title: N-glucosyl-1H-indole derivatives from Cortinarius brunneus (Basidiomycetes).
abstract: Two new N-glucosylated indole alkaloids were isolated from fruiting bodies of the basidiomycete Cortinarius brunneus (Pers.) Fr. The structures were elucidated by means of the spectroscopic data. Additionally, the very recently reported compounds N-1-beta-glucopyranosyl-3-(carboxymethyl)-1H-indole (3) and N-1-beta-glucopyranosyl-3-(2-methoxy-2-oxoethyl)-1H-indole (4) could be detected. Compound 3 is the N-glucoside of the plant-growth regulator 1H-indole-3-acetic acid (IAA), but, in contrast, it does not exhibit auxin-like activity in an Arabidopsis thaliana tap root elongation assay.
authors.affiliation: Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry, Weinberg 3, D-06120 Halle/Saale.
authors.forename: Axel
authors.initials: A
authors.lastname: Teichert
authors.forename: Jürgen
authors.initials: J
authors.lastname: Schmidt
authors.forename: Andrea
authors.initials: A
authors.lastname: Porzel
authors.forename: Norbert
authors.initials: N
authors.lastname: Arnold
authors.forename: Ludger
authors.initials: L
authors.lastname: Wessjohann
mesh_terms: D000363:Agaricales / Q000737:chemistry*; D017360:Arabidopsis; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D026121:Indole Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007210:Indoleacetic Acids / Q000494:pharmacology; D019906:Nuclear Magnetic Resonance, Biomolecular; D018517:Plant Roots / Q000187:drug effects
chemical_list: D005960:Glucosides; D026121:Indole Alkaloids; D007210:Indoleacetic Acids