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Pithohirolide, an antimicrobial tetradepsipeptide from a fungus Pithomyces chartarum

The Journal of Antibiotics volume 74, pages 458–463 (2021)Cite this article

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Abstract

Pithohirolide (1), a new depsipeptide, was isolated from an ascomycetous fungus Pithomyces chartarum TAMA 581. The planar structure of 1 was elucidated on the basis of NMR and MS analyses and the absolute configuration was determined by the advanced Marfey’s analysis, chiral-phase HPLC analysis, and synthesis of degradation product. Compound 1 possesses a cyclic structure comprising (S)-2-hydroxy-3-phenylpropanoic acid, (S)-3-hydroxy-3-phenylpropanoic acid, (S)-2-hydroxyisovaleric acid, and N-methyl-l-alanine, connected via three ester and one amide linkages. Compound 1 exhibited antimicrobial activity against Staphylococcus aureus and Saccharomyces cerevisiae at MIC 3.1 μg ml−1.

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Acknowledgements

We thank Prof. Daisuke Urabe at Toyama Prefectural University for his technical support on the synthesis of 2.

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Authors and Affiliations

  1. Biotechnology Research Center and Department of Biotechnology, Toyama Prefectural University, Toyama, Japan

    Zhiwei Zhang, Tao Zhou, Tian Xing, Naoya Oku & Yasuhiro Igarashi

  2. HyphaGenesis, Inc., Machida, Tokyo, Japan

    Takayuki Ishizaki & Toru Okuda

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  1. Zhiwei Zhang
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  2. Tao Zhou
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  3. Tian Xing
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  4. Takayuki Ishizaki
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  7. Yasuhiro Igarashi
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Correspondence to Yasuhiro Igarashi.

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Zhang, Z., Zhou, T., Xing, T. et al. Pithohirolide, an antimicrobial tetradepsipeptide from a fungus Pithomyces chartarum. J Antibiot 74, 458–463 (2021). https://doi.org/10.1038/s41429-021-00423-4

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