Aspiperidine oxide, a piperidine N-oxide from the filamentous fungus Aspergillus indologenus. Issue 14 (1st April 2015)

• Record Type: Journal Article
• Authors: Petersen, Lene M.; Kildgaard, Sara; Jaspars, Marcel; Larsen, Thomas O.
• Is Part Of: Tetrahedron letters. Volume 56:Issue 14(2015)
• Page Start: 1847
• Page End: 1850
• Publication Date: 2015-04-01
• Subjects: Aspergillus indologenus -- Biosynthesis -- N-Oxide -- Dipeptide; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.02.082
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: 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.