title: The first isocyanide of plant origin expands functional group diversity in cruciferous phytoalexins: synthesis, structure and bioactivity of isocyalexin A.
abstract: Although isocyanides are not rare amongst terrestrial microbes and marine organisms, despite tens of thousands of natural products isolated from plants, isocyanides are still missing. Isocyalexin A is the first isocyanide of plant origin. Isocyalexin A was isolated from UV-irradiated rutabaga roots and shown to be a new cruciferous phytoalexin. Its chemical structure was proven by analysis of NMR spectroscopic data and chemical synthesis.
authors.affiliation: Department of Chemistry, University of Saskatchewan, Saskatoon, SK, Canada. s.pedras@usask.ca
authors.forename: M Soledade C
authors.initials: MS
authors.lastname: Pedras
authors.forename: Estifanos E
authors.initials: EE
authors.lastname: Yaya
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D029688:Brassica napus / Q000737:chemistry*; D004305:Dose-Response Relationship, Drug; D005658:Fungi / Q000187:drug effects*; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D017879:Isothiocyanates / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009570:Nitriles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D018517:Plant Roots / Q000737:chemistry*; D012717:Sesquiterpenes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D000094162:Phytoalexins
chemical_list: D000935:Antifungal Agents; D007211:Indoles; D017879:Isothiocyanates; D009570:Nitriles; D012717:Sesquiterpenes; C518225:rapalexin A; D000094162:Phytoalexins