• Title/Summary/Keyword: sesquiterpenoid

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Structure Determination of Heishuixiecaoline A from Valeriana fauriei and Its Content from Different Cultivated Regions by HPLC/PDA Analysis

  • Hyejin Cho;Ki Hyun Kim;Sin Hee Han;Hak-Jae Kim;Ik-Hyun Cho;Sanghyun Lee
    • Natural Product Sciences
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    • v.28 no.4
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    • pp.181-186
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    • 2022
  • A germacrane-type sesquiterpenoid was isolated and purified from a methanol extract of the roots of Valeriana fauriei (RVF) through open column chromatography using silica gel. This compound was verified to be heishuixiecaoline A by spectroscopic analysis. This compound was isolated for the first time from RVF. Quantitative analysis of heishuixiecaoline A from RVF cultivated from three different regions (Eumseong, Jinbu, and Jinan regions) was performed by combining high-performance liquid chromatography with a photodiode array detector. The extract of RVF cultivated in the Jinbu region showed the highest content (9.23 mg/g). In addition, a significant amount of the compound was detected in all RVF samples, which could be expected since it is a characteristic compound of RVF. The sesquiterpenoid group heishuixiecaoline A was isolated from RVF, a resource for various pharmacological substances, and quantitative analysis of RVF cultivated from three different regions was performed. As a result of these experiments, basic data on RVF that can be used in the development and application of pharmaceuticals and health functional foods in the future were obtained.

Four sesquiterpenes isolated from a Marine Sponge Topsentia species

  • Rho, Jung-Rae
    • Journal of the Korean Magnetic Resonance Society
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    • v.18 no.2
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    • pp.82-88
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    • 2014
  • Three bicyclic and one monocyclic sesquiterpenoids were isolated from the marine sponge Topsentia species. Their planar structures were completely determined from a combination of extensive 1D and 2D NMR experiments, and also the relative stereochemistry on the chiral centers were established by the ROESY experiment. Compound 1 was determined as a new stereoisomer. Furthermore, the NMR spectral data for compounds 2 and 4, of which have not been reported, were listed. Four compounds did not show any cytotoxicity, instead compound 4 exhibited moderate antifungal activity against Candida albicans.

Chemical Constituents of Pulicaria gnaphalodes

  • Ali, Muhammad Shaiq;Jahangir, Muhammad;Saleem, Muhammad;Ahmad, Viqar Uddin
    • Natural Product Sciences
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    • v.5 no.3
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    • pp.134-137
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    • 1999
  • The chloroform extract of Pulicaria gnaphalodes yielded flavonoids (1-2), sesquiterpenoid (3), sterol (4), benzoic acid derivative (5) and fatty acids (6-7). Their structures were elucidated with the aid of NMR spectroscopy. The described compounds have not been reported so far from this source.

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Elicitation of Seedlings and Cultured Cells for the Production of Capsidiol in Capsicum annum L. (고추 (Capsicum annum L.)식물체 및 배양세포의 Capsidiol 생산 유도)

  • 권순태;정은아;박해영;손건호
    • Korean Journal of Plant Tissue Culture
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    • v.28 no.5
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    • pp.249-254
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    • 2001
  • Effects of ultraviolet stress and elicitors, cellulase and jasmonic acid (JA), for the production of capsidiol, sesquiterpenoid phytoalexin, in seedlings and suspension cultures of pepper (Capsicum annum L. cv, Soobicho) were examined. Extracellular capsidiol in the medium of suspension cultures was absent from control cells, but accumulated in the elicitor treated cells with 0.05 $\mu\textrm{g}$/mL of cellulase or 0.1 $\mu\textrm{g}$/mL JA. Elicited cells gradually decreased their viability and eventually died within 48 hours of elicitor treatment by the toxicity of capsidiol accumulated in the culture medium. Capsidiol production in the leaves of pepper seedlings was markedly increased by the treatment of ultraviolet stress and reached maximum level at 48 hours of irradiation. Infiltration of elicitors, 0.05 $\mu\textrm{g}$/mL cellulase or 1.0 $\mu\textrm{g}$/mL JA, to the surface of leaf or fruit, stimulated the elicitation of the cells which resulted in the production of capsidiol and expansion of pathogene-like lesion around the elicitor treated region.

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Characterization and Induction of Potato HMGR genes in Relation to Antimicrobial Isoprenoid Synthesis

  • Park, Doil;Richard M. Bostock
    • Proceedings of the Korean Society of Plant Pathology Conference
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    • 1995.06b
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    • pp.55-75
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    • 1995
  • Induction of HMG-Co A reductase (HMGR) is essential for the biosynthesis of sesquiterpenoid phytoalexins and steroid derivatives in Solanaceous plants following wounding and pathogen infection. To better understand this complex step in stress-responsive isoprenoid synthesis, three classes of cDNAs for HMGR (hmg1, hmg2, and hmg3) were isolated from a potato tuber library. The potato cDNAs had extensive homology in open reading frames but had low homology in the 3'-untranslated regions. RNA gel blot analysis using gene-specific probes revealed that hmg1 is induced by wounding but wound induction is strongly suppressed by arachidonic acid or by inoculation with Phytophthora infestants. In contrast, hmg2 and hmg3 are slightly induced by wounding and strongly enhanced by arachidonic acid or inoculation. The induction and suppression of HMGR genes parallel the suppression of steroid and stimulation of sesquiterpenoid accumulations observed in earlier investigations. Treatment of the tuber disks with a low concentration of methyl-jasmonate doubled the wound induced accumulation of hmg1 transcripts and steroid-glycoalkaloid accumulation, but did not affect the abundance of transcripts for hmg2 or hmg3 nor induce phytoalexins. High concentration of methyl-jasmonate suppressed hmg1 mRNA and steroid-glycoalkaloid accumulation, induced hmg3 mRNA, and did not elicit phytoalexins. Lipoxygenase inhibitors suppressed the accumulation of of hmg1 transcripts and steroid-glycoalkaloids, which were restored by exogeneous methyl-jasmonate. Methyl-jasmonate applied together with arachidonic acid enhanced the elicitor induced accumulation of sesquiterpenes and sustained steroid-glycoalkaloid levels with transcript levels for the various HMGR mRNAs equal to or greater than wound-only treatment. These results domonstrate that the consequences of wound- and pathogen-responses of plants are different at the levels of gene expression and associated secondary metabolism.

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Chemical Components of Dendrobium polyanthum

  • Hu, Jiang-Miao;Zhao, You-Xing;Miao, Ze-Hong;Zhou, Jun
    • Bulletin of the Korean Chemical Society
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    • v.30 no.9
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    • pp.2098-2100
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    • 2009
  • A new tetrahydroanthracene, 3,6,9-trihydroxy-3,4-dihydroanthracen-1(2H)-one (1), six phenolics, moscatilin (2), gigantol (3), batatasin (4), moscatin (5), 9,10-dihydromoscatin (6), 10-dihydrophenanthrene-2,4,7-triol (7), and a sesquiterpenoid, corchoionoside C (8), together with two sterols $\beta$-sitosterol (9) and daucosterol (10), were isolated from the stems of Dendrobium polyanthum. Compounds 1 and 2 were assessed for cytotoxic activity against two human tumor cell lines (A549 and HL-60).