• 제목/요약/키워드: Sesquiterpene

검색결과 270건 처리시간 0.027초

Sesquiterpene lactones from Eupatorium chinense

  • Baek, Young-Il;Ahn, Jong-Woong;No, Zae-Sung;Lee, Chong-Ock;Baek, Seung-Hwa
    • 대한약학회:학술대회논문집
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    • 대한약학회 2001년도 Proceedings of International Convention of the Pharmaceutical Society of Korea
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    • pp.141.2-141.2
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    • 2001
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Synthesis of (+)-4$\beta$-Hydroxyhernandulcin

  • Kim, Jung-Hun;Cheon, Seung-Hoon
    • 대한약학회:학술대회논문집
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    • 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.1
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    • pp.251.1-251.1
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    • 2003
  • (+)-Hernandulcin and (+)-4${\beta}$-HYdroxyhernandulcin was isolated as a sweet bisabolane sesquiterpene constituent of the Mexican plant Lippia dulcis Trev. (Verbenaceae) and has shown to be 1,000-1,500 times as sweet as sucrose. Natural (+)-hernandulcin was nontoxic when administered orally to mice and it did not induce bacterial mutation. (omitted)

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Effect of elevated atmospheric carbon dioxide on the allelopathic potential of common ragweed

  • Bae, Jichul;Byun, Chaeho;Ahn, Yun Gyong;Choi, Jung Hyun;Lee, Dowon;Kang, Hojeong
    • Journal of Ecology and Environment
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    • 제43권2호
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    • pp.212-218
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    • 2019
  • Background: Allelopathy has been suggested as one potential mechanism facilitating the successful colonisation and expansion of invasive plants. The impacts of the ongoing elevation in atmospheric carbon dioxide (CO2) on the production of allelochemicals by invasive species are of great importance because they play a potential role in promoting biological invasion at the global scale. Common ragweed (Ambrosia artemisiifolia var. elatior), one of the most notorious invasive exotic plant species, was used to assess changes in foliar mono- and sesquiterpene production in response to CO2 elevation (389.12 ± 2.55 vs. 802.08 ± 2.69 ppm). Results: The plant growth of common ragweed significantly increased in elevated CO2. The major monoterpenes in the essential oil extracted from common ragweed leaves were β-myrcene, DL-limonene and 1,3,6-octatriene, and the major sesquiterpenes were β-caryophyllene and germacrene-D. The concentrations of 1,3,6-octatriene (258%) and β-caryophyllene (421%) significantly increased with CO2 elevation. Conclusions: These findings improve our understanding of how allelochemicals in common ragweed respond to CO2 elevation.

은행잎 유래 살충성분 bilobalide와 그 분해물의 살충활성 (Insecticidal Activities of Bilobalide from Ginkgo biloba Leaves and its Derivatives)

  • 양은영;홍수명;안용준;권오경
    • 농약과학회지
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    • 제5권1호
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    • pp.24-29
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    • 2001
  • 은행잎함유 살충성분인 bilobalide의 활성부위를 조사하기 위해 bilobalide를 가수분해 및 산화를 시킨 후 구조를 확인하고 살충활성을 검정하였다. 분해물의 분석 결과, 염기에 의한 가수분해물은 cyclopentenone 계열의 화합물로 밝혀졌고, 산화물은 trilactone 형태를 유지한 sesquiterpene 구조로써 dehydration된 형태로 추정되었다. 분해물의 살충활성을 검정한 결과, 살충력의 크기는 bilobalide, monoacetyl 유도체, ginkgolide C, 산화분해물, diacetyl 유도체, 가수분해물의 순으로 감소하여 bilobalide의 살충력을 나타내는데에는 trilactone의 구조를 유지하는 것이 중요한 것으로 나타났다.

