Studies on the Constituents of Aceraceae Plants. IV. Carbon-13 Nuclear Magnetic Resonance Spectra of Acerogenin A, Rhododendrol and Related Compounds, and Structure of Aceroside IV from Acer nikoense
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概要
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The assignment of chemical shifts in the carbon-13 nuclear magnetic resonance (^<13>C NMR) spectra of acerogenin A (1), acerogenin B (2), rhododendrol (5) and related compounds was carried out on the basis of signal multiplicity in the off-resonance spectra, the results of proton selective decoupling, the effect of O-methylation of ortho-monosubstituted phenols on the aryl carbon shielding, and comparison with NMR data for some known compounds, including the effect of oxidation of sec-alcohols to the corresponding ketones on the neighboring carbon shielding. The results offer a useful means for structure elucidation of diarylheptanoids and arylbutanols analogous to 1 and 5. The ^<13>C NMR spectrum of aceroside IV (6), C_<25>H_<30>O_8,mp 153℃, [α]_D-39.5°, isolated from the stem bark of Acer nikoense (Aceraceae) suggested that 6 is a β-D-glucopyranoside of a new diarylheptanoid, acerogenin C (17), C_<19>H_<20>O_3,mp 116℃ [the ketonic derivative of acerogenin A (1)]. The structure of 6 was finally confirmed by chemical means.
- 社団法人日本薬学会の論文
- 1983-06-25
著者
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永井 正博
星薬科大学
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久保 正良
Faculty Of Pharmaceutical Sciences Hoshi University:(present Address)tsumura Laboratory
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井上 隆夫
星薬科大学
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永井 正博
Institute of Medicinal Chemistry Hoshi University
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井上 隆夫
Faculty of Pharmaceutical Sciences Hoshi University
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永井 正博
星薬大
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