Induction of cryptic metabolites of the endophytic fungus: Trichocladium sp. through OSMAC and co-cultivation

Nam Michael Tran-Cong, Attila Mándi, T. Kurtán, Werner E.G. Müller, Rainer Kalscheuer, Wenhan Lin, Zhen Liu, Peter Proksch

Research output: Contribution to journalArticle

Abstract

The endophytic fungus Trichocladium sp. isolated from roots of Houttuynia cordata was cultured on solid rice medium, yielding a new amidepsine derivative (1) and a new reduced spiro azaphilone derivative (3) together with eight known compounds (4-11). Co-cultivation of Trichocladium sp. with Bacillus subtilis resulted in induction of a further new compound (2) and a 10-fold increase of 11 compared to the axenic fungal culture. Moreover, when the fungus was cultivated on peas instead of rice, a new sesquiterpene derivative (13) and two known compounds (12 and 14) were obtained. Addition of 2% tryptophan to rice medium led to the isolation of a new bismacrolactone (15). The structures of the new compounds were elucidated by HRESIMS, 1D and 2D NMR as well as by comparison with the literature. A combination of TDDFT-ECD, TDDFT-SOR, DFT-VCD and DFT-NMR calculations were applied to determine the absolute and relative configurations of 13 and 15. Compounds 7, 11 and 15 exhibited strong cytotoxicity against the L5178Y mouse lymphoma cell line with IC50 values of 0.3, 0.5 and 0.2 μM, respectively.

Original languageEnglish
Pages (from-to)27279-27288
Number of pages10
JournalRSC Advances
Volume9
Issue number47
DOIs
Publication statusPublished - Jan 1 2019

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Metabolites
Fungi
Derivatives
Discrete Fourier transforms
Nuclear magnetic resonance
Sesquiterpenes
Bacilli
Cytotoxicity
Tryptophan
Cells

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)

Cite this

Tran-Cong, N. M., Mándi, A., Kurtán, T., Müller, W. E. G., Kalscheuer, R., Lin, W., ... Proksch, P. (2019). Induction of cryptic metabolites of the endophytic fungus: Trichocladium sp. through OSMAC and co-cultivation. RSC Advances, 9(47), 27279-27288. https://doi.org/10.1039/c9ra05469c

Induction of cryptic metabolites of the endophytic fungus : Trichocladium sp. through OSMAC and co-cultivation. / Tran-Cong, Nam Michael; Mándi, Attila; Kurtán, T.; Müller, Werner E.G.; Kalscheuer, Rainer; Lin, Wenhan; Liu, Zhen; Proksch, Peter.

In: RSC Advances, Vol. 9, No. 47, 01.01.2019, p. 27279-27288.

Research output: Contribution to journalArticle

Tran-Cong, NM, Mándi, A, Kurtán, T, Müller, WEG, Kalscheuer, R, Lin, W, Liu, Z & Proksch, P 2019, 'Induction of cryptic metabolites of the endophytic fungus: Trichocladium sp. through OSMAC and co-cultivation', RSC Advances, vol. 9, no. 47, pp. 27279-27288. https://doi.org/10.1039/c9ra05469c
Tran-Cong, Nam Michael ; Mándi, Attila ; Kurtán, T. ; Müller, Werner E.G. ; Kalscheuer, Rainer ; Lin, Wenhan ; Liu, Zhen ; Proksch, Peter. / Induction of cryptic metabolites of the endophytic fungus : Trichocladium sp. through OSMAC and co-cultivation. In: RSC Advances. 2019 ; Vol. 9, No. 47. pp. 27279-27288.
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