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Amoxetamide A, a new anoikis inducer, produced by combined-culture of Amycolatopsis sp. and Tsukamurella pulmonis

The Journal of Antibiotics volume 77, pages 66–70 (2024)Cite this article

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Abstract

Cancer cells including colorectal cancer cells are resistant to anoikis, an anchorage-independent programmed death, which enables metastasis and subsequent survival in a new tumor microenvironment. In this study, we identified a new anoikis inducer, amoxetamide A (1) with a β-lactone moiety, that was produced by combined-culture of Amycolatopsis sp. 26-4 and mycolic acid-containing bacteria (MACB) Tsukamurella pulmonis TP-B0596. The structure of 1 including the stereochemistry of C8 was determined by MS and NMR spectroscopy and modified Mosher’s method, and the absolute configurations of C11 and C12 were suggested as 11R and 12S, respectively, by GIAO NMR calculations. Amoxetamide A (1) exhibited anoikis-inducing activity in human colorectal cancer HT-29 cells in anchorage-independent culture conditions.

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Acknowledgements

This work was financially supported in part by a Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology, Japan [17H06401 (HK), 23H04882 (HK), and 23K13896 (HI)] and the Research Support Project for Life Science and Drug Discovery [Basis for Supporting Innovative Drug Discovery and Life Science Research (BINDS)] from the Japan Agency for Medical Research and Development (AMED), Japan. CP is grateful for support from the China Scholarship Council (CSC).

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Author notes

  1. Chengqian Pan

    Present address: School of Pharmacy, Jiangsu University, Zhenjiang, 212013, China

  2. These authors contributed equally: Chengqian Pan, Hiroaki Ikeda

Authors and Affiliations

  1. Department of System Chemotherapy and Molecular Sciences, Division of Medicinal Frontier Sciences, Graduate School of Pharmaceutical Sciences, Kyoto University, Kyoto, 606-8501, Japan

    Chengqian Pan, Hiroaki Ikeda, Mayuri Minote, Tensei Tokuda, Takefumi Kuranaga & Hideaki Kakeya

  2. Faculty of Advanced Life Science, Hokkaido University, Sapporo, 001-0021, Japan

    Tohru Taniguchi

  3. Tropical Biosphere Research Center, University of the Ryukyus, Okinawa, 903-0213, Japan

    Naoya Shinzato

  4. Department of Life Science, Faculty of Science, Gakushuin University, Tokyo, 171-8588, Japan

    Hiroyasu Onaka

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  1. Chengqian Pan
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Correspondence to Hideaki Kakeya.

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Pan, C., Ikeda, H., Minote, M. et al. Amoxetamide A, a new anoikis inducer, produced by combined-culture of Amycolatopsis sp. and Tsukamurella pulmonis. J Antibiot 77, 66–70 (2024). https://doi.org/10.1038/s41429-023-00668-1

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