• Title/Summary/Keyword: umbelliferone

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Synthesis of Abscisic Acid Analogs and Their Biological Activity on Growth of Rice Seedling (합성 ABA 유도체의 벼 유묘 생장저해 작용)

  • Lee, Sang-Kap
    • Korean Journal of Environmental Agriculture
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    • v.16 no.3
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    • pp.269-273
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    • 1997
  • This research aims at developing a new plant growth inhibitors related to abscisic acid by means of esterification of (S)-(+)-ABA with p-hydroxy methyl cinnamate and umbelliferone, and testing its biological activity on growth of rice seedlings. The over-all yield of ABA-methyl cinnamate(AC) and ABA-umbelliferone(AC) ester compounds were 83% and 78%, respectively. The growth inhibition activity of these synthetic compounds were shown about 3 to 10 times(AC) and 10 to 30 times(AU) higher than (S)-(+)-ABA.

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Determination of Biosynthetic Pathway of Decursin in Hairy Root Culture of Angelica gigas

  • Ji, Xiuhong;Huh, Bum;Kim, Soo-Un
    • Applied Biological Chemistry
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    • v.51 no.4
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    • pp.258-262
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    • 2008
  • To establish the biosynthetic pathway of decursin in Angelica gigas Nakai, feeding experiment with stable isotope-labeled precursors were conducted. Umbelliferone and decursin were labeled with deuterium at C-3. The umbelliferone, the decursin, and other commercially available putative precursors, L-phenylalanine-ring-$d_5$ and trans-cinnamic acid-$d_7$, were fed to the hairy root culture of A. gigas. Each deuterated compound was incorporated into decursinol, decursinol angelate, and decursin as determined by mass spectrometric analysis. These findings confirmed the coumarin biosynthesis pathway sequence is composed of phenylalanine, cinnamic acid, umbelliferone, decursinol, and decursin.

Effects of Nodakenin, Columbianadin, and Umbelliferone Isolated from the Roots of Angelica decursiva on the Gene Expression and Production of MUC5AC Mucin from Human Airway Epithelial NCI-H292 Cells

  • Lee, Hyun Jae;Lee, Choong Jae
    • Natural Product Sciences
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    • v.23 no.3
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    • pp.201-207
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    • 2017
  • Angelica decursiva has been utilised as remedy for controlling the airway inflammatory diseases in folk medicine. We investigated whether nodakenin, columbianadin, and umbelliferone isolated from the roots of Angelica decursiva inhibit the gene expression and production of MUC5AC mucin from human airway epithelial cells. Confluent NCI-H292 cells were pretreated with nodakenin, columbianadin or umbelliferone for 30 min and then stimulated with epidermal growth factor (EGF), phorbol 12-myristate 13-acetate (PMA) or tumor necrosis $factor-{\alpha}$ ($TNF-{\alpha}$) for 24 h. The MUC5AC mucin gene expression was measured by reverse transcription - polymerase chain reaction (RT-PCR). Production of MUC5AC mucin protein was measured by enzyme-linked immunosorbent assay (ELISA). The results were as follows: (1) Nodakenin did not affect the expression of MUC5AC mucin gene induced by EGF, PMA or $TNF-{\alpha}$. Columbianadin inhibited the expression of MUC5AC mucin gene induced by EGF or PMA. However, umbelliferone inhibited the expression of MUC5AC mucin gene induced by EGF, PMA or $TNF-{\alpha}$; (2) Nodakenin also did not affect the production of MUC5AC mucin protein induced by EGF, PMA or $TNF-{\alpha}$. Columbianadin inhibited the production of MUC5AC mucin protein induced by PMA. However, umbelliferone inhibited the production of MUC5AC mucin protein induced by EGF, PMA or $TNF-{\alpha}$. These results suggest that, among the three compounds investigated, umbelliferone only inhibits the gene expression and production of MUC5AC mucin stimulated by various inducers, by directly acting on airway epithelial cells, and the results might explain the traditional use of Angelica decursiva as remedy for diverse inflammatory pulmonary diseases.

A Study on the Chemical Components from the Roots of Dystaenia takeshimana (섬바디 뿌리의 성분 연구(II))

  • Kim, Beom-Hae;Kwon, Yong-Soo;Kim, Chang- Min
    • Korean Journal of Pharmacognosy
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    • v.24 no.4
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    • pp.296-298
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    • 1993
  • From the benzene soluble and butanol soluble portions of Dystaenia takeshimana Kitagawa which is indigenous to Korea, umbelliferone, skimmin, isoscopoletin, ${\beta}-sitosterol$, campesterol and stigmasterol have been isolated and identified on the basis of spectral data.

