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

作　　者：Shuang Lin Jianzheng Huang Hanxiao Zeng Qingyi Tong Xueke Zhang Beiye Yang Ying Ye Jianping Wang Zhengxi Hu Yonghui Zhang 

机构地区：[1]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

出　　处：《Chinese Chemical Letters》2022年第10期4587-4594,共8页中国化学快报（英文版）

基　　金：financially supported by the National Natural Science Foundation for Distinguished Young Scholars(No.81725021);the Innovative Research Groups of the National Natural Science Foundation of China(No.81721005);the National Natural Science Foundation of China(No.81573316);the Fundamental Research Funds for the Central Universities(Nos.2020kfyXJJS083,2021yjsCXCY094 and 2172019kfyXJJS166);the Tongji-Rongcheng Center for Biomedicine,Huazhong University of Science and Technology(No.0231514141);the Research and Development Program of Hubei Province(No.2020BCA058);the Hubei Provincial Natural Science Foundation of China(No.2019CFB646)。

摘　　要：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.

关 键 词：Stachybotrys chartarum Distachydrimanes A-F Structure elucidation Cytotoxic activity Mechanism of action 

分 类 号：TQ460.1[化学工程—制药化工] TQ920.1[轻工技术与工程—发酵工程]