• Title/Summary/Keyword: COLOC

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The Application of NMR Techniques to the Structural Confirmation of O-Substituted 3,4-Dihydroxyphenylacetic Acid Derivatives

  • Lee, Sueg-Geun;Choi, Joong-Kwon;Park, No-Sang;Hong, Mi-Sook;Ha, Deok-Chan
    • Bulletin of the Korean Chemical Society
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    • v.13 no.1
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    • pp.87-91
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    • 1992
  • The structures of the compounds, 1, 2, 3, and 4, which were precursors of analgesics, were confirmed by modern NMR techniques. The complete $^{13}C-NMR$ assignments of these systems were established by applying COLOC (COrrelated spectroscopy for LOng range Couplings), HETCOR (HETeronuclear CORrelated spectroscopy), RCT (Relay Coherence Transfer), and NOE difference spectroscopy. The limitation of COLOC approach which has been widely used recently is discussed.

The Structure of Kushenol M from Sophora flavescens

  • Ryu, Shi-Yong;Lee, Seung-Ho;No, Zaesung;Kim, Kye-Young;Lee, Sueg-Geun;Ahn, Jong-Woong
    • Archives of Pharmacal Research
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    • v.18 no.1
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    • pp.41-43
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    • 1995
  • The linkage pattem of two side chains i.e., a isopentenyl and a lavandulyl group in kushenol M(I), a flavonoid from Sophora flavescens was established by the aid of 2-D NMR techniques, especially DEPT, ${13}C-^1H$ COSY and COLOC experiments. Thus, I was unequivocally determined as (2R, 3R)-5, 7, 2', 4'-tetrahydroxy-6-isopentenyl-8-lavandulyflavanonol.

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Determination of Isoprenyl and Lavandulyl Positions of Flavonoids from Sophora flavescens by NMR Experiment

  • Ryu, Shi-Yong;Lee, Hyun-Sun;Kim, Young-Kyoon;Kim, Sung-Hoon
    • Archives of Pharmacal Research
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    • v.20 no.5
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    • pp.491-495
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    • 1997
  • All fifteen flavonoids (1-15) have been isolated from the roots of Sophora flavescens (Leguminosae) as active principles of the cytotoxic property toward human tumor cell lines such as A549, SK-OV-3, SK-Mel-2, XF498 and HCT15, in vitro. By means of spectral analyses, particularlyby the aid of various two dimensional NMR experiments, all $^1H-NMR$ ad $^{13}C$ -NMR signals of 1-15 were completely assigned, and thus the structures of 1-15 were established unambiguously.

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On The Chemical, Botanical, and Chemotaxonomical Evaluation of The Genus Citrus -Part I : Polymethoxyflavones of The Leaf of Citrus deliciosa Ten.-

  • El-Domiaty, Maher M.;Abdel-Aal, Mahmoud M.;El-Shafae, Azza M.
    • Natural Product Sciences
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    • v.2 no.2
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    • pp.106-114
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    • 1996
  • Four polymethoxyfavones were isolated from the leaves of Citrus deliciosa, three of which (nobiletin, 5-O-demethylnobiletin, and tangeritin) are bioactive. The fourth (7,4'-dihydroxy-5,6,8,3'-tetramethoxyflavone) is reported for the first time in the genus Citrus and is a potential chemotaxonomic marker. The structures of these flavones were confirmed by analysing their spectral data and comparison with similar compounds. The previously reported $^{13}C$ NMR assignment of 5-O-demethylnobiletin has been revised on the basis of 2D NMR experiments (HETCOR, COSY, and COLOC). The chemotaxonomic value of the present finding is verified.

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Structure Elucidation of New Cochlioquinol Derivatives from Pathogenic Fungus Bipolaris cynodontis (식물 병원균 Bipolaris cynodontis로부터 분리한 새로운 Cochlioquinol 유도체의 구조 분석)

  • Lim, Chi-Hwan
    • Analytical Science and Technology
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    • v.9 no.1
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    • pp.112-117
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    • 1996
  • Three active compounds were isolated from the culture of a plant pathogenic fungus, Bipolaris cynodontis. The structure elucidation of these compounds was accomplished by 2D NMR techniques, such as $^1H-^1H$ and $^{13}C-^1H$ COSY, COLOC, HMBC and rotating frame NOE(ROESY). Compounds were found as derivatives of cochlioquinone and cochlioquinol that were previously isolated as phytotoxins from B. bicolor and B. cynodontis, respectively. The compounds showed phytotxicity against Italian ryegrass, one of the host plants of B. cynodontis.

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Platelet-Activating Factor Antagonistic Activity and ^13C NMR Assignment of Pregomisin and Chamigrenal from Schisandra chinensis

  • Lee, Im-Seon;Jung, Keun-Young;Oh, Sei-Ryang;Kim, Dong-Seon;Kim, Jung-Hee;Lee, Jung-Joon;Lee, Hyeong-Kyu;Lee, Seung-Ho;Kim, Eun-Hee;Cheong, Chae-Joon
    • Archives of Pharmacal Research
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    • v.20 no.6
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    • pp.633-636
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    • 1997
  • In the course of searching for PAF receptor antagonists, pregomisin (1) and chamigrenal (2) were isolated from the fruits of Schizandra chinensis Baill by the bioactivity-guided isolation. Both compounds showed PAF antagonistic activity and the $IC_{50}$ values were $4.8{\times}10^{-5} M and 1.2{\times}10^{-4}M,$ respectively. In addition, the $^{13}C$ NMR assignments of 1 and 2 using DEPT, HMQC, COLOC and HMBC were reported for the first time.

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