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.

Journal Name:Letters in Organic Chemistry

Volume 14 , Issue 4 , 2017

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
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