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Journal article

New azaphilones from Aspergillus neoglaber

From

Section for Microbial and Chemical Ecology, Department of Biotechnology and Biomedicine, Technical University of Denmark1

Natural Product Discovery, Section for Microbial and Chemical Ecology, Department of Biotechnology and Biomedicine, Technical University of Denmark2

Department of Biotechnology and Biomedicine, Technical University of Denmark3

Section for Synthetic Biology, Department of Biotechnology and Biomedicine, Technical University of Denmark4

Fungal Chemodiversity, Section for Microbial and Chemical Ecology, Department of Biotechnology and Biomedicine, Technical University of Denmark5

Center for Microbial Secondary Metabolites, Centers, Technical University of Denmark6

Technical University of Denmark7

Three new azaphilones, sassafrin E ( 1 ), sassafrin F ( 2 ), and sassafrinamine A ( 3 ), were isolated from the filamentous fungus Aspergillus neoglaber. The structures of the compounds were determined by nuclear magnetic resonance spectroscopy, and were found to be novel analogues of two already known compound classes; sassafrins and berkchaetoazaphilones.

Sassafrin E and F were both oxygen containing, while sassafrinamine A additionally contained a nitrogen atom, originating from an aminoethanol moiety, as well as extensive conjugation resulting in an intense purple colour of the pure compound. The structure of sassafrin E was further confirmed using deuterium exchange experiments coupled with high-resolution tandem mass spectrometry.

Language: English
Publisher: Springer Berlin Heidelberg
Year: 2020
Pages: 145
ISSN: 21910855
Types: Journal article
DOI: 10.1186/s13568-020-01078-4
ORCIDs: Isbrandt, Thomas , Frisvad, Jens Christian and Larsen, Thomas Ostenfeld

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