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Inhibition of Human Neutrophil Elastase by Sesquiterpene Lactone Dimers from the Flowers of Inula britannica

  • Kim, Kwan-Chul;Kim, Dae-Jung;Lee, Myung Sun;Seo, Ji Yun;Yoo, Ick-Dong;Lee, Ik-Soo
    • Journal of Microbiology and Biotechnology
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    • 제28권11호
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    • pp.1806-1813
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    • 2018
  • A new sesquiterpene lactone dimer [1], together with five known compounds (2-6), was isolated from the flowers of Inula britannica. The structures of these compounds were established by extensive spectroscopic studies and chemical evidence. The inhibitory activities of these isolated compounds (1-6) against human neutrophil elastase (HNE) were also evaluated in vitro; compounds 1 and 6 exhibited significant inhibitory effects against HNE activity, with $IC_{50}$ values of 8.2 and $10.4{\mu}m$, respectively, comparable to that of epigallocatechin gallate (EGCG; $IC_{50}=10.9{\mu}M$). In addition, compounds 3 and 5 exhibited moderate HNE inhibitory effects, with $IC_{50}$ values of 21.9 and $42.5{\mu}M$, respectively. In contrast, compounds 2 and 4 exhibited no such activity ($IC_{50}$ > $100{\mu}M$). The mechanism by which 1 and 3 inhibited HNE was noncompetitive inhibition, with inhibition constant ($K_i$) values of 8.0 and $22.8{\mu}M$, respectively.

Cytotoxic Constituents of the Leaves of Ixeris sonchifolia

  • Suh, Ji-Young;Jo, Young-Mi;Kim, Nam-Deuk;Bae, Song-Ja;Jung, Jee-H.;Im, Kwang-Sik
    • Archives of Pharmacal Research
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    • 제25권3호
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    • pp.289-292
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    • 2002
  • The ethyl acetate extract of the leaves of Ixeris sonchifolia afforded two new and two known sesquiterpene lactone glucosides of the guaiane-type, together with a known alkenol glucoside. The known compounds were identified as ixerin Z (1), ixerin Z-6'-p-hydroxyphenylace-tate (2), and (Z)-3-hexen-1-ol-$\beta$-D-glucopyranoside (3), respectively. The structures of the new compounds were elucidated as 11, 13a-dihydroixerin Z [4, 3-hydroxy-2-oxo-guaia-1 (10), $3-dien-5{\alpha},6{\beta},7{\alpha},11{\beta}H-12,6-olide-3-O-{\beta}-D-glucopyranoside],{\;}and{\;}3,10{\$beta}-dihydroxy-2-oxo-guaia-3,11(13)-dien-1{\alpha},5{\alpha},6{\alpha},7aH-12,6-olide-10-O-{\beta}-D-glucopyranoside$ (5), respectively. The cytotoxicity of these compounds against human hepatocellular carcinoma cell (HepG2) and human melanoma cell (SK-MEL-2) was evaluated.

Anti-cancer Properties of a Sesquiterpene Lactone-bearing Fraction from Artemisia khorassanica

  • Rabe, Shahrzad Taghizadeh;Emami, Seyed Ahmad;Iranshahi, Mehrdad;Rastin, Maryam;Tabasi, Nafise;Mahmoudi, Mahmoud
    • Asian Pacific Journal of Cancer Prevention
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    • 제16권3호
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    • pp.863-868
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    • 2015
  • Background: Artemisia species are important medicinal plants throughout the world. The present in vitro study, using a sesquiterpene lactone-bearing fraction prepared from Artemisia khorassanica (SLAK), sought to investigate anti-cancer properties of this plant and elucidate potential underlying mechanisms for the effects. Materials and Methods: Anti-cancer potential was evaluated by toxicity against human melanoma and fibroblast cell lines. To explore the involved pathways, pattern of any cell death was determined using annexin-V/PI staining and also the expression of Bax and cytochrome c was investigated by Western blotting. Results: The results showed that SLAK selectively caused a concentration-related inhibition of proliferation of melanoma cells that was associated with remarkable increase in early events and over-expression of both Bax and cytochrome c. Conclusions: The current experiment indicates that Artemisia may have anti-cancer activity. We anticipate that the ingredients may be employed as therapeutic candidates for melanoma.

