• Title/Summary/Keyword: Sesquiterpenoid

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Antibacterial Activities of Extracts from Chrysanthemum boreale M. (산국 추출물의 항균력)

  • Yang, Min-Suk;Nam, Sang-Hae
    • Applied Biological Chemistry
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    • v.38 no.3
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    • pp.269-272
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    • 1995
  • Antibacterial activity test of solvent fractions, sesquiterpenoid lactones, and Compound I and II extracted from Chrysanthemum boreale M. and Chrysanthemum indium L. were performed against four microorganisms. Among the tested substances, antibacterial activities were appeared against B. subtilis and V. parahaemolyticus at the chloroform fraction, sesquiterpenoid lactones and Compound I extracted from C. boreale. But chloroform fraction and sesquiterpenoid lactones extracted from C. indicum were showed weakly than those of C. boreale. Compound II and all fractions extracted from C. indicum were not appeared against the all tested microorganisms.

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Terpenoids of Cupressus species in California (캘리포니아 산(産) 삼나무 수종(樹種)의 Terpenoid 류(類))

  • Kim, Young-Kyoon;Zavarin, Eugene
    • Journal of the Korean Wood Science and Technology
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    • v.21 no.4
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    • pp.35-44
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    • 1993
  • 북가주에 있는 삼나무 수종에서 cadinane과 acorane류의 sesquiterpenoids를 chromatography를 사용하여 분리한 후, 화학적인 방법과 분광학적인 방법을 이용하여 분리된 성분의 화학구조를 규명하였다. 그 sesquiterpenoids의 생합성 경로를 정량적인 상관성에 의하여 밝혔다. 또한, 여러 삼나무 수종에 존재하는 sesquiterpenoids의 분류학적 차이에 대하여 논하였다.

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Cytotoxic Sesquiterpenoid from the Seeds of Amomum xanthioides

  • Kim, Ki-Hyun;Choi, Jung-Wook;Choi, Sang-Un;Lee, Kang-Ro
    • Natural Product Sciences
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    • v.17 no.1
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    • pp.10-13
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    • 2011
  • As parts of our continuing search for biologically active compounds from medicinal plants, we investigated the constituents of the seeds of Amomum xanthioides and isolated a sesquiterpenoid, a nerolidol derivative from its MeOH extract. The chemical structure was determined by spectroscopic methods, including 1D and 2D NMR to be ($2S^*$,$2'R^*$,$5'S^*$)-2-(5'-ethenyltetrahydro-5'-methylfuran-2'-yl)-6-methylhept-5en-2-ol (1). Compound 1 was isolated for the first time from nature source. Compound 1 exhibited a good cytotoxicity against SK-OV-3 and SK-MEL-2 cells ($IC_{50}$: 16.7 and $8.6\;{\mu}M$, respectively) using a SRB bioassay. In this study, we also determined the absolute configuration of 2 reported in previous paper.

Elicitor-InduciblePhytoalexin from Cell Suspension Cultures of Pepper(Capsicum annuum L.) (고추(Capsicum annuum L.) 배양세포의 Elicitor 유도성 Phytoalexin 생성)

  • 권순태;오세명
    • Journal of Life Science
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    • v.9 no.4
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    • pp.408-413
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    • 1999
  • Extracellular capsidiol, sesquiterpenoid phytoalexin, in the medium of pepper (Capsicum annuum L.) suspension cells was not identified from control cells, but highly accumulated in the elicitor-induced cells within 6 hours after the addition of 0.05$\mu\textrm{g}$/$m\ell$ cellulase. Capsidiol production in elicitor-induced cells was markedly suppressed by cytochrome P450 inhibitors, such as ancymidol and ketoconazole demonstrating that biosynthesis of capsidiol is catalyzed by at least on hydroxylation enzyme in the biochemical pathway. Based on protein electrophoresis, two bands, 23.0kDa and 27.5kDa, were identified as newly synthesized polypeptides in the elicitor-induced suspension cells, suggesting that pepper cells which were subjected to elicitor treatment activate specific gene(s) for capsidiol biosynthesis in cultured cells.

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Studies on the Constituents of Korean Valerians ( II ) -Studies on the Constituents of the Underground Portion of Valeriana fauriei var. dasycarpa $H_{ARA}$- (국산 쥐오줌풀속 식물의 성분 연구( II ) -광릉쥐오줌풀의 성분 연구-)

  • Kim, Chang-Min;Ryu, Kyung-Soo
    • Korean Journal of Pharmacognosy
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    • v.8 no.3
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    • pp.95-101
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    • 1977
  • Substance A, white prismatic crystal, mp $134{\sim}135,\;C_{29}H_{50}O$, substance B, white needle crystal, mp $131{\sim}132^{\circ},\;C_{17}H_{28}O_4$ and substance C colorless oils, bp $84{\sim}85,\;C_{15}H_{24}O$ were isolated from the underground portion of Valeriana fauriei var. dasycarpa $H_{ARA}$(Valerianaceae) according to Thies method. Substance A was confirmed as known sterol, ${\beta}-sitosterol$ by chemical and spectral discussions. Substance B was estimated as hitherto unknown sesquiterpenoid, 11-acetoxylhydroxyvaleranone by chemical and spectral discussions. Substance C was proposed as hitherto unknown sesquiterpenoid 1, 4-dimethyl-7-isopropenyl 4, 5, 6, 8, 9, 10-hexahydroazulene-1-ol by chemical and spectral discussions, and the general biogenetic considerations.

