• Title/Summary/Keyword: sesquiterpenes

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Variation of Concentration of Terpenes in Chrysanthemum boreale (산국에서의 Terpenes 함량의 변이)

  • 김종희
    • The Korean Journal of Ecology
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    • v.20 no.6
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    • pp.397-403
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    • 1997
  • The monoterpenes and sesquiterpenes are analysed in the leaf and stem of Chrysanthemum boreale using gas chromaltography-mass spectrometry (GC-MS). The total amount of sesquiterpenes are always higher than monoterpenes in both leaf (2.0-3.4 times) and stem (1.6-8.3 times). The mono- and sesquiterpenes yields of the leaf are higher than the stem. There was no significant difference among the leaf developmental stages, while those of stem were varied. Seventeen monoterpenes and 9 sesquiterpenes compound in this plants comprised more than 5% of the mean total monoterpenes and the total sesquiterpenes in each dates. Among leaf monoterpenes, the concentration of (+)-Limonene and unknown compound no. 13 (Retention time, R.T.=17.28) varied significantly during leaf growing season, and the concentrafion of unknown compound no. 7 (R.T.=35.04) and no. 9(R.T.=35.71) varied in the leaf sesquiterpenes. Similarly the results from the leaf, the concentration of five monoterpenes in stem also varied significantly during maturing period, and much varied in seven compounds of stem sesquiterpene. The major sesquiterpenes of leaf and stem were ${\alpha}-Humulene$ and compound no. 2(R.T.=26.19).

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Comparison of Sesquiterpenes in Korean and American Ginsengs (한국인삼과 북미산 서양상의 Sesquiterpene 성분 비교)

  • 위재준;신지영
    • Journal of Ginseng Research
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    • v.21 no.3
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    • pp.209-213
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    • 1997
  • Sesquiterpenes of Korean ginseng (Panax ginseng C.A. Meyer, KG) and American ginseng (Panax quinquefolium, AG) were Isolated by simultaneous distillation and extraction (SDE) with 30% methanol and n-hexane or adsorption using C18 Sep-Pak . The sesquiterpenes in KG and AG were compared each other by using TLC and GC/MS. Thin layer chromatogram of KG gave 4~5 spots of terpenes colored by vanillin-sulfuric acid, while AG did one major spot. Total ion chromatogram of KG showed about 30 peaks of sesquiterpene having molecular weight 204. Among these, 9 components such as alloaromadendrene, germacrene B, isocaryophyllene, $\alpha$-neoclovene, ${\gamma}$-muurolene and $\beta$-panasinsene together occupied 81.5% of total sesquiterpenes identified. In AG, however, only 3 components, i.e., isocaryophyllene, $\beta$-bisabolene, $\beta$-sesquiphellandrene occupied 79.3% of total sesquiterpenes identified. Especially isocaryophyllene was a dominant component of AG occupying 56.6%. Eight sesquiterpenes, including alloaromadendrene, germacrene B and $\alpha$-humulene, were not detected in AG. These results indicate that sesquiterpenes could be used as indices for the chemical difference between KG and AG.

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Comparison of Antifungal Activites of Monoterpenes and Sesquiterpenes in Essential Oil from Chamaecyparis obtusa against Dermatophytes (피부사상균에 대한 편백정유의 Mono- 및 Sesquiterpene 항진균 활성 비교)

  • Gwak, Ki-Seob;Park, Mi-Jin;Jeung, Eui-Bae;Chang, Je-Won;Choi, In-Gyu
    • Journal of the Korean Wood Science and Technology
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    • v.34 no.3
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    • pp.46-55
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    • 2006
  • This study was to compare the antifungal activitiy of monoterpenes with that of sesquiterpenes, which were major constituents of antifungal active essential oil of Chamaecyparis obtusa, to investigate which constituents had more effective against dermatophytes, and to evaluate the synergistic effect of combination of the antifungal active constituents. The antifungal activities of seven fractions (A, B, C, D, E, F, and G) from C obtusa essential oil by column chromatography were tested against Trichophyton mentagrophytes. Fraction D, E, F, and G were more active than fraction A, B, and C, and their major compounds were mono- and sesquiterpenes analyzed by GC/MS. Borneol, linalool, and ${\alpha}$-terpineol were selected as monoterpenes, and ${\alpha}$-cedrol, nerolidol, and ${\beta}$-eudesmol as sesquiterpenes, respectively. The antifungal activities of the constituents were respectively examined against Trichophyton mentagrophytes (KCTC6077), Microsporum canis (KCTC6591), and Microsporum gypseum. The constituents of sesquiterpenes were more active than those of monoterpenes. By comparing single and combined sesquiterpenes with fraction F containing the higher ratio of sesquiterpenes, combined sesquiterpenes were the most active. This result indicated that there was the synergistic antifungal effect against dermatophytes when sesquiterpenes were combined together.

