2000 Fiscal Year Final Research Report Summary
Practical Configuration Analysis for Natural Products.
| Project/Area Number |
10554043
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| Research Category |
Grant-in-Aid for Scientific Research (B).
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| Allocation Type | Single-year Grants |
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| Section | 展開研究 |
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| Research Field |
分離・精製・検出法
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| Research Institution | Osaka University (1999-2000)
The University of Tokyo (1998) |
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Principal Investigator |
MURATA Michio Graduate School Science, Osaka University, Professor, 大学院・理学研究科, 教授 (40183652)
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| Co-Investigator(Kenkyū-buntansha) |
UTSUMI Hiroaki Researcher, JEOL Co.LTD., 研究員
TACHIBANA Kazuo School of Science, The University of Tokyo, Professor, 大学院・理学系研究科, 教授 (70142081)
MATSUMORI Nobuaki Graduate School of Science, Osaka University, Research Associate, 大学院・理学研究科, 助手 (50314357)
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| Project Period (FY) |
1998 – 2000
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| Keywords | NMR / spin coupling constants / J values / configuration / conformation / natural products / maitotoxin / amphidinol |
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| Research Abstract |
A method for elucidating the relative configuration of acyclic organic compounds was developed on the basis of carbon-proton spin-coupling constants and interproton spin-coupling constants. This method was developed for structural units represented by 2,3-or 2,4-disubstituted alkanes, where substituents were either dihydroxyl or methyl/hydroxyl groups. The basic theory of the methods is that, in acyclic systems, the conformation of adjacent asymmetric centers is represented by staggered rotamers, and their relative stereochemistry can be determined using these coupling constants because the combined use of the values enables the identification of the predominant staggered rotamer (s) out of the six possible ones derived from threo-and erythro-configuration. Detail conformational analysis for model and natural compounds, including maitotoxin, amphidinols and aflastatins, revealed that the method is practical for assignment of acyclic stereochemical centers.
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[Publications] Murata, M., Matsuoka, S., Matsumori, N., Paul, G.K., Tachibana, K.: "Absolute configuration of amphidinol 3, the first complete structure determination from amphidinol homologues : Application of a new configuration analysis based on the carbon-hydrogen spin-coupling constants."J.Am.Chem.Soc.. 121. 870-871 (1999)
Description
「研究成果報告書概要(欧文)」より
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[Publications] Ikeda, H., Matsumotiri, N., Ono, M., Suzuki, A., Isogai, A, Nagasawa, H., Sakuda, S.: "Absolute configuration of alfatoxin A, a specific inhibitor of aflatoxin production by Aspergillus parasiticus"J.Org.Chem.. 65. 438-444 (2000)
Description
「研究成果報告書概要(欧文)」より
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[Publications] Akasaka, K., Shichijyukari, S., Matsuoka, S., Murata, M., H.Meguro, H.Ohrui.: "Absolute configuration of a ceramide with a novel branched-chain fatty acid isolated from the epiphytic dinoflagellate, Coolia monotis."Biosci.Biotech.Biochem.. 64. 1842-1846 (2000)
Description
「研究成果報告書概要(欧文)」より
