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Coenzyme A thioesters of anthranilic acid and N‐methylanthranilic acid were synthesized. The corresponding N‐hydroxysuccinimidyl esters proved to be useful as activated intermediates to prepare anthraniloyl‐CoA and N‐methylanthraniloyl‐CoA. These compounds were characterized by positive and negative ion liquid secondary ion mass spectrometry. Acridone synthase from suspension cultures of Ruta graveolens catalyses the condensation of N‐methylanthraniloyl‐CoA and malonyl‐CoA. The reaction product 1,3‐dihydroxy‐N‐methylacridone was directly identified after the extraction of the assay mixture by electron impact mass spectrometry and capillary gas chromatography.
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Callus cultures were established from hypocotyl explants of R. bracteosa, R. chalepensis and R. macrophylla. Calli were maintained for more than three years on MS-medium supplemented with 1 mg l-1 of each 2,4-D and kinetin. Acridone and furoquinoline alkaloids and coumarins have been isolated from four week old calli grown on a hormone containing and hormone-free medium. A new chlorinated acridone alkaloid has been detected.
Publikation
N-Methylanthraniloyl-CoA was synthesized via N-succinimidyl N-methylanthranilate and subsequent transesterification with CoA-SH . This compound was characterized by LSIMS and NMR data. An enzyme preparation from cell suspension cultures of Ruta graveolens catalyzed the formation of 1,3-dihydroxy-N-methylacridone from N-methylanthraniloyl-CoA and malonyl-CoA with a pH optimum of 7.5.