Penijanacoranes A-F,Acorane-Type Sesquiterpenes from a Deep Sea-Derived Fungus Penicillium janthinellum SH0301  

作  者:Lu-Jia Yang Ling Lv Zhuang Han Yu-Cheng Gu Xin Li Chang-Lun Shao Zhi-Qing Liu Chang-Yun Wang 

机构地区:[1]MOE Key Laboratory of Marine Drugs and Key Laboratory of Evolution and Marine Biodiversity,School of Medicine and Pharmacy,Institute of Evolution&Marine Biodiversity,Ocean University of China,Qingdao,Shandong,266003 China [2]Laboratory for Marine Drugs and Bioproducts,Qingdao Marine Science and Technology Center,Qingdao,Shandong,266237 China [3]Institute of Deep-sea Science and Engineering,Chinese Academy of Sciences,Sanya,Hainan,572000 China [4]Syngenta Jealott's Hill International Research Centre,Bracknell,Berkshire,RG426EY United Kingdom

出  处:《Chinese Journal of Chemistry》2025年第3期268-274,共7页中国化学(英文版)

基  金:supported by grants from the Major Project of Qingdao Marine Science and Technology Center(No.2022QNLM030003-1);the Fundamental Research Funds for the Central Universities of China(No.202462006);the Key Program of National Natural Science Foundation of China(No.41830535);the Syngenta PhD Scholarship to L.-J.Y.

摘  要:Six new acorane-type sesquiterpenes,named penijanacoranes A—F(1—6),as well as one known eudesmane sesquiterpenoid 1α,6β,11-eudesm-triol(7)have been isolated from a deep-sea-derived fungus Penicillium janthinellum SH0301.Their structures and absolute configurations were established by the comprehensive spectroscopic analysis,TDDFT-ECD calculations,and X-ray diffraction.Penijanacorane A(1)was identified as a rare acorane-type sesquiterpene lactone featuring a novel 6/5/6 tricyclic system,while penijanacoranes E and F(5 and 6)represented undescribed examples of nor-acorane sesquiterpenes at C-1.Penijanacorane C(3)exhibited significant inhibitory activity against LPS-induced NO production in Raw264.7 macrophages with an IC_(50)value of 6.23μM,which was more potent than that of positive control dexamethasone(IC_(50)=11.49μM).This study expanded the chemical diversity of acorane-type sesquiterpenoids and revealed that compound 3 was a potential molecule for anti-inflammatory agents.

关 键 词:Natural products Acorane-type sesquiterpene Structure elucidation Deep-sea-derived fungus Penicillium janthinellum Biological activity Anti-inflammatory activity 

分 类 号:O62[理学—有机化学]

 

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