• Title/Summary/Keyword: sesquiterpene lactones

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Additional Sesquiterpene Lactones from Ixeris sonchifolia

  • Jo, Young-Mi;Suh, Ji-Young;Im, Kwang-Sik;Jung, Jee-Hyung
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.369.1-369.1
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    • 2002
  • In our previous study, the leaves of Ixeris sonchifolia afforded two new and two known guaiane type sesquiterpene lactones by activity-guided fractionation. Now we report additional isolation of sesquiterpene lactones from the roots of Ixeris sanchi!a!ia. They are glucozaluzanin C and ixerin H. Ixerin H is germacranolide type sesquiterpene glucuside. Theil structures were determined by 1 D and 2D NMR spectroscopy. (omitted)

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Some Effects of Inula Sesquiterpene Lactones on the Growth and the Stem Anatomy of Phaseolus vulgaris L. (Inula Sesquiterpene Lactone이 Phaseolus vulgaris L.의 조직변화와 생장에 미치는 영향)

  • 권영명
    • Journal of Plant Biology
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    • v.16 no.1_2
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    • pp.12-16
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    • 1973
  • The inhibitory effect of Inula sesquiterpene lactones on the growth of Phaseolus vulgaris was tested and the abnormality of the stem organization caused by the lactones was also examined. The longitudinal growth of the young stem and the expansion of the young leaf were stopped by the application of the lactones. However, this inhibitory effect was appeared and strictly restricted within the treated area. So the young shoot was observed for possible bending as a result of the unilateral application of the lactones. When the application of the lactones into the medium, the growth of the plant was entirely repressed. However, the growth of shoot and re-initiation of root were started after the plant was transfered to the lactone free medium. And partial reversal of inhibition of the stem growth was achieved by the additions of gibberelline and the lactones.

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Effects of Sesquiterpene Lactones Isolated from Chrysanthemum boreale M. against Sarcoma180 Implanted in ICR Mice (산국으로부터 분리한 Sesquiterpene Lactones의 흰쥐 복수암에 대한 효과)

  • 남상해;최상도;최진상;장대식;최상욱;양민석
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.26 no.1
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    • pp.144-147
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    • 1997
  • For the investigation of antitumor agents, two kinds of sesquiterpene lactones were isolated and purified from Chrysanthemum boreale M. and designated as Compound I and ]U . And then in vivo antitumor test of the sesquiterpene lactones was carried out against ICR mice. In vivo test against Sarcoma180 implanted ICR mice, life prolongation effects of Compound I and II were showed as 143% and 134% at the dose of 10mg/kg, respectively. Besides, at the tested group mixed Compound I and II each 1mg/kg was showed rather high life prolongation effect as 158%.

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The study of chemical substances in Hymenoxys brachyactis(II) (Hymenoxys brachyactis의 화학성분에 관한 연구(II))

  • Lee, Sang-Jun;Kim, Sung-Han;Kim, Jung-Han
    • Applied Biological Chemistry
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    • v.38 no.5
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    • pp.473-477
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    • 1995
  • The dichloromethane extracts of the above ground parts of Hymenoxys brachyactis afforded three sesquiterpene lactones already reported, one new sesquiterpene lactone, biennin C and hispidulin as known toxic flavone. Structures of all compounds were established by spectroscopy and biennin C was determined as an adduct of the modified pseudoguanolide and hymenoxon by Gas Chromatograpy and MS spectrometer These sesquiterpene lactones have the same ${\alpha},{\beta}$-unsaturated functional group like that of hymenovin which has been known as major toxic constituent of important livestock poison. And biennin C is also considered as toxic compound because of toxic hymenoxon.

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Biological Activities of Sesquiterpene Lactones isolated from Several Compositae Plants. Part 2 -FPTase Inhibitory Activity- (수종의 국화과 식물에서 분리한 Sesquiterpene Lactone들의 생리활성(제2보) -FPTase 저해활성-)

  • Jang, Dae-Sik;Kwon, Byong-Mog;Yang, Min-Suk
    • Korean Journal of Pharmacognosy
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    • v.30 no.1
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    • pp.70-73
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    • 1999
  • Nine sesquiterpene lactones, which were isolated from Hemisteptia lyrata Bunge. Chrysanthemum zawadskii Herbich var. latilobum Kitamura and Chrysanthemum boreale Makino were evaluated for the farnesyl-protein transferase (FPTase) inhibitor, conducted by the scintillation proximity assay (SPA). The angeloylcumambrin B and tigloylcumambrin B inhibited a recombinant rat FPTase with $IC_{50}$ value of $78\;{\mu}g/ml$ $(225\;{\mu}M)$ and $90\;{\mu}g/ml$ $(260 \;{\mu}M)$, respectively.

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Sesquiterpene Lactones from the Roots of Ixeris sonchifolia

  • Jo, Young-Mi;Suh, Ji-Young;Bae, Song-Ja;Jung, Jee-H.;Im, Kwang-Sik
    • Natural Product Sciences
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    • v.11 no.2
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    • pp.55-57
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    • 2005
  • Three known sesquiterpene lactones were isolated from the n-BuOH traction of the roots of Ixeris sonchifolia. Their structures were identified as macrocliniside A (1), glucozaluzanin C (2), and ixerin H (3), by spectral analyses. Compounds 1 and 2 are guaiane-type, while compound 3 is a germacrane-type sesquiterpene lactone. Compounds 1-3 are first isolated from I. sonchifolia.