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Inhibitors of Melanogenesis from Atractylodes rhizomes (백출의 멜라닌 생성 억제 물질)

  • Jung, Min-Hwan;Moon, Chul-Soon;Lim, Young-Hee;Kang, Sang-Jin;Cho, Wan-Goo;Kim, Cheong-Taek
    • Korean Journal of Pharmacognosy
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    • v.36 no.1 s.140
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    • pp.60-63
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    • 2005
  • One sesquiterpenoid was isolated from the methanol extract of Atractylodes rhizomes which has been used as traditional medicine for diuresis and the compound was established as selina-4(14),7(11)-dien-8-one by the spectroscopic methods. The compound$(IC_{50}<10\;ppm)$ has inhibitory effects on melanogenesis in B16 mouse melanoma.

Novel Sesquiterpenoid Compounds from Culture Broth of Stereum hirsutum

  • Cho, Yang-Rae;Yun, Bong-Sik;Lee, In-Kyoung;Lee, Tae-Ho;Yoo, Ick-Dong
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1998.11a
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    • pp.130-130
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    • 1998
  • Two novel compounds SSC1 and SSC2 were isolated from culture broth produced from the strain of Stereum hirsutum by using of YM broth. They were isolated through HP-20 column chromatography, silica gel column chromatography and preparative HPLC, successively. The molecular formulas of SSC1 and SSC2. were determined as C$\sub$15/H$\sub$22/O$_3$ by high resolution EI -mass. The chemical structures of SSC1 and SSC2 were determined as sesquiterpenoid compounds by spectroscopic analysis of UV, IR, $^1$H NMR, $\^$13/C NMR, DEPT, HMQC and HMBC spectrum.

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Suppressive effects on the expression of cyclooxygenase-2 and inducible nitric oxide synthase by a natural sesquiterpenoid in lipopolysaccharide-stimulated mouse macrophage cells

  • Min, Hye-Young;Park, Hyen-Joo;Park, Eun-Jung;Lee, Sang-Kook
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 2003.11a
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    • pp.101-101
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    • 2003
  • Prostaglandins (PGs) and nitric oxide (NO) produced by inducible cyclooygenase (COX-2) and nitric oxide synthase (iNOS), respectively, have been implicated as important mediators in the process of inflammation and carcinogenesis. On this line, the potential COX-2 or iNOS inhibitors have been considered as anti-inflammatory and cancer chemopreventive agents. In our continuing efforts of searching for novel cancer chemopreventive agents from natural products, we isolated natural sesquiterpenoids as potential COX-2 and iNOS inhibitors in cultured lipopolysaccharide (LPS)-activated mouse macrophage RAW 264.7 cells. Alantolactone, a natural eudesmane-type sesquiterpenoid, exhibited a potent inhibition of COX-2 (IC50 = 0.4 $\mu\textrm{g}$/$m\ell$) and iNOS activity (IC50 = 0.08 $\mu\textrm{g}$/$m\ell$) in the assay system determined by PGE2 and NO accumulation, respectively. The inhibitory potential of alantolactone on the PGE2 and NO production was well coincided with the suppression of COX-2 and iNOS protein and mRNA expression in LPS-induced macrophages. Furthermore, alantolactone inhibited NF-kB but not AP-l binding activity on nuclear extracts evoked by LPS-stimulated macrophage cells, suggesting the possible involvement of NF-kB in the regulation of COX-2 and iNOS expression. In further study with COX-2-expressing human colon HT-29 cells, alantolactone inhibited the cell proliferation, down-regulated COX-2, and inhibited the ERK phosphorylation in the early time. These results suggest that a natural sesquiterpenoid alantolactone might be a potential lead candidate for further developing COX-2 or iNOS inhibitor possessing cancer chemopreventive or anti-inflammatory activity

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TRICHOTHECENES AS ENVIRONMENTAL TOXICANTS

  • Ueno, Yoshio
    • Toxicological Research
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    • v.1 no.1
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    • pp.1-15
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    • 1985
  • The trichothecenes are a chemically related sesquiterpenoid fungal metabolites of Fusarium, Trichoderma, Stachybotrys and others, and at moment more than 70 kinds of derivatives are identified. Historically, they are identified as antifungal and phytotoxic compounds, but after the finding of T-2 toxin from Fusarium tricinctum, several trichothecenes are now considered to be natural toxicants in foodstuffs and feeds.

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