흰쥐에서 Cumambrin A의 대동맥 이완작용 (Effect of Cumambrin A on the Relaxation of Rat Aorta)

  • 홍용근;양민석;박윤배
    • 생약학회지
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    • 제36권1호통권140호
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    • pp.17-20
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    • 2005
  • We previously reported that the exogenous administration of cumambrin A, a sesquiterpene lactone from the dried flowers of Chrysanthemum boreale Makino has a pharmacological effect on normalization of blood pressure in the spontaneously hypertensive rats (SHR). In the present study, we further investigated the effect of cumambrin A on the relaxation of phenylephrine-induced precontracted rat aortic artery rings. The potency of cumambrin A was than compared to verapamil, a well known $Ca^{2+}-channel$ blocker. The results demonstrate that the isolated rat aortic arteries are relaxed to basal tension at a concentration of $5{\times}10^{-5}\;M$ cumambrin A treatment. The results also show that the phenylephrine-induced contraction is inhibited by a pretreatment of cumambrin A. Co-treatment of cumambrin A and verapamil showed a strong synergetic effect on the relaxation of rat aortic artery rings. Thus, these data demonstrate that cumambrin A is a potent relaxant of rat aortic smooth muscle and suggest that cumambrin A modulates intracellular or extracellular $Ca^{2+}$ mobilization.

Anti-inflammatory Effect of Dactyloquinone B and Cyclospongiaquinone-1 Mixture in RAW264.7 Macrophage and ICR Mice

  • Lee, Dong-Sung;Hwang, In Hyun;Im, Nam-Kyung;Jeong, Gil-Saeng;Na, MinKyun
    • Natural Product Sciences
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    • 제21권4호
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    • pp.268-272
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    • 2015
  • Sesquiterpene-quinone is a class of secondary metabolites frequently encountered from marine sponge. The present study was designed to examine the anti-inflammatory action of sponge-derived dactyloquinone B (DQB) and cyclospongiaquinone-1 (CSQ1) mixture using lipopolysaccharide (LPS)-induced inflammatory responses. We measured the production of nitric oxide (NO), tumor necrosis factor-alpha ($TNF-{\alpha}$), $interleukin-1{\beta}$ ($IL-1{\beta}$), and interleukin-6 (IL-6) and expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) protein. $TNF-{\alpha}$, $IL-1{\beta}$, and IL-6 production, which increased by treatment with LPS, were significantly inhibited by DQB and CSQ1 mixture. It also decreased the production of NO production, and iNOS and COX-2 expression. Furthermore, it reduced 12-O-tetradecanoylphorbol 13-acetate (TPA)-induced ear edema of ICR mice. These results demonstrate that sesquiterpene-quinone, DQB and CSQ1 mixture, might serve as a chemical pipeline for the development of anti-inflammatory agent.

Molecular Cloning of a Partial Cadinane Synthase Gene from Artemisia annua

  • Song, Seung-hwan;Chang, Yung-jin;Kim, Jeong-gu;Kim, Soo-Un
    • 한국응용약물학회:학술대회논문집
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    • 한국응용약물학회 1998년도 Proceedings of UNESCO-internetwork Cooperative Regional Seminar and Workshop on Bioassay Guided Isolation of Bioactive Substances from Natural Products and Microbial Products
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    • pp.121-121
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    • 1998
  • Artemisia annua, an indigenous plant in Korea, contains a clinically important potent antimalarial principle, artemisinin. Artemisinin is a cadinane-type sesquiterpene endoperoxide. Cadinane synthase catalyzes the first committed step in artemisinin biosynthesis by cyclizing farnesyldiphosphate. In hopes of finding a cadinane synthase gene involved in artemisinin biosynthesis, oligonucleotides were synthesized on. the basis of the consensus nucleotide sequences and Nco I restriction sites for convenience in cloning. Specifically, nucleotide sequences of two highly conserved regions were deduced from the genes of similar function of Hyoscyamus muticus, Nicotiana tabacum, Abies grandis, Lycopersicon esculentum, and Gossypium hirsutum to construct a set of primers for polymerase chain reation (PCR). A 184 bp fragment was found to be amplified by PCR, and subsequently cloned. The gene revealed 62.8% identity in nucleotide and 55.6% in amino acid sequence to correspondent gene of N. tabacum. The gene was different from another sesquiterpene cyclase gene of A. annua, germacranadiene synthase gene, recently reported by Mercke and Bordelius (1998).

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