Naravelia zeylanica [corrected] occurrence of primary benzamides in flowering plants.

Jerzy W Jaroszewski, Dan Staerk, Sören Boe Holm-Móller, Thomas Hógh Jensen, Henrik Franzyk, Brinda Somanadhan

Index: Nat. Prod. Res. 19(3) , 291-4, (2005)

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Abstract

Extract of Naravelia zeylanica (Ranunculaceae) yielded three simple benzamides, 3,4-methylenedioxybenzamide, 4-methoxybenzamide and 4-hydroxy-3-methoxybenzamide. These simple C6C1 metabolites have been encountered as natural products for the first time. The compounds were identified by direct comparison of their spectral (1H- and 13C-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.