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Haneummycin, a new 22-membered macrolide lactam antibiotic, produced by marine-derived Streptomyces sp. KM77-8

The Journal of Antibiotics volume 76, pages 650–657 (2023)Cite this article

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Abstract

A new antibiotic named haneummycin (1) was isolated from a culture broth of marine-derived Streptomyces sp. KM77-8 by solvent extraction and HPLC using a C4 column. The structure of 1 was elucidated including relative stereochemistry as a new 22-membered macrolide lactam associated with a cyclopentanone and three sugars by various spectroscopic analyses, such as MS and NMR. Compound 1 displayed significant antibacterial activities against Gram-positive bacteria including vancomycin-resistant Enterococcus faecium (VRE) and methicillin-resistant Staphylococcus aureus (MRSA) with both MIC values of 8.0 µg ml−1.

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Acknowledgements

We express our thanks to Mr. Y. Furuichi of Tokyo University of Marine Science and Technology for sampling collection and isolation of strain KM77-8 and Mr. M. Ikenaga and Mr. T. Okada of Tokyo University of Marine Science and Technology for supporting fermentation section.

Funding

This research is supported by a grant for research and development of diagnostic methods and therapies for antimicrobial-resistant bacteria from the Japan Agency for Medical Research and Development (AMED) under grant number JP22fk0108133.

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Authors and Affiliations

  1. Graduate School of Marine Science and Technology, Tokyo University of Marine Science and Technology, 4-5-7 Konan, Minato-ku, Tokyo, 108-8477, Japan

    Moeka Uemura, Michiya Kamio, Takeshi Kobayashi & Takeshi Terahara

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

    Keisuke Kobayashi, Hiroshi Tomoda & Taichi Ohshiro

  3. Medicinal Research Laboratories, School of Pharmacy, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo, 108-8641, Japan

    Keisuke Kobayashi, Noriko Sato, Kenichiro Nagai, Reiko Seki & Taichi Ohshiro

  4. Department of Fisheries, Faculty of Agriculture and Agricultural Technology and Innovation Research Institute, Kindai University, 3327-204 Nakamachi, Nara, 631-8505, Japan

    Takashi Fukuda

  5. Department of Bacteriology, Osaka Metropolitan University, Graduate School of Medicine, 1-4-3 Asahi-machi, Abeno-ku, Osaka, 545-8585, Japan

    Taishi Tsubouchi

  6. Research Center for Infectious Disease Sciences, Osaka Metropolitan University, Graduate School of Medicine, 1-4-3 Asahi-machi, Abeno-ku, Osaka, 545-8585, Japan

    Taishi Tsubouchi

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  1. Moeka Uemura
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  9. Hiroshi Tomoda
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  11. Takeshi Kobayashi
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Correspondence to Takeshi Terahara.

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Uemura, M., Kobayashi, K., Sato, N. et al. Haneummycin, a new 22-membered macrolide lactam antibiotic, produced by marine-derived Streptomyces sp. KM77-8. J Antibiot 76, 650–657 (2023). https://doi.org/10.1038/s41429-023-00648-5

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