Aspiperidine oxide, a piperidine N-oxide from the filamentous fungus Aspergillus indologenus

[Display omitted] A novel secondary metabolite, aspiperidine oxide, was isolated from the filamentous fungus, Aspergillus indologenus. The structure of aspiperidine oxide was determined from extensive 1D and 2D NMR spectroscopic analysis supported by high-resolution mass spectrometry. The structure...

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Bibliographic Details
Published in:Tetrahedron letters 2015-04, Vol.56 (14), p.1847-1850
Main Authors: Petersen, Lene M., Kildgaard, Sara, Jaspars, Marcel, Larsen, Thomas O.
Format: Article
Language:English
Subjects:
Aspergillus
Aspergillus indologenus
Biosynthesis
Dipeptide
Fungi
Mass spectrometry
Metabolites
N-Oxide
Oxides
Piperidine
Tetrahedrons
Two dimensional
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Summary:[Display omitted] A novel secondary metabolite, aspiperidine oxide, was isolated from the filamentous fungus, Aspergillus indologenus. The structure of aspiperidine oxide was determined from extensive 1D and 2D NMR spectroscopic analysis supported by high-resolution mass spectrometry. The structure revealed a rare piperidine N-oxide, not observed in filamentous fungi before. A biosynthetic pathway towards aspiperidine oxide is proposed, based on tentative identification of intermediates from UHPLC-DAD-HRMS data.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2015.02.082