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Chemical and Pharmaceutical Bulletin
Article . 1983 . Peer-reviewed
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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.

Authors: MASAYOSHI KUBO; MASAHIRO NAGAI; TAKAO INOUE;

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.

Abstract

The assignment of chemical shifts in the carbon-13 nuclear magnetic resonance (13C 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 13C NMR spectrum of aceroside IV (6), C25H30O8, mp 153°C, [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), C19H20O3, mp 116°C [the ketonic derivative of acerogenin A (1)]. The structure of 6 was finally confirmed by chemical means.

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citations
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
31
Average
Top 10%
Average
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