• Title/Summary/Keyword: Coumarins

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Constituents of the Fruits and Leaves of Euodia daniellii

  • Yoo, Sang-Woo;Kim, Ju-Sun;Kang, Sam-Sik;Son, Kun-Ho;Chang, Hyeun-Wook;Kim, Hyun-Pyo;Bae, Ki-Hwan;Lee, Chong-Ock
    • Archives of Pharmacal Research
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    • v.25 no.6
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    • pp.824-830
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    • 2002
  • Four flavonoid glycosides, flavaprin (7), evodioside B (8), vitexin (11), and hesperidin (12), as well as the coumarins bergapten (1), xanthotoxin (2), and isopimpinellin (3), the lignan simplexoside (10), the steroids ${\beta}-sitosterol$ (4) and daucosterol (5), the limonoids isolimonexic acid (6) and limonin (9), and uracil (13) and myo-inositol (14) have been isolated from Euodia daniellii. The structures of these compounds were established from spectral data. Among the isolates, bergapten showed cyclooxygenase-2 inhibitory activity with an $IC_{50}$ value of $6.2{\;}{\mu\textrm{g}}/ml. Flavonoids isolated from this plant exhibited no cytotoxic activity against the human tumor cell lines, A549, SKOV-3, SKMEL-2, XF498, and HCT15.

Monoamine Oxidase Inhibitory Coumarins from the Aerial Parts of Dictamnus albus

  • Jeong, Seon-Hwa;Han, Xiang Hua;Hong, Seong-Su;Hwang, Ji-Sang;Hwang, Ji-Hye;Lee, Dong-Ho;Lee, Myung-Koo;Ro,, Jai-Seup;Hwang, Bang-Yeon
    • Archives of Pharmacal Research
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    • v.29 no.12
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    • pp.1119-1124
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    • 2006
  • The methanol extract from the aerial parts of Dictamnus albus was active in inhibiting monoamine oxidase (MAO) from the mouse brain. Activity-guided fractionation led to the isolation of four known coumarins, 7-(6'R-hydroxy-3', 7'-dimethyl-2'E, 7'-octadienyloxy) coumarin (1), auraptene (2), umbelliferone (3), and xanthotoxin (4), as active compounds along with an inactive alkaloid, skimmianine (5). Compounds 1 and 2 inhibited MAO activity in a concentration-dependent manner with $IC_{50}$ values of 0.7 and $1.7\;{\mu}M$, respectively. Compounds 1 and 2 showed a slight and potently selective inhibitory effect against MAO-B ($IC_{50}\;0.5\;and\;0.6\;{\mu}M,\;respectively$) compared to MAO-A ($IC_{50}\;1.3\;and\;34.6\;{\mu}M,\;respectively$). According to kinetic analyses derived by Lineweaver-Burk reciprocal plots, compounds 1 and 2 exhibited a competitive inhibition to MAO-B.

Inhibition of Nitric Oxide Synthesis by Coumarins from Polygonum cuspidatum in LPS-Activated RAW 264.7 cells (호장근의 쿠마린에 의한 RAW 264.7 세포주의 nitric oxide 생성 저해활성)

  • Rho, Tae-Cheol;Choi, Hee-Cheol;Lee, Seung-Woong;Kim, Young-Ho;Rho, Mun-Chual;Kim, Young-Kook;Lee, Hyun-Sun
    • Korean Journal of Pharmacognosy
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    • v.32 no.3 s.126
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    • pp.181-188
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    • 2001
  • During the screening for inhibitors of nitric oxide production in LPS-activated macrophage, RAW 264.7 cells, two coumarins were isolated from chloroform extract of the root of Polygonum cuspidatum. They were identified as decursin (1) and decursinol angelate (2) on the basis of spectroscopic methods. The $IC_{50}$ values of these compounds on NO production were $0.76\;{\mu}M$ (1) and $2.6\;{\mu}M$ (2), respectively. However, the iNOS activity was not inhibited by treatment with these compounds. Their inhibitory effect on NO production seems to result from the suppression of iNOS induction through the suppression of NF-kB activity.

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A Conformational Isomer of Soulattrolide from the Stem Bark of Calophyllum symingtonianum and Its Antibacterial Activity

  • Susanti, Deny;Attoumani, Nissad;Taher, Muhammad;Rezali, Mohd Fazlin;Sohrab, Md. Hossain;Hasan, Choudhury Mahmood;Zakaria, Zainul Amiruddin
    • Natural Product Sciences
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    • v.24 no.1
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    • pp.47-53
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    • 2018
  • Callophylum symingtonianum (Guttiferae), an evergreen broad-leaved tree that usually grows in hill forests, can be found distributed in the Malay Peninsula. The barks, leaves, flowers and seeds is often used medicinally to treat diarrhea and rheumatism. In the present study, we isolated two inophyllum type coumarins, 12-O-ethylinophyllum D (1) and iso-soulattrolide (2) from the stembarks of C. symingtonianum together with their antibacterial activity. The compounds were isolated by chromatographic methods on a silica gel. The structures were established by spectroscopic methods including UV, IR, (1D and 2D) NMR and mass spectrometry as well as by comparison with several literature sources. The antibacterial activity of those compounds was tested using a disc-diffusion assay against Staphylococcus aureus, Bacillus cereus, Escherichia coli and Pseudomonas aeruginosa. Both compound exhibited mild inhibition against P. aeruginosa with both $111{\mu}g/ml$ MIC value. Compound 2 also inhibits S. aureus with $25{\mu}g/ml$ MIC value.

