its constituents have not been clarified yet. Five known coumarins such as isoimperatorin, decursidin, (-) anomalin, decursin, decursinol and two sterols such as ${\beta}-sitosterol$ and stigmasterol were isolated from the root of this plant, Their structures were identified by the UV, IR, NMR, mass data and the physico-chemical properties.

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Traditional uses, phytochemistry and pharmacology of Bauhinia racemosa Lam - a review

  • Soni, Vishal;Jha, Arvind Kumar;Dwivedi, Jaya;Soni, Priyanka
    • CELLMED
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    • v.5 no.4
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    • pp.24.1-24.7
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    • 2015
  • Bahunia racemosa family, Caesalpiniaceae, is one of the precious resources of the earth. It has played a significant role in human civilization since ancient times. It is tall sized tree growing throughout India, Ceylon, China, and Timor. The different part of this plant contains β-sitosterol and β-amyrin, flavonols (kaempferol and quercetin) and two coumarins (scopoletin and scopolin), tannins etc. Various part of this plant has great pharmacological potential with a great utility and usage as folklore medicine as analgesic, antipyretic, anti-inflammatory, antispasmodic and antimicrobial activity. This review mainly focus on the exclusive review work on the traditional, phytochemical and pharmacological activities of this plant.

Constituents from the Non-Polar Fraction of Artemisia apiacea

  • Lee, Sanghyun;Kim, Kyoung-Soon;Shim, Sang-Hee;Park, You-Mie;Kim, Bak-Kwang
    • Archives of Pharmacal Research
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    • v.26 no.11
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    • pp.902-905
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    • 2003
  • Five compounds of terpenoids and coumarins were isolated from the non-polar fraction of Artemisia apiacea by open column chromatography. Their structures were elucidated as $\alpha$-amyrin (1), $\beta$-amyrin (2), $\beta$-sitosterol (3), 5,6,7-trimethoxycoumarin (4) and 6-methoxy-7,8-methylenedioxycoumarin (5) by chemical and spectroscopic analysis. This is the first report of the isolation of $\alpha$-amyrin, $\beta$-amyrin, 5,6,7-trimethoxycoumarin and 6-methoxy-7,8-methylene-dioxycoumarin from this plant.

Antithrombotic Effect of the BuOH Soluble Fraction of Angelica dahurica Root (백지 BuOH 가용분획의 항혈전 활성에 관한 연구)

  • Kim, Chang-Min;Kwon, Yong-Soo;YunChoi, Hye-Sook
    • Korean Journal of Pharmacognosy
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    • v.26 no.1
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    • pp.74-77
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    • 1995
  • Several coumarins isolated from Angelica sp. were described to show inhibitory effects against human platelet aggregation. The anti-thrombotic and anti-platelet potential was evaluated, in this paper, with the BuOH soluble fraction of Angelica dahurica root. The BuOH fraction was divided into five subfractions fr. A - E and tested in the mouse model of thrombosis. Survival was enhanced to 35% with fr. A or fr. E treated (500 mg/Kg, p.o.) group of mice compared with 5% survival of the control group. However, none of the 8 coumarin glycosides obtained from fr. A, at the conc. of 0.5 mg/ml, showed inhibitory effects against rat platelet aggregation induced by ADP or collagen.

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A Study on the Constituents of the Fruits of Angelica gigas $M_{AKAI}$ (참당귀 열매의 성분 연구)

  • Yook, Chang-Soo;Kim, Chong-Woo;Ryu, Kyung-Soo
    • Korean Journal of Pharmacognosy
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    • v.4 no.4
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    • pp.189-190
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    • 1973
  • Silica gel column chromatography on the ether extract from the fruits of Angelica gigas $M_{AKAI}$ gave two kinds of crystalline constituents. The following derivatives of coumarins were identified by IR, NMR spectra, elemental analysis and physico-chemical tests: iso-imperatorin $(mp\;108{\sim}109^{\circ},\;C_{16}H_{14}O_4)$ and decursidin $(mp\;60{\sim}61^{\circ},\;C_{24}H_{26}O_7)$.

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A Study on Coumarins of Angelica decursiva $F_R.\;et\;S_{AV}.$ form. albiflora $N_{AKAI}$ (흰꽃바디나물 뿌리의 Coumarin 성분 연구)

  • Yook, Chang-Soo
    • Korean Journal of Pharmacognosy
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    • v.4 no.4
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    • pp.191-192
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    • 1973
  • Silica gel column chromatography of the ether extract of the root of Angelica decursiva $F_{RANCHET}\;et\;S_{AVATIER}$ form. albiflora $N_{AKAI}$ (Umbelliferae) gave four kinds of crystalline products of pyranocoumarin and furocoumarin: decursidin $(mp\;60{\sim}61^{\circ},\;C_{24}H_{26}O_7)$, decursin$(mp\;110{\sim}111^{\circ},\;C_{19}H_{20}O_5)$, umbelliferone $(mp\;227{\sim}228^{\circ},\;C_{9}H_{6}O_3)$, and nodakenetin $(mp\;187{\sim}189^{\circ},\;C_{14}H_{14}O_4)$. Besides, the methanol extract of the root was found to contain sucrose.

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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.