Co-culture of the fungus Fusarium tricinctum with Streptomyces lividans induces production of cryptic naphthoquinone dimers

Mariam Moussa, Weaam Ebrahim, Michele Bonus, Holger Gohlke, Attila Mándi, T. Kurtán, Rudolf Hartmann, Rainer Kalscheuer, Wenhan Lin, Zhen Liu, Peter Proksch

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Abstract

Co-cultivation of the endophytic fungus Fusarium tricinctum with Streptomyces lividans on solid rice medium led to the production of four new naphthoquinone dimers, fusatricinones A-D (1-4), and a new lateropyrone derivative, dihydrolateropyrone (5), that were not detected in axenic fungal controls. In addition, four known cryptic compounds, zearalenone (7), (−)-citreoisocoumarin (8), macrocarpon C (9) and 7-hydroxy-2-(2-hydroxypropyl)-5-methylchromone (10), that were likewise undetectable in extracts from fungal controls, were obtained from the co-culture extracts. The known antibiotically active compound lateropyrone (6), the depsipeptides enniatins B (11), B1 (12) and A1 (13), and the lipopeptide fusaristatin A (14), that were present in axenic fungal controls and in co-culture extracts, were upregulated in the latter. The structures of the new compounds were elucidated by 1D and 2D NMR spectra as well as by HRESIMS data. The relative and absolute configuration of dihydrolateropyrone (5) was elucidated by TDDFT-ECD calculations.

Original languageEnglish
Pages (from-to)1491-1500
Number of pages10
JournalRSC Advances
Volume9
Issue number3
DOIs
Publication statusPublished - Jan 1 2019

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Naphthoquinones
Fungi
Dimers
Depsipeptides
Zearalenone
Lipopeptides
Nuclear magnetic resonance
Derivatives

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)

Cite this

Co-culture of the fungus Fusarium tricinctum with Streptomyces lividans induces production of cryptic naphthoquinone dimers. / Moussa, Mariam; Ebrahim, Weaam; Bonus, Michele; Gohlke, Holger; Mándi, Attila; Kurtán, T.; Hartmann, Rudolf; Kalscheuer, Rainer; Lin, Wenhan; Liu, Zhen; Proksch, Peter.

In: RSC Advances, Vol. 9, No. 3, 01.01.2019, p. 1491-1500.

Research output: Contribution to journalArticle

Moussa, M, Ebrahim, W, Bonus, M, Gohlke, H, Mándi, A, Kurtán, T, Hartmann, R, Kalscheuer, R, Lin, W, Liu, Z & Proksch, P 2019, 'Co-culture of the fungus Fusarium tricinctum with Streptomyces lividans induces production of cryptic naphthoquinone dimers', RSC Advances, vol. 9, no. 3, pp. 1491-1500. https://doi.org/10.1039/C8RA09067J
Moussa, Mariam ; Ebrahim, Weaam ; Bonus, Michele ; Gohlke, Holger ; Mándi, Attila ; Kurtán, T. ; Hartmann, Rudolf ; Kalscheuer, Rainer ; Lin, Wenhan ; Liu, Zhen ; Proksch, Peter. / Co-culture of the fungus Fusarium tricinctum with Streptomyces lividans induces production of cryptic naphthoquinone dimers. In: RSC Advances. 2019 ; Vol. 9, No. 3. pp. 1491-1500.
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