Two New Sesquiterpenes from Pluchea arguta

  • Ahmad, Viqar Uddin;Zahid, Muhammad;Khatoon, Rasheeda;Ali, Zulfiqar;Abbas, Muhammad;Iqbal, Muhammad Zafar
    • Natural Product Sciences
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    • v.5 no.2
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    • pp.85-87
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    • 1999
  • Two new sesquiterpenes, 3'-chloro-2'-hydroxy-3-epi-arguticinin (1) and argutenol (2) belonging to eudesmane and gorgonane classes respectively, have been isolated from Pluchea arguta. Their structures were elucidated with the help of sophisticated spectroscopic techniques including nOe difference and NOESY experiments.

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Pharmacological Activities of Sesquiterpenes from the Rhizomes of Curcuma zedoaria (아출(莪朮)의 Sesquiterpene 성분의 약물활성)

  • Shin, Kuk-Hyun;Yoon, Ki-Young;Cho, Tae-Soon
    • Korean Journal of Pharmacognosy
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    • v.25 no.3
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    • pp.221-225
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    • 1994
  • Pharmacological activities of two sesquiterpenes, curzerenone(I), and curcumenol(II) isolated from the rhizomes of Curcuma zedoaria being used as an aromatic stomachic in Chinese medicines were evaluated in rats and mice. Curzerenone (I), at 100mg/kg, p.o. showed a potent protective effect against HCl-ethanol induced gastric lesion in rats, and curcumenol(II), at the same dose level showed a CNS depressant action characterized by a potentiation of hexobarbital(HB)-induced narcosis. Both compounds showed a moderate analgesic action but did not exhibit a hypothermic action even at 200mg/kg dose level.

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Studies on Essential Oils of Plants of Angelica Genus in Korea (I). -Essential Oils of Angelicae gigantis Radix- (Angelica속 생약의 정유성분에 관한 연구 (I). -참당귀의 정유성분-)

  • Chi, Hyung-Joon;Kim, Hyun-Soo
    • Korean Journal of Pharmacognosy
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    • v.19 no.4
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    • pp.239-247
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    • 1988
  • Essential oil of the root of Angelica gigas Nakai (Umbelliferae) was investigated. Essential oil was obtained from the dried roots by steam distillation and fractionated by column chromatography. Each isolate or fraction was identified by GC, GC-MS and spectral analysis. It was found to contain eleven monoterpenes such as ${\alpha}-pinene,\;camphene,\;{\beta}-pinene,\;myrcene,\;{\alpha}-phellandrene,\;{\Delta}-3-carene,\;{\alpha}-terpinene,\;p-symene,\;limonene,\;{\gamma}-terpinene$ and terpinolene and also found to contain 4-vinylguauacol, myristicin, elemol, ${\beta}-eudesmol,\;{\alpha}-eudesmol,\;four\;sesquiterpenes\;involving\;{\Delta}-elemene$. Four sesquiterpenes and five sesquiterpene alcohols were tentatively identified by comparison of their mass spectra.

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Sesquiterpene Derivatives Isolated from Cyperus rotundus L. Inhibit Inflammatory Signaling Mediated by NF-${\kappa}B$

  • Khan, Salman;Choi, Ran-Joo;Lee, Dong-Ung;Kim, Yeong-Shik
    • Natural Product Sciences
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    • v.17 no.3
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    • pp.250-255
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    • 2011
  • The immune system is finely balanced by the activities of pro-inflammatory and anti-inflammatory mediators or cytokines. Unregulated activities of these mediators can lead to the development of various inflammatory diseases. A variety of safe and effective anti-inflammatory agents are available with many more drugs under development. Of the natural compounds, the sesquiterpenes (nootkatone, ${\alpha}$-cyperone, valencene and ${\alpha}$-selinene) isolated from C. rotundus L. have received much attention because of their potential antiinflammatory effects. However, limited studies have been reported regarding the influence of sesquiterpene structure on anti-inflammatory activity. In the present study, the anti-inflammatory potential of four structurally divergent sesquiterpenes was evaluated in lipopolysaccaride (LPS)-stimulated RAW 264.7 cells, murine macrophages. Among the four sesquiterpenes, ${\alpha}$-cyperone and nootkatone, showed stronger anti-inflammatory and a potent NF-${\kappa}B$ inhibitory effect on LPS-stimulated RAW 264.7 cells. Molecular analysis revealed that various inflammatory enzymes (iNOS and COX-2) were reduced significantly and this correlated with downregulation of the NF-${\kappa}B$ signaling pathway. Additionally, electrophoretic mobility shift assays (EMSA) elucidated that nootkatone and ${\alpha}$-cyperone dramatically suppressed LPS-induced NF-${\kappa}B$-DNA binding activity using 32Plabeled NF-${\kappa}B$ probe. Hence, our data suggest that ${\alpha}$-cyperone and nootkatone are potential therapeutic agents for inflammatory diseases.