Sesquiterpenoid derivatives isolated from a liquid culture of Hypholoma capnoides 819

• Published in: Phytochemistry (Oxford) Vol. 219; p. 113959
• Main Authors: Wang, Yu-Ting, Tan, Hong-Yu, Zhao, Xue, Yang, Yu, Xu, Rui, Zhu, Shuai-Ming, Ma, Hao, Luo, Fu-Yao, Dong, Cai-Hong, Li, Chang-Wei
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.03.2024; Elsevier
• Subjects: Agaricales; Animals; Anti-Bacterial Agents - chemistry; Antibacterial activity; Biochemistry & Molecular Biology; Cytotoxicity; Hypholoma capnoide; Life Sciences & Biomedicine; Mice; Molecular Structure; Plant Sciences; Science & Technology; Sesquiterpenes - chemistry; Sesquiterpenoids; Strophariace; Cytotoxicity; Antibacterial activity; Strophariace; Hypholoma capnoide; Sesquiterpenoids; MUSHROOM; FUNGUS; NAEMATOLOMA-FASCICULARE; STROPHARIACEAE; MYCELIA
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/j.phytochem.2023.113959

Nine previously undescribed sesquiterpenoids, named as capnoidones A–G (1–6 and 8) and capnoidols A and B (7 and 9), along with three known sesquiterpenoids, fascicularones A, B, and G (12, 11 and 10), were isolated from the fermentation products of the mushroom Hypholoma capnoides 819 (Strophariace). The structures of these compounds were determined through MS and NMR experiments along with electronic circular dichroism analysis. Optical rotation calculations and X-ray diffraction experiments were also conducted for confirmation of the structures. Compounds 1 and 4 displayed mild cytotoxicity towards BV2 microglial cells in mice, while compound 4 exhibited mild cytotoxicity against breast cancer MCF-7 cells. However, none of the compounds demonstrated antibacterial activity against Staphylococcus aureus or Escherichia coli. Nine previously undescribed sesquiterpenoids, named as capnoidones A–G (1–6 and 8) and capnoidols A and B (7 and 9), along with three known sesquiterpenoids, fascicularones A, B, and G (12, 11 and 10), were isolated from the fermentation products of the mushroom Hypholoma capnoides 819 (Strophariace). [Display omitted] •Nine previously undescribed sesquiterpenoid were reported.•The result help to determine absolute configuration of α,β-unsaturated cyclohexanones.•Compounds 1 and 4 exhibited mild cytotoxic activities on MCF-7 and BV2 cells.