N ‐Glucosyl‐1 H ‐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 ‐β‐ glucopyranosyl‐3‐(carboxymethyl...

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Published inChemistry & biodiversity Vol. 5; no. 4; pp. 664 - 669
Main Authors Teichert, Axel, Schmidt, Jürgen, Porzel, Andrea, Arnold, Norbert, Wessjohann, Ludger
Format Journal Article
LanguageEnglish
Published 01.04.2008
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Summary: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 ‐β‐ glucopyranosyl‐3‐(carboxymethyl)‐1 H ‐indole ( 3 ) and N‐ 1 ‐β‐ glucopyranosyl‐3‐(2‐methoxy‐2‐oxoethyl)‐1 H ‐indole ( 4 ) could be detected. Compound 3 is the N ‐glucoside of the plant‐growth regulator 1 H ‐indole‐3‐acetic acid (IAA), but, in contrast, it does not exhibit auxin‐like activity in an Arabidopsis thaliana tap root elongation assay.
ISSN:1612-1872
1612-1880
DOI:10.1002/cbdv.200890062