N-Acetylation of Aromatic Amines by the Soil Fungus Aspergillus japonicus (UFMS 48.136)
Denis P. de Lima,
Giovana C. Giannesi,
Edson dos Anjos dos Santos,
Thais S. Ebbing Freitas,
Rosangela S. Lopes,
Michell N. Lopo,
Maria Rita Marques,
Clarice R. Marchetti.
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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