Letters in Organic Chemistry

Gwilherm Evano
Free University of Brussels
Brussels
Belgium

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N-Acetylation of Aromatic Amines by the Soil Fungus Aspergillus japonicus (UFMS 48.136)

Author(s): Denis P. de Lima, Giovana C. Giannesi, Edson dos Anjos dos Santos, Thais S. Ebbing Freitas, Rosangela S. Lopes, Michell N. Lopo, Adilson Beatriz, Maria Rita Marques, Clarice R. Marchetti.

Graphical Abstract:


Abstract:

Background: Fungi can play an important role in environmental remediation. A key class of pollutants is the aromatic amines (AA) comprising dyes, drugs, pesticides and products originated from combustion and other industrial residues. The microbial N-acetylation is known to be a chief detoxifying mechanism for noxious AA. However, this transformation is not widely reported for fungi.

Methods: The filamentous soil fungus Aspergillus japonicus (UFMS 48.136) when cultivated with six structurally different AA led to selective N-acetylation of all tested compounds in only 24 h of incubation. Culture medium and mycelia were both separated by filtration over celite and extracted with EtOAc. The solvent was evaporated and the crude extract was purified by column chromatography.

Results: Six acetylated AA were obtained with yields between 15.9 to 76.1 %. The products were characterized by IR, 1H NMR, 13C NMR spectra and mass spectrometry.

Conclusion: Considering that reports on fungal N-acetylation of xenobiotic AA are scarce, our discovery can contribute for new investigations in this important research field and open opportunities for new methods of environmental detoxification.

Keywords: Aromatic amines, Aspergillus japonicus, bioremediation, biotransformation, fungi detoxification, N-acetylation.

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Article Details

VOLUME: 14
ISSUE: 4
Year: 2017
Page: [227 - 230]
Pages: 4
DOI: 10.2174/1570178614666170221125955
Price: $58