Probing crucial metabolic pathways in fungal pathogens of crucifers: biotransformation of indole-3-acetaldoxime, 4-hydroxyphenylacetaldoxime, and their metabolites.
Indole-3-acetaldoxime is an intermediate of crucial importance in the biosynthesis of diverse plant secondary metabolites of Cruciferae. The metabolism of indole-3-acetaldoxime to indole-3-acetic acid via indole-3-acetonitrile by fungi that cause important plant diseases in crucifers, Leptosphaeria maculans (asexual stage Phoma lingam) causative agent of blackleg disease, Rhizoctonia solani causative agent of root rot disease, and Sclerotinia sclerotiorum causative agent of stem rot disease, is described. As well, the antifungal activity of indole-3-acetaldoxime and metabolites and the synthesis and biotransformation of 4-hydroxyphenylacetaldoxime by the same plant pathogens and by an insect fungal pathogen, Beauveria bassiana, are reported.
Pedras
M Soledade C
MS
Department of Chemistry, University of Saskatchewan, 110 Science Place, Saskatoon SK, Canada S7N 5C9.
Montaut
Sabine
S
D000818:Animals; D000935:Antifungal Agents / Q000378:metabolism* / Q000494:pharmacology; D001711:Biotransformation; D019607:Brassicaceae / Q000382:microbiology*; D002478:Cells, Cultured; D002851:Chromatography, High Pressure Liquid; D005658:Fungi / Q000378:metabolism* / Q000472:pathogenicity; D007211:Indoles / Q000737:chemistry / Q000378:metabolism*; D007313:Insecta / Q000382:microbiology; D008956:Models, Chemical; D025282:Mycelium / Q000187:drug effects; D010091:Oximes / Q000737:chemistry / Q000378:metabolism*; D010935:Plant Diseases / Q000382:microbiology; D010936:Plant Extracts / Q000378:metabolism; D012717:Sesquiterpenes; D013729:Terpenes; D000094162:Phytoalexins
D000935:Antifungal Agents; D007211:Indoles; D010091:Oximes; D010936:Plant Extracts; D012717:Sesquiterpenes; D013729:Terpenes; C467098:indole-3-acetaldoxime; C020363:4-hydroxyphenylacetaldoxime; D000094162:Phytoalexins