The Constituents Isolated from Peucedanum japonicum Thunb. and their Cyclooxygenase (COX) Inhibitory Activity

  • Zheng, Mingshan;Jin, Wenyi;Son, Kun-Ho;Chang, Hyeun-Wook;Kim, Hyun-Pyo;Bae, Ki-Hwan;Kang, Sam-Sik
    • Korean Journal of Medicinal Crop Science
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    • v.13 no.2
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    • pp.75-79
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    • 2005
  • Five coumarins, psoralen (1), scopoletin (2), isoimperatorin (4), (+)-marmesin (5) and xanthotoxin (6), three chromones, cimifugin (3), hamaudol (7) and sec-O-glucosylhamaudol (10), one sterol, daucosterol (8) and one aliphatic alcohol, galactitol (9) were isolated from the root of Peucedanum japonicum. Their chemical structures were identified by the physicochemical and spectroscopic data by comparing literature values. Among them, compounds 9 and 10 were isolated for the first time from this plant. The anti-inflammatory effects of isolated compounds were examined on cyclooxygenase (COX), compounds 1, 2 and 7 showed inhibitory activity on COX-1 with $IC_{50}$ values of 0.88, 0.27 and 0.30 mM, respectively. In the test for COX-2 activity, only compound 7 showed significant inhibitory activity with the $IC_{50}$ value of 0.57 mM. The other compounds exhibited weak inhibitory or no inhibitory activity.

Coumarins and Triterpenoid Glycosides from the Roots of Patrinia scabiosaefolia

  • Choi, Jae-Sue;Woo, Won-Sick
    • Archives of Pharmacal Research
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    • v.7 no.2
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    • pp.121-126
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    • 1984
  • From the roots of Patrinia scabiosaefolia Valerianaceae), scopoletin (1), esculetin (2), oleanonic acid (3), 3-O-.alpha.-L-rhamnopyranosyl (1.rarw.2)-.alpha.-l-arabinopyranosyl oleanolic acid (4) and 3-O-.alpha.-L- rhamnopyranosyl (1 .rarw. 2)-.alpha.-L-arabinopyranosyl header agenin (5) were isolated and characterized by spectral data.

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A New Coumarin from the Stem of Angelica dahurica

  • Kim, Chang-Min;Kwon, Yong-Soo;Shin, Soo-Jung;Kim, Myong-Jo
    • Archives of Pharmacal Research
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    • v.25 no.1
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    • pp.53-56
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    • 2002
  • One new and three known coumarins were isolated from the $CHCl_3$ soluble fraction of Angelica dahurica stem. On the basis of spectral data, the structures of the isolated compounds were determined to be scopoletin, angelol I, angelol H and 6-[(1S), 2(R)-2, 3-dihydroxy-1-methoxy-3-methylbutyl]-7-methoxycoumarin; the latter being isolated for the first time from a plant source.

Synthesis and Biological Evaluation of Decursin, Prantschimgin and Their Derivatives

  • Xia, Yan;Min, Kyung-Hoon;Lee, Kyeong
    • Bulletin of the Korean Chemical Society
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    • v.30 no.1
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    • pp.43-48
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    • 2009
  • The synthesis of coumarin-based natural products and their derivatives is described. In vitro MDR reversal activities of the synthesized compounds were evaluated in P-glycoprotein over-expressing human sarcoma cell line MES-SA/DX5. Some of the coumarin derivatives were found to show potent MDR reversal activity. In particular, pyridyl derivative (15e) exhibited more potency than verapamil.

The Chemistry of Secondary Products from Acanthopanax Species and their Pharmacological Activities

  • Shin, Kuk-Hyun;Lee, Sang-Hyun
    • Natural Product Sciences
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    • v.8 no.4
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    • pp.111-126
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    • 2002
  • The chemistry of secondary products from Acanthopanax species and their pharmacological activities were reviewed. A nitrogenous compound, a furan compound, a quinoid, benzoids, coumarins, phenylpropanoids, lignans, flavonoids, terpenoids, phytosterols, polyacetylenes, a pyrimidine, cyclitols, monosaccharides and an aliphatic alcohol have been isolated from Acanthopanax species and have been shown to have various levels of activities such as anti-bacterial, anti-cancer, anti-gout, anti-hepatitis, anti-hyperglycemic, anti-inflammatory, anti-leishmanicidic, anti-oxidant, anti-pyretic, anti-xanthine oxidase, choleretic, hemostatic, hypocholesterolemic, immunostimulatory and radioprotectant effects, etc.