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

Lene M. Petersen, Sara Kildgaard, Marcel Jaspars, Thomas O. Larsen*

*Corresponding author for this work

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Abstract

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. (C) 2015 Elsevier Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)1847-1850
Number of pages4
JournalTetrahedron Letters
Volume56
Issue number14
Early online date25 Feb 2015
DOIs
Publication statusPublished - 1 Apr 2015

Keywords

  • Aspergillus indologenus
  • biosynthesis
  • N-Oxide
  • dipeptide
  • secondary metabolites
  • Niger
  • aculeatus
  • alkaloids

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