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A new biphenyl ether derivative produced by Indonesian ascidian-derived Penicillium albobiverticillium

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Abstract

A new biphenyl ether derivative, 2-hydroxy-6-(2′-hydroxy-3′-hydroxymethyl-5-methylphenoxy)-benzoic acid (1), was isolated together with the known benzophenone derivative, monodictyphenone (2), from a culture broth of Indonesian ascidian-derived Penicillium albobiverticillium TPU1432 by solvent extraction, ODS column chromatography, and preparative HPLC (ODS). The structure of 1 was elucidated based on NMR experiments. Compound 2 exhibited moderate inhibitory activities against protein tyrosine phosphatase (PTP) 1B, T cell PTP (TCPTP), and CD45 tyrosine phosphatase (CD45), whereas compound 1 modestly inhibited CD45 activity.

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Fig. 1
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Acknowledgements

This work was supported in part by Grants-in-Aid for Scientific Research (25870660 and 16K21310) from the Ministry of Education, Culture, Sports, Science, and Technology (MEXT) of Japan to HY, the Takeda Science Foundation to HY, the Kanae Foundation for the Promotion of Medical Science to HY, and a grant for Basic Science Research Projects from the Sumitomo Foundation to HY. We express our thanks to Mr. T. Matsuki and S. Sato of Tohoku Medical and Pharmaceutical University for measuring mass spectra and to Mr. T. Miura, Y. Bunya, T. Togashi, and Ms. S. Sugai of Tohoku Medical and Pharmaceutical University for their technical assistance.

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Authors and Affiliations

  1. Faculty of Pharmaceutical Sciences, Tohoku Medical and Pharmaceutical University, Sendai, 981-8558, Japan

    Deiske A. Sumilat, Hiroyuki Yamazaki, Kotaro Endo, Henki Rotinsulu, Defny S. Wewengkang, Kazuyo Ukai & Michio Namikoshi

  2. Faculty of Fisheries and Marine Science, Sam Ratulangi University, Kampus Bahu, Manado, 95115, Indonesia

    Deiske A. Sumilat

  3. Faculty of Mathematic and Natural Sciences, Sam Ratulangi University, Kampus Bahu, Manado, 95115, Indonesia

    Henki Rotinsulu & Defny S. Wewengkang

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  1. Deiske A. Sumilat
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  2. Hiroyuki Yamazaki
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  3. Kotaro Endo
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  4. Henki Rotinsulu
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  5. Defny S. Wewengkang
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  6. Kazuyo Ukai
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  7. Michio Namikoshi
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Correspondence to Hiroyuki Yamazaki.

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Sumilat, D.A., Yamazaki, H., Endo, K. et al. A new biphenyl ether derivative produced by Indonesian ascidian-derived Penicillium albobiverticillium . J Nat Med 71, 776–779 (2017). https://doi.org/10.1007/s11418-017-1094-5

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  • DOI: https://doi.org/10.1007/s11418-017-1094-5

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