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Wychimicins, a new class of spirotetronate polyketides from Actinocrispum wychmicini MI503-A4

The Journal of Antibiotics volume 75, pages 535–541 (2022)Cite this article

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Abstract

In the course of our screening program for new anti-methicillin-resistant Staphylococcus aureus antibiotics, four novel antibiotics, termed wychimicins A–D, were isolated from the culture broth of the rare actinomycete Actinocrispum wychmicini strain MI503-AF4. Wychimicins are spirotetronates possessing a macrocyclic 13-membered ring containing trans-decalin and β-d-xylo-hexopyranose moieties connected to C-17 by an O-glycosidic linkage according to MS, NMR and X-ray analyses. In X-ray crystal structure analysis, the Flack constant was 0.10 (11). The stereochemistry of the spirocarbon C-25 was R. Wychimicins had a minimum inhibitory concentration of 0.125–2 µg ml−1 against methicillin-resistant Staphylococcus aureus.

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Acknowledgements

We would like to pay tribute to the late Naoko Kinoshita, who deeply admired the actinomycetes. Her meticulous observation led to the discovery of whychimicins. We thank Y. Kubota, Y. Takahashi, and R. Nagasaka for providing technical assistance. We thank Joe Barber Jr, PhD, from Edanz (https://jp.edanz.com/ac) for editing a draft of this paper.

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  1. Institute of Microbial Chemistry (BIKAKEN), 3-14-23 Kamiosaki, Shinagawa-ku, Tokyo, 141-0021, Japan

    Tomoyuki Kimura, Maya Umekita, Masaki Hatano, Chigusa Hayashi, Ryuichi Sawa & Masayuki Igarashi

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  1. Tomoyuki Kimura
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  2. Maya Umekita
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  3. Masaki Hatano
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Correspondence to Ryuichi Sawa or Masayuki Igarashi.

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Kimura, T., Umekita, M., Hatano, M. et al. Wychimicins, a new class of spirotetronate polyketides from Actinocrispum wychmicini MI503-A4. J Antibiot 75, 535–541 (2022). https://doi.org/10.1038/s41429-022-00560-4

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