Citation: Shuang Lin, Jianzheng Huang, Hanxiao Zeng, Qingyi Tong, Xueke Zhang, Beiye Yang, Ying Ye, Jianping Wang, Zhengxi Hu, Yonghui Zhang. Distachydrimanes A–F, phenylspirodrimane dimers and hybrids with cytotoxic activity from the coral-derived fungus Stachybotrys chartarum[J]. Chinese Chemical Letters, ;2022, 33(10): 4587-4594. doi: 10.1016/j.cclet.2022.03.064 shu

Distachydrimanes A–F, phenylspirodrimane dimers and hybrids with cytotoxic activity from the coral-derived fungus Stachybotrys chartarum

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China

qytong@hust.edu.cn

hzx616@126.com

zhangyh@mails.tjmu.edu.cn

zhangyonghui5@sina.com

Received Date: 1 December 2021
Revised Date: 14 March 2022
Accepted Date: 15 March 2022
Available Online: 17 March 2022

Figures(8)

By integrating one strain-many compounds (OSMAC) and LC–MS-based molecular networking strategies, distachydrimanes A–F (1–6), six novel phenylspirodrimane dimers and hybrids representing two types of unprecedented terpenoid-polyketide hybrid skeletons, were isolated from the modified fermented rice substrate of a coral-derived fungus Stachybotrys chartarum. All the structures incorporating their absolute configurations were elucidated based on comprehensive spectroscopic analyses, mainly including HRESIMS and NMR data, single-crystal X-ray diffraction (Cu Kα), and comparison of the experimental electronic circular dichroism (ECD) data. Architecturally, compounds 1–6 represent an unprecedented class of dimeric phenylspirodrimanes with an unexpected C-18–C-23′ linkage, of which compounds 1–3 also feature an unexpected 5-methyl-1, 3-benzenediol moiety via a carbon-carbon linkage. The bioactivity assay demonstrated that compounds 1, 5 and 6 induced cell proliferation inhibition, G0/G1 cell cycle arrest, senescence and mitochondrial-mediated apoptosis in L1210 cells, highlighting their potentials as a new category of anticancer agents.
- Stachybotrys chartarum,
- Distachydrimanes A–F,
- Structure elucidation,
- Cytotoxic activity,
- Mechanism of action
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