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Please use this identifier to cite or link to this item: http://hdl.handle.net/10481/45190

Title: Unravelling the Diversity of the Cyclopiazonic Acid Family of Mycotoxins in Aspergillus flavus by UHPLC Triple-TOF HRMS
Authors: Uka, Valdet
Moore, Geromy G.
Arroyo-Manzanares, Natalia
Nebija, Dashnor
Saeger, Sarah De
Mavungu, José Diana Di
Issue Date: 2017
Abstract: Cyclopiazonic acid (α-cyclopiazonic acid, α-CPA) is an indole-hydrindane-tetramic acid neurotoxin produced by various fungal species, including the notorious food and feed contaminant Aspergillus flavus. Despite its discovery in A. flavus cultures approximately 40 years ago, its contribution to the A. flavus mycotoxin burden is consistently minimized by our focus on the more potent carcinogenic aflatoxins also produced by this fungus. Here, we report the screening and identification of several CPA-type alkaloids not previously found in A. flavus cultures. Our identifications of these CPA-type alkaloids are based on a dereplication strategy involving accurate mass high resolution mass spectrometry data and a careful study of the α-CPA fragmentation pattern. In total, 22 CPA-type alkaloids were identified in extracts from the A. flavus strains examined. Of these metabolites, 13 have been previously reported in other fungi, though this is the first report of their existence in A. flavus. Two of our metabolite discoveries, 11,12-dehydro α-CPA and 3-hydroxy-2-oxo CPA, have never been reported for any organism. The conspicuous presence of CPA and its numerous derivatives in A. flavus cultures raises concerns about the long-term and cumulative toxicological effects of these fungal secondary metabolites and their contributions to the entire A. flavus mycotoxin problem.
Sponsorship: Valdet Uka was financially supported by Project Basileus V (Erasmus Mundus Action 2) funding from the European Commission.
Publisher: MDPI
Keywords: Cyclopiazonic acid
Ergot-like alkaloid
Dereplication
HRMS
URI: http://hdl.handle.net/10481/45190
ISSN: 2072-6651
Rights : Creative Commons Attribution-NonCommercial-NoDerivs 3.0 License
Citation: Uka, V.; et al. Unravelling the Diversity of the Cyclopiazonic Acid Family of Mycotoxins in Aspergillus flavus by UHPLC Triple-TOF HRMS. Toxins, 9(1): 35 (2017). [http://hdl.handle.net/10481/45190]
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