Janoxepin and brevicompanine B: antiplasmodial metabolites from the fungus Aspergillus janus

Two compounds janoxepin ( 1 ) and brevicompanine B ( 2 ) were isolated from the fungus Aspergillus janus and the structures elucidated by one- and two-dimensional NMR spectroscopic methods and mass spectrometry. Janoxepin is a novel oxepin derivative with a rare d-leucine incorporated. Brevicompanin...

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Bibliographic Details
Published in:Tetrahedron 2005-09, Vol.61 (36), p.8718-8721
Main Authors: Sprogøe, Kennett, Manniche, Søren, Larsen, Thomas Ostenfeld, Christophersen, Carsten
Format: Article
Language:English
Subjects:
Antiplasmodial
Brevicompanine B
Fungal metabolites
Janoxepin
NMR
UV-guided screening
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Summary:Two compounds janoxepin ( 1 ) and brevicompanine B ( 2 ) were isolated from the fungus Aspergillus janus and the structures elucidated by one- and two-dimensional NMR spectroscopic methods and mass spectrometry. Janoxepin is a novel oxepin derivative with a rare d-leucine incorporated. Brevicompanine B has previously only been isolated from Penicillium brevicompactum. Both compounds were tested in antimicrobial assays and found to be active against the malaria parasite Plasmodium falciparum 3D7 (IC 50-values of 28 and 35 mg/ml, respectively). However, no activity was observed in antifungal or antibacterial assays. Graphical Abstract
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2005.06.086