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New potentiators of amphotericin B activity, shodoamides A to C produced by Pseudophialophora sp. BF-0158

The Journal of Antibiotics volume 76, pages 579–584 (2023)Cite this article

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Abstract

During our screening program for new potentiators of amphotericin B activity against Candida albicans, shodoamides A to C (1–3) were isolated from a culture broth of the fungus Pseudophialophora sp. BF-0158 fermented under shaking conditions. A known congener named shodoamide D (4) in this paper was obtained from a culture broth of the BF-0158 strain fermented under static conditions. The structures of 1–4 were assigned based on spectroscopic analyses, including NMR and MS, and were found to have a common N-(2´,3´,4´-trihydroxybutyl)-6-methyl-2,4-tetradecadienamide structure. Compounds 1–3 exhibited no antifungal activity, but they induced up to 32-fold increases in amphotericin B activity against C. albicans by a microdilution method.

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Acknowledgements

We express our thanks to Dr Kenichiro Nagai and Ms Noriko Sato of the School of Pharmacy, Kitasato University, for measuring NMR and mass spectra.

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Authors and Affiliations

  1. Division of Natural Product Chemistry, Faculty of Pharmaceutical Sciences, Tohoku Medical and Pharmaceutical University, 4-4-1 Komatsushima, Aoba-ku, Sendai, Miyagi, 981-8558, Japan

    Akiho Yagi & Ryuji Uchida

  2. Department of Microbial Chemistry, Graduate School of Pharmaceutical Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo, 108-8641, Japan

    Masahiro Kashima, Hiroyuki Ishijima & Hiroshi Tomoda

  3. Drug Discovery Laboratory, Graduate School of Pharmaceutical Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo, 108-8641, Japan

    Hiroshi Tomoda

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  1. Akiho Yagi
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  2. Masahiro Kashima
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  4. Hiroshi Tomoda
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  5. Ryuji Uchida
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Correspondence to Hiroshi Tomoda or Ryuji Uchida.

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Yagi, A., Kashima, M., Ishijima, H. et al. New potentiators of amphotericin B activity, shodoamides A to C produced by Pseudophialophora sp. BF-0158. J Antibiot 76, 579–584 (2023). https://doi.org/10.1038/s41429-023-00642-x

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