Sesquiterpene Lactones of Artemisia sylvatica (그늘쑥의 Sesquiterpene Lactone 성분)

  • 권학철;최상진;이원빈;민용득;양민철
    • YAKHAK HOEJI
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    • v.45 no.2
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    • pp.147-152
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    • 2001
  • The phytochemical study of the aerial parts of Artemisia sylvatica (Asteraceae) led to the isolation of nine sesquiterpene lactones, l$\alpha$-hydroperoxy-rupicolin A acetate (1), rupicolin B acetate (2), rupicolin A acetate (3), l$\alpha$-hydroxy-4$\alpha$-hydroperoxy-bishopsolicepolide (4), 1$\alpha$-hydroperoxy-4$\beta$-hydroxy-8$\alpha$-acetoxy-guaia-2,9,11 (13)-triene-6$\alpha$,12-oxide (5), 1$\alpha$-hydroperoxy-4$\alpha$-hydroxybishopsolicepolide (6), l$\alpha$,4$\beta$-dihydroxy-8$\alpha$-acetoxy-guaia-2,9,11(13)-triene-6$\alpha$,12-olive (7), rupicolin A (8) and l$\alpha$,4$\alpha$-dihydroxy-bishopsolicepolide (9). Their structures were established by chemical and spectroscopic methods.

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Cytotoxic Sesquiterpene Lactones from Saussurea calcicola

  • Choi, Sang-Zin;Choi, Sang-Un;Lee, Kang-Ro
    • Archives of Pharmacal Research
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    • v.28 no.10
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    • pp.1142-1146
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    • 2005
  • Seven sesquiterpene lactones were isolated by the chromatographic separation of the MeOH extract of the aerial parts of Saussurea calcicola (Compositae). Their structures were determined spectroscopically to be cynaropicrin (1), arguerin B (2), cebellin F (3), 8${\alpha}$-hydroxy-11${\alpha}$, 13-dihydrozaluzanin C (4), desacylcynaropicrin (5), 3${\beta}$-hydroxy-8${\alpha}$-epoxymethylacriloiloxy-4(15), 10(14), 11(13)-trien-guaian-6, 12-olide (6), and kandavanolide (7). Compounds 1 and 2 showed significant cytotoxicity against five cultured human tumor cell lines with $ED_{50}$ values ranging from $0.23{\~}1.72\;{\mu}g/mL$.

Three sesquiterpene lactones suppress lung adenocarcinoma by blocking TMEM16A-mediated Ca2+-activated Cl- channels

  • Ruilian Xiu;Jie Jia;Qing Zhang;Fengjiao Liu;Yaxin Jia;Yuanyuan Zhang;Beibei Song;Xiaodan Liu;Jingwei Chen;Dongyang Huang;Fan Zhang;Juanjuan Ma;Honglin Li;Xuan Zhang;Yunyun Geng
    • The Korean Journal of Physiology and Pharmacology
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    • v.27 no.6
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    • pp.521-531
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    • 2023
  • Transmembrane protein TMEM16A, which encodes calcium-activated chloride channel has been implicated in tumorigenesis. Overexpression of TMEM16A is associated with poor prognosis and low overall survival in multiple cancers including lung adenocarcinoma, making it a promising biomarker and therapeutic target. In this study, three structure-related sesquiterpene lactones (mecheliolide, costunolide and dehydrocostus lactone) were extracted from the traditional Chinese medicine Aucklandiae Radix and identified as novel TMEM16A inhibitors with comparable inhibitory effects. Their effects on the proliferation and migration of lung adenocarcinoma cells were examined. Whole-cell patch clamp experiments showed that these sesquiterpene lactones potently inhibited recombinant TMEM16A currents in a concentration-dependent manner. The half-maximal concentration (IC50) values for three tested sesquiterpene lactones were 29.9 ± 1.1 µM, 19.7 ± 0.4 µM, and 24.5 ± 2.1 µM, while the maximal effect (Emax) values were 100.0% ± 2.8%, 85.8% ± 0.9%, and 88.3% ± 4.6%, respectively. These sesquiterpene lactones also significantly inhibited the endogenous TMEM16A currents and proliferation, and migration of LA795 lung cancer cells. These results demonstrate that mecheliolide, costunolide and dehydrocostus lactone are novel TMEM16A inhibitors and potential candidates for lung adenocarcinoma therapy.

Structural Analysis and Biological Activities of Sesquiterpene Lactones Isolated from the Leaves and Stems of Chrysanthemum boreale Makino (산국의 잎과 줄기에서 분리한 Sesquiterpene Lactone들의 구조규명 및 생리활성)

  • Lee, Jong Rok;Park, Moon Ki
    • Journal of Environmental Science International
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    • v.26 no.11
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    • pp.1285-1295
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    • 2017
  • Chrysanthemum boreale Makino is widely distributed in Korea, China, Japan and Southeast Asian countries. C. boreale is one of the herbs used for treating various inflammatory diseases in oriental medicine. The present study was conducted to identify biologically active compounds from the leaves and stems of C. boreale. We isolated two sesquiterpene sactones from the leaves and stems of C. boreale using silica gel column chromatography and recyclic high perfomance liquid chromatography. The lactones were characterized by their spectroscopic data (NMR, IR, MASS). These compounds were subjected to Farnesyl Protein Transferase (FPTase) inhibition, Nitric Oxide (NO) release inhibition and apoptosis inhibition. The structur of the following isolated compound were elucidated 8,10-${\small{O}$-Acetyl-2-methoxy-10-hydroxy-3,11(13)-guaiadiene-12,6-olide and 4,10-dihydroxy-8-${\small{O}$-Acetyl-2,11(13)-guaiadiene-12,6-olide. In the NO release inhibition assay, compound 2 showed strong activities, with an $IC_{50}$ value of $7{\mu}g/mL$, whereas compound 1 did not exhibit significant activity with an $IC_{50}$ value of over $14{\mu}g/mL$ against murine macrophage.