Talaroclauxins A and B:Duclauxin-ergosterol and duclauxin-polyketide hybrid metabolites with complicated skeletons from Talaromyces stipitatus  

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作  者:Qin Li Mi Zhang Xiaotian Zhang Lanqin Li Meijia Zheng Jinbing Kang Fei Liu Qun Zhou Xiaonian Li Weiguang Sun Junjun Liu Chunmei Chen Hucheng Zhu 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 [2]Department of In Vitro Diagnostic Reagent,National Institutes for Food and Drug Control,Beijing 100050,China [3]State Key Laboratory of Phytochemistry and Plant Resources in West China,Kunming Institute of Botany,Chinese Academy of Sciences,Kunming 650201,China

出  处:《Chinese Chemical Letters》2024年第1期300-304,共5页中国化学快报(英文版)

基  金:the Program for Changjiang Scholars of Ministry of Education of the People's Republic of China(No.T2016088);the National Natural Science Foundation for Distinguished Young Scholars(No.81725021);the National Natural Science Foundation for Excellent Young Scholars(No.81922065);Innovative Research Groups of the National Natural Science Foundation of China(No.81721005);the National Natural Science Foundation of China(No.82173706);the Science and Technology Major Project of Hubei Province(No.2021ACA012);the Research and Development Program of Hubei Province(No.2020BCA058);the Academic Frontier Youth Team of HUST(No.2017QYTD19);the Integrated Innovative Team for Major Human Diseases Program of Tongji Medical College(HUST).

摘  要:Talaroclauxins A and B(1 and 2),two novel duclauxin hybrids,were obtained from Talaromyces stipitatus,along with three new(3-5)and one known analogue(6).Their structures were determined by NMR spectroscopy,HRESIMS,single-crystal X-ray diffraction,and quantum chemical calculations.Compound 1 is the first example of duclauxin-ergosterol hybrid featuring an unprecedented dodecacyclic ring system formed via a[4+2]cycloaddition,while compound 2,bearing an unusual 6/6/6/5/6/6/6/6 ring system,is a new member of the rare duclauxin-polyketide hybrid class of natural products.Plausible biosynthetic pathways for 1-6 are proposed.Compound 5 displayed moderate neuroprotective effects in glutamate sodium-induced SH-SY5Y cells.

关 键 词:Talaromyces stipitatus(Trichocomaceae) Duclauxin hybrids Single-crystal X-ray diffraction Biosynthetic pathways Neuroprotective effects 

分 类 号:TQ460.1[化学工程—制药化工]

 

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