- AMIDES FROM ZANTHOXYLUM RUBESCENS
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The stem bark of Zanthoxylum rubescens has furnished two new amides identified as N-methyl,N-(3,4-dimethoxyphenylethyl)-3',4'-dimethoxycinnamamide (rubemamide) and N-(3,4-dimethoxyphenylethyl)-3,4'-dimethoxycinnamamide (rubemamin).Two other novel amides, N-methyl,N-(3,4-methylenedioxyphenylethyl)-3',4'-methylenedioxycinnamamide (dioxamide) and N-(3,4-methylenedioxyphenylethyl)-3',4'-methylene dioxycinnamamide (dioxamin) were isolated from the roots.The structural assignments of these amides were confirmed by synthesis.Both the root and stem barks furnished the known aromatic amide, N-methyl,N-(3,4-methylenedioxyphenylethyl)-cinnamamide (zanthomamide).In addition, lupeol and arnottianamide were isolated and characterized from the roots. - Key Word Index - Zanthoxylum rubescens; Rutaceae; stem bark; rubemamin; rubemamide; dioxamin; dioxamide; zanthomamide; arnottianamide; lupeol; unsaturated aromatic amides; pungent principles; synthesis.
- Adesina, Simeon K.,Reisch, Johannes
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p. 839 - 842
(2007/10/02)
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- Baeyer-Villiger-type Oxidation of an Immonium Group: The Structural Establishment of Naturally Occurring Amides Related to Benzophenanthridine Alkaloids
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Structures of four new amide-alkaloids, arnottianamide (1), isoarnottianamide (2), integriamide (3), and iwamide (4), which occur naturally in Xanthoxylum plants, were established by derivation from the known benzophenanthridine alkaloids chelerythrine (5), nitidine (6), avicine (7), and decarine (8).In these transformations, the novel Baeyer-Villiger-type oxidation of an immonium group was applied.
- Ishii, Hisashi,Ishikawa, Tsutomu,Lu, Sheng-Teh,Chen, Ih-Sheng
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p. 1769 - 1774
(2007/10/02)
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