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Terricoxanthones A–E, unprecedented dihydropyran-containing dimeric xanthones from the endophytic fungus Neurospora terricola HDF-Br-2 associated with the vulnerable conifer Pseudotsuga gaussenii
Phytochemistry ( IF 3.2 ) Pub Date : 2024-01-01 , DOI: 10.1016/j.phytochem.2023.113963 Hao-Wei Chen 1 , Xi-Ying Wu 1 , Ze-Yu Zhao 1 , Zi-Qi Huang 2 , Xin-Sheng Lei 2 , Guo-Xun Yang 2 , Jiyang Li 2 , Juan Xiong 2 , Jin-Feng Hu 1
Phytochemistry ( IF 3.2 ) Pub Date : 2024-01-01 , DOI: 10.1016/j.phytochem.2023.113963 Hao-Wei Chen 1 , Xi-Ying Wu 1 , Ze-Yu Zhao 1 , Zi-Qi Huang 2 , Xin-Sheng Lei 2 , Guo-Xun Yang 2 , Jiyang Li 2 , Juan Xiong 2 , Jin-Feng Hu 1
Affiliation
An investigation on the secondary metabolites from a rice culture broth of the endophytic fungus HDF-Br-2 derived from the vulnerable conifer led to the isolation and characterization of 34 structurally diverse polyketides (–). Seven of them are previously undescribed, including five unprecedented dihydropyran-containing (terricoxanthones A–E, –, resp.) and one rare tetrahydrofuran-containing (terricoxanthone F, ) dimeric xanthones. The structures were elucidated by spectroscopic methods and single-crystal X-ray diffraction analyses. Terricoxanthones each were obtained as a racemic mixture. Their plausible biosynthetic relationships were briefly proposed. Compounds , aspergillusone A (), and alatinone () displayed considerable inhibition against with MIC values of 8–16 μg/mL. 4-Hydroxyvertixanthone () and exhibited significant inhibitory activities against , with MIC values of 4–8 μg/mL. Furthermore, compounds and could disrupt biofilm of and at 128 μg/mL. The findings not only extend the skeletons of xanthone dimers and contribute to the diversity of metabolites of endophytes associated with the endangered Chinese conifer , but could further reveal the important role of protecting plant species diversity in support of chemical diversity and potential sources of new therapeutics.
更新日期:2024-01-01