AMIDES FROM ZANTHOXYLUM RUBESCENS

Article abstract of DOI:10.1016/0031-9422(89)80125-6

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.