Two Terpenoid Derivatives with Different 3/5/6/6/5-Fused Pentacyclic Skeletons from Hedyosmum orientale  

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作  者:Yao-Yue Fan Cheng-Yu Zheng Bin Zhou Flavia M.Zimbres Maria B.Cassera Jian-Min Yue 

机构地区:[1]State Key Laboratory of Drug Research,Shanghai Institute of Materia Medica,Chinese Academy of Sciences,555 Zuchongzhi Road,Shanghai,201203 China [2]Shandong Laboratory of Yantai Drug Discovery,Bohai Rim Advanced Research Institute for Drug Discovery,Yantai,Shandong,264117 China [3]Research Units of Discovery of New Drug Lead Molecules,Chinese Academy of Medical Sciences,Shanghai,201203 China [4]Department of Biochemistry and Molecular Biology,Center for Tropical and Emerging Global Diseases(CTEGD),University of Georgia,Athens,Georgia,30602 United States

出  处:《Chinese Journal of Chemistry》2023年第4期392-398,共7页中国化学(英文版)

基  金:The financial support from the National Natural Science Foundation of China(Nos.82122062,81861138045,22177121);the CAMS Innovation Fund for Medical Sciences(2019-12M-5-080);the Biological Resources Program(CAS,KFJ-BRP-008);Science and Technology Commission of Shanghai Municipality(20ZR1467800);Youth Innovation Promotion Association CAS,is gratefully acknowledged.

摘  要:Chemical investigation of Hedyosmum orientale led to the identification of two terpenoid derivatives,dyosmunoids A and B(1 and 2)featuring two different 3/5/6/6/5-fused pentacyclic ring systems,respectively.Compound 1 is the second natural product of this C_(25) terpenoid compound class,and compound 2 is a rare dinor-C25 terpenoid with a peroxide bridge.Their structural elucidation was achieved by the comprehensive analysis of spectroscopic data,single-crystal X-ray diffraction,and ECD calculation.Putative biosynthetic pathways for compounds 1 and 2 are proposed.Compound 2 exhibited strong antimalarial activity with an IC_(50) value of 0.42μmol·L^(-1).

关 键 词:Natural products C_(25)Terpenoids Structure elucidation Biosynthetic pathway hypothesis Antimalarial activity 

分 类 号:O62[理学—有机化学]

 

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