Naravelia zeyanica: occurrence of primary benzamides in flowering plants

Extract of Naravelia zeylanica (Ranunculaceae) yielded three simple benzamides, 3,4-methylenedioxybenzamide, 4-methoxybenzamide and 4-hydroxy-3-methoxybenzamide. These simple C 6 C 1 metabolites have been encountered as natural products for the first time. The compounds were identified by direct com...

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Bibliographic Details
Published inNatural product research Vol. 19; no. 3; pp. 291 - 294
Main Authors Jaroszewski, Jerzy W., Stærk, Dan, Boe Holm-Møller, Søren, Jensen, Thomas Høgh, Franzyk, Henrik, Somanadhan, Brinda
Format Journal Article
LanguageEnglish
Published Taylor & Francis Group 01.04.2005
Subjects
3,4-Methylenedioxybenzamide
4-Hydroxy-3-methoxybenzamide
4-Methoxybenzamide
GCMS
Sodium perborate
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Summary:Extract of Naravelia zeylanica (Ranunculaceae) yielded three simple benzamides, 3,4-methylenedioxybenzamide, 4-methoxybenzamide and 4-hydroxy-3-methoxybenzamide. These simple C 6 C 1 metabolites have been encountered as natural products for the first time. The compounds were identified by direct comparison of their spectral ( 1 H- and 13 C-NMR) and chromatographic (GCMS) data with those of authentic samples. Authentic 4-hydroxy-3-methoxybenzamide was synthesized in one step by treatment of 4-hydroxy-3-methoxybenzonitrile with sodium perborate. Authentic 3,4-methylenedioxybenzamide was synthesized from the corresponding acid.
ISSN:1478-6419
1478-6427
DOI:10.1080/14786410410001714641