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Eumitrins I–K: three new xanthone dimers from the lichen Usnea baileyi

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Abstract

In the continuing discovery and structure elucidation of natural xanthone dimers, which are still rarely reported in absolute configuration, three new xanthone dimers, eumitrins I–K (1–3) were isolated from the lichen Usnea baileyi, a rich source of natural xanthone dimers. Their structures were elucidated unambiguously by spectroscopic analyses, including high-resolution electrospray ionization mass spectrometry (HRESIMS), 1D and 2D nuclear magnetic resonance spectroscopy (1D and 2D NMR). The absolute configuration of all three compounds was established through DP4 probability and ECD calculation. All compounds revealed weak activity for their enzymatic inhibition against α-glucosidase and tyrosinase, as well as antibacterial activity.

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All data generated or analysed during this study are included in this published article (and its supplementary information files).

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Acknowledgements

Nguyen V-K would like to thank N. Dangphui for the authentication of the lichen material. Thanks are also extended to the graduate school of Chulalongkorn University to provide 90th year anniversary scholarship.

Funding

Chulalongkorn University to provide 90th year anniversary scholarship.

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Authors and Affiliations

  1. Institute of Fundamental and Applied Sciences, Duy Tan University, Ho Chi Minh City, Vietnam

    Van-Kieu Nguyen, Phan-Si-Nguyen Dong, Hoai-Vu Nguyen-Si,  Hai-Nguyen & Hoang-Vinh-Truong Phan

  2. Faculty of Natural Sciences, Duy Tan University, Da Nang, Vietnam

    Van-Kieu Nguyen, Phan-Si-Nguyen Dong, Hoai-Vu Nguyen-Si,  Hai-Nguyen & Hoang-Vinh-Truong Phan

  3. Lichen Research Unit and Lichen Herbarium, Department of Biology, Faculty of Science, Ramkhamhaeng University, Bangkapi, Bangkok, 10240, Thailand

    Ek Sangvichien

  4. Department of Environmental Engineering, Thu Dau Mot University, Binh Duong, Vietnam

    Thanh-Nha Tran, Le-Thuy-Thuy-Trang Hoang & Minh-Trung Dao

  5. Graduate School of Natural Science and Technology, Gifu University, 1-1 Yanagido, Gifu, 501-1193, Japan

    Hioki Yusuke

  6. Faculty of Applied Biological Sciences, Gifu University, 1-1 Yanagido, Gifu, 501-1193, Japan

    Tohru Mitsunaga

  7. Center of Excellence in Natural Products Chemistry, Department of Chemistry, Faculty of Science, Chulalongkorn University, Pathumwan, Bangkok, 10330, Thailand

    Warinthorn Chavasiri

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  1. Van-Kieu Nguyen
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  2. Phan-Si-Nguyen Dong
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  3. Hoai-Vu Nguyen-Si
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Correspondence to Van-Kieu Nguyen or Warinthorn Chavasiri.

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Nguyen, VK., Dong, PSN., Nguyen-Si, HV. et al. Eumitrins I–K: three new xanthone dimers from the lichen Usnea baileyi. J Nat Med 77, 403–411 (2023). https://doi.org/10.1007/s11418-023-01681-2

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