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Structure determination and cytotoxic evaluation of metabolites from the entomogenous fungus Fusarium equiseti

Abstract

Investigation of the entomogenous fungus Fusarium equiseti LGWB-9 from Harmonia axyridis led to the isolation of fusarisetin B (2) and its analog, fusaketide A (1), along with two known compounds (3 and 4). Among them, fusaketide A (1) represent the first example of natural polyketide carbon skeleton with a [6/6/5/5] tetracyclic ring system. The planar structure and relative configuration of 1 was established on the basis of NMR spectroscopic data and 13C NMR chemical shift calculation. The absolute configuration of 1 was assigned by quantum chemical TDDFT calculation of its ECD spectrum and single-crystal X-ray diffraction analysis using Cu Kα radiation. Compounds 1 and 2 showed cytotoxicities against MCF-7, MGC-803, HeLa and Huh-7 cell lines with the IC50 values ranging from 2.4 to 69.7 μg ml−1. Cell invasion, migration, DAPI staining, and flow cytometry experiments were carried out to examine the effect of 2 against MGC-803 cells. Western blot results showed that 2 could induce MGC-803 apoptosis through up-regulation of Bax and down-regulation of Bcl-2.

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Acknowledgements

This work was funded by the National Natural Science Foundation of China (31672070) and National Key Research and Development Program of China (2017YFD0201400 and 2017YFD0201401), and the High Performance Computer Center of Hebei University.

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Correspondence to Fei Cao or Duqiang Luo.

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Liu, S., Gao, W., Yang, X. et al. Structure determination and cytotoxic evaluation of metabolites from the entomogenous fungus Fusarium equiseti. J Antibiot 74, 176–180 (2021). https://doi.org/10.1038/s41429-020-00379-x

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