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

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 wer...

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Bibliographic Details
Published in:Journal of natural medicines 2023-03, Vol.77 (2), p.403-411
Main Authors: Nguyen, Van-Kieu, Dong, Phan-Si-Nguyen, Nguyen-Si, Hoai-Vu, Sangvichien, Ek, Tran, Thanh-Nha, Hoang, Le-Thuy-Thuy-Trang, Dao, Minh-Trung, Hai-Nguyen, Phan, Hoang-Vinh-Truong, Yusuke, Hioki, Mitsunaga, Tohru, Chavasiri, Warinthorn
Format: Article
Language:English
Subjects:
Absolute configuration
Antibacterial activity
antibacterial properties
Biomedical and Life Sciences
Biomedicine
Complementary & Alternative Medicine
electrospray ionization mass spectrometry
enzyme inhibition
Lichens
Magnetic resonance spectroscopy
Mass spectroscopy
Medicinal Chemistry
Molecular Structure
NMR
Nuclear magnetic resonance
nuclear magnetic resonance spectroscopy
Pharmacology/Toxicology
Pharmacy
Plant Sciences
probability
Usnea
Usnea baileyi
xanthone
Xanthones - chemistry
α-Glucosidase
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Summary: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. Graphical abstract
ISSN:1340-3443
1861-0293
DOI:10.1007/s11418-023-01681-2