Methoxycamalexins and related compounds: Syntheses, antifungal activity and inhibition of brassinin oxidase

Phytoalexins and Signalling Metabolites Produced in the Wild Crucifer Neslia Paniculata: Camalexins and Arabidopsides

“…To the best of our knowledge this is the first report of the occurrence and isolation of 7methoxycamalexin (11) and 6,7-dimethoxycamalexin ( 12) from a natural source, although both compounds have been previously obtained by chemical syntheses (Pedras and Abdoli, 2018). The antifungal activity of these new natural products indicates that they function as phytoalexins in N.…”

“…That is, the structure of the metabolite at tR =15.1 min could be either 4methoxycamalexin or 7-methoxycamalexin. Comparison of the HPLC data and 1 H NMR spectroscopic data of the isolated metabolite with those of a synthetic sample (Alavi, 2019;Pedras and Abdoli, 2018) demonstrated that the isolated metabolite was 7-methoxycamalexin (11) (SI).…”

Phytoalexins and Signalling Metabolites Produced in the Wild Crucifer Neslia Paniculata: Camalexins and Arabidopsides

“…Similarly, the UV spectrum of the metabolite at tR =13.4 min resembled that of camalexin ( 9 the structure of this metabolite could be 4,5-dimethoxycamalexin, 4,7-dimethoxycamalexin or 6,7dimethoxycamalexin. Comparison of HPLC data and 1 H NMR spectroscopic data of the isolated metabolite with those of a synthetic sample (Pedras and Abdoli, 2018) demonstrated that the isolated metabolite was 6,7-dimethoxycamalexin (12). -indolyl metabolites (tR = 26.3, 28.9 and 33.4 min)…”

“…S1), as described in Section 4.4. Their chemical structures were established by analyses of spectroscopic data, as described below (tR = 13.4, 12; 15.1 min, 11) and confirmed by chemical syntheses (Pedras and Abdoli, 2018). 13) 24 72 120 1 ± 0 1 ± 0 1 ± 0 a Average of triplicate samples ± standard deviations.…”

Expanding the Phytoalexin Chemical Space: Tropalexins a and B from Tropaeolum Majus Suggest Evolutionary Conservation of Biosynthetic Enzymes

“…Plates were allowed to grow under constant light/dark at 23 ± 1 o C for 18-36 h; the diameter of the mycelial mat was measured and compared to control mycelia grown on plates containing DMSO. The phytoalexin camalexin ( 14), synthesized as previously reported (Pedras and Abdoli, 2018) was used as positive control.…”