• 제목/요약/키워드: sesquiterpene lactones

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Additional Sesquiterpene Lactones from Ixeris sonchifolia

  • Jo, Young-Mi;Suh, Ji-Young;Im, Kwang-Sik;Jung, Jee-Hyung
    • 대한약학회:학술대회논문집
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    • 대한약학회 2002년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2
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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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Inula Sesquiterpene Lactone이 Phaseolus vulgaris L.의 조직변화와 생장에 미치는 영향 (Some Effects of Inula Sesquiterpene Lactones on the Growth and the Stem Anatomy of Phaseolus vulgaris L.)

  • 권영명
    • Journal of Plant Biology
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    • 제16권1_2호
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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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산국으로부터 분리한 Sesquiterpene Lactones의 흰쥐 복수암에 대한 효과 (Effects of Sesquiterpene Lactones Isolated from Chrysanthemum boreale M. against Sarcoma180 Implanted in ICR Mice)

  • 남상해;최상도;최진상;장대식;최상욱;양민석
    • 한국식품영양과학회지
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    • 제26권1호
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    • pp.144-147
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    • 1997
  • 산국의 꽃으로부터 2종의 sesquiterpene lactones을 분리정제하였으며, 각각 Compound I 과 II로 명명하였으며, 이 두 물질을 Sarcoma180에 감염된 ICR mouse에 대하여 항암효과실험을 수행한 결과 Compound I과 II의 투여농도가 10mg/kg일 때 수명 연장효과가 각 각 143%, 134%로 나타났다. 또한 Compound I 과 II 를 1mg/kg 씩을 섞어서 투여하였을 때에 158%의 수명 연장효과가 나타났다

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

  • 이상준;김성한;김정한
    • Applied Biological Chemistry
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    • 제38권5호
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    • pp.473-477
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    • 1995
  • Hymenoxys brachyactis지상부의 디클로로메탄 추출액으로부터 3개의 sesquiterpene lactone들과 새로운 lactone화합물인 isohymenograndin을 확인하였다. 그리고 2개의 sesquiterpene lactone축합물인 biennine C와 독성이 있는 것으로 알려진 flavone화합물인 hispidulin을 분리하여 각각을 고자장 NMR, Mass등의 기기를 이용하여 구조결정 하였다. Biennine C는 gas chromatography와 Mass분석을 통하여 독성화합물 hymenoxon과 화합물 8과의 Diels-Alder축합물임을 확인하였다. biennine C를 포함한 이상의 lactone화합물들은 ${\alpha},{\beta}$-unsaturated lactone으로서 독성화합물군으로서 알려진 hymenovin과 공통적인 구조를 갖고 있어서 생체독성을 나타낼 가능성이 높은 화합물들로 사료된다.

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

  • 장대식;권병목;양민석
    • 생약학회지
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    • 제30권1호
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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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    • 제11권2호
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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.

그늘쑥의 Sesquiterpene Lactone 성분 (Sesquiterpene Lactones of Artemisia sylvatica)

  • 권학철;최상진;이원빈;민용득;양민철
    • 약학회지
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    • 제45권2호
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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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    • 제28권10호
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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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    • 제27권6호
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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.

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

  • 이종록;박문기
    • 한국환경과학회지
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    • 제26권11호
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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.