Planta Med 2019; 85(18): 1470
DOI: 10.1055/s-0039-3399850
Main Congress Poster
Poster Session 1
© Georg Thieme Verlag KG Stuttgart · New York

An epigenetic modifier induces the production of new metabolites by Aspergillus terreus AST0006

M Rodrigues de Amorim
1   Natural Products Center, University of Arizona,, 250 East Valencia Road, Tucson/AZ 85706, USA
2   Institute of Chemistry, São Paulo State University (Unesp),, Rua Professor Francisco Degni 55, Araraquara/SP 14800-060, Brazil
,
EMK Wijeratne
1   Natural Products Center, University of Arizona,, 250 East Valencia Road, Tucson/AZ 85706, USA
,
Junior JM Batista
3   Institute of Science and Technology, Federal University of São Paulo (Unifesp),, Avenida Cesare Monsueto Giulio Lattes 1201, São José dos Campos/SP 12247-014, Brazil
,
LC dos Santos
2   Institute of Chemistry, São Paulo State University (Unesp),, Rua Professor Francisco Degni 55, Araraquara/SP 14800-060, Brazil
,
AAL Gunatilaka
1   Natural Products Center, University of Arizona,, 250 East Valencia Road, Tucson/AZ 85706, USA
› Author Affiliations
Further Information

Publication History

Publication Date:
20 December 2019 (online)

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The use of epigenetic modifiers to activate silent gene clusters of secondary metabolism in fungi has demonstrated to be an important strategy for producing novel metabolites [1],[2]. In this study, we investigated the use of histone deacetylase (HDAC) inhibitor, suberoylanilide hydroxamic acid (SAHA), on the production of metabolites by Aspergillus terreus. In potato dextrose broth (PDB) medium, A. terreus produced (+)-terrein (1), (-)-6-hydroxymellein (2), (-)-6,7-dimethoxymellein (3), (-)-6-methoxymellein (4), and farnesol (5). Incorporation of SAHA into PDB culture medium of this fungus affected the metabolites pattern and produced two new 3-pyrone-coumarin metabolites 6 and 7 together with (+)-terrein (1), (-)-6-hydroxymellein (2), (-)-6,7-dimethoxymellein (3), (-)-6-methoxymellein (4), and farnesol (5). The identification of metabolites 1-5 was established by comparison of their spectroscopic data with those reported and the structures of new metabolites 6 and 7 were elucidated with the help of their 1D and 2D NMR and HRMS data. The absolute configurations of the new compounds were determined through the comparison of experimental and calculated ECD data.

These results support the use of epigenetic modifiers for obtaining new fungal secondary metabolites.

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Fig. 1 Structures of compounds 1−7.
 

  • References

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