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Four new glucosides from the aerial parts of Equisetum sylvaticum

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Abstract

Two previously undescribed megastigmane glucosides, (3S)-3-hydroxy-4-oxo-7,8-dihydro-β-ionone-3-O-β-d-glucopyranoside (1), (3S)-3-hydroxy-4-oxo-β-ionone-3-O-β-d-glucopyranoside (2), an apocarotenoid glucoside named equiseoside A (3) and an unusual aromatic compound with a glucose-fused skeleton named equiseoside B (4), together with 35 known compounds (5–39) were isolated from the aerial parts of Equisetum sylvaticum. The structures of these compounds were elucidated by spectroscopic methods, including 1D and 2D NMR, IR, CD, and HR–MS.

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Acknowledgements

This work was supported by JSPS KAKENHI Grant Numbers 22K06678. The measurements of NMR and HR–ESI–MS were performed with Bruker Avance III 500 and LTQ Orbitrap XL spectrometer, respectively, at the Natural Science Center for Basic Research and Development (N-BARD), Hiroshima University.

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Authors and Affiliations

  1. Graduate School of Biomedical and Health Sciences, Hiroshima University, 1-2-3 Kasumi, Minami-ku, Hiroshima, 734-8553, Japan

    Zhichao Wang, Yusen Tian, Sachiko Sugimoto, Yoshi Yamano & Katsuyoshi Matsunami

  2. Faculty of Pharmacy, Yasuda Women’s University, 6-13-1, Yasuhigashi, Asaminami-ku, Hiroshima, 731-0153, Japan

    Susumu Kawakami & Hideaki Otsuka

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  1. Zhichao Wang
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  2. Yusen Tian
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Contributions

Design research: KM and ZW. Conducting experiments: ZW and YT. Analyzing data: ZW and KM. Writing this paper: ZW and KM. Funding acquisition: KM. Supervision: KM. Measurement data and bioassay: KM, ZW, SS, YY, SK, and HO.

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Correspondence to Katsuyoshi Matsunami.

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Wang, Z., Tian, Y., Sugimoto, S. et al. Four new glucosides from the aerial parts of Equisetum sylvaticum. J Nat Med 76, 832–841 (2022). https://doi.org/10.1007/s11418-022-01643-0

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