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Chemical constituents from Polygonum bistorta rhizomes (권삼의 성분)

  • Choi, So-Young;Kwon, Yong-Soo;Kim, Chang-Min
    • Korean Journal of Pharmacognosy
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    • v.31 no.4
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    • pp.426-429
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    • 2000
  • Five compounds have been isolated from the rhizomes of Polygonum bistorta. On the basis of spectral evidences, these compounds were identified as catechol, 4- hydroxybenzaldehyde, umbelliferone, scopoletin and pyrogallol.

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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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Chemical Constituents from the Hydrangea chinensis

  • Khalil, Ashraf-Taha;Chang, Fang-Rong;Lee, Yue-Han;Chen, Chung-Yi;Liaw, Chih-Chuang;Patnam Ramesh;Shyng Shiou F.Yuan;Wu, Yang-Chang
    • Archives of Pharmacal Research
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    • v.26 no.1
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    • pp.15-20
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    • 2003
  • Two quinazolone alkaloids, (+)-febrifugine (1) and isofebrifugine (2), along with three coumarin derivatives, 6-hydroxy coumarin (3), skimmin (5), and $umbelliferone-7-O-{\alpha}-L-rhamnopyranosyl(1{\rightarrow}4)-{\beta}-D-glucopyranoside$ (6), were isolated from the roots of Hydrangea chinensis. Compound 6 is a new compound. In addition, umbelliferone (4), linoleic acid (7), two steroidal glycosides (8, 9), three furfural derivatives (10-12), and butyl-$\beta$-D-fructofuranoside (13) were isolated from the leaves of the same plant. The structures of all isolates were elucidated by spectral methods.

Analysis of the Coumarin Constituents in Peucedanii Radix (식방풍중의 Coumarin성분의 확인 및 정량)

  • Shin, Kuk-Hyun;Kang, Sam-Sik;Chi, Hyung-Joon
    • Korean Journal of Pharmacognosy
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    • v.23 no.1
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    • pp.20-23
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    • 1992
  • A new method for the analysis of coumarin constituents in the roots of Peucedanum japonicum by high performance liquid chromatography was established. Among two coumarin constituents identified, peucedanol was confirmed to be applicable to a standard compound. A reversed phase system with a ${\mu}Bondapak$ C_{18}$, column using $H_2O-MeOH=5\;:\;4$ as a moble phase was developed. Peucedanol and a minor constituent, umbelliferone were detected at 333nm and the analysis was successfully carried out within 20 min.

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Coumarins from the Roots of Angelica decursiva-albiflora (개바디 뿌리의 쿠마린성분)

  • Jung, Nam-Il;Yook, Chang-Soo;Lee, Hyeong-Kyu
    • Korean Journal of Pharmacognosy
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    • v.25 no.4 s.99
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    • pp.311-318
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    • 1994
  • From the root of Angelica decursiva-albiflora Yook, which has been used as a folk medicine for a sedative, analgesic and expectorant, four free coumarins, e.g., decursidin(I), decursin(II), umbelliferone(III) and nodakenetin(IV), and two coumarin glycosides, e.g., nodakenin(V) and decuroside I(VI) were isolate. The cytotoxicity of nodakenin(V) against L-1210 leukemia cells was less effective than cisplatin, but in the nephrotoxicity against rabbit kidney proximal tubular cell nodakenin(V) showed remarkably less nephrotoxicant than cisplatin.

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Biochemical Study on Soft-rotted Sweetpotatoes (연부(軟腐)고구마의 생화학적(生化學的) 연구(硏究))

  • Chun, Jae-Kun
    • Applied Biological Chemistry
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    • v.10
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    • pp.47-61
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    • 1968
  • Sweetpotato infected by Soft-rot, Rhizopus nigricans, has been investigated for its biochemical changes. The results of the present experiment are summarized as follows: 1. From the Soft-rotted tuber, nineteen Ehrlich's positive substances and three fluorescent compounds which had not been found in a healthy tuber were detected with thin layer chromatography. 2, Ipomeamarone and umbelliferone, each of which are predominating substances among the Ehrlich's positive and fluorescent compounds, were isolated by silica gel column chromatography and studied for their identities. 3. Time course biosynthesis of the metabolites was studied and discussed for their possible biosynthetic pathways. 4. Among the metabolites, ipomeamarone and ipomeamarone-like substances have enzyme: inhibitive action against ${\alpha}$-amylase and probably other enzymes; the inhibition type was determined as the uncompetitive one. 5. Ipomeamarone obtained from soft-rotted sweetpotato was proved to have an uncoupling action as 2, 4-dinitrophenol.

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