Marine alkaloids as the chemical marker for the prey–predator relationship of the sponge Xestospongia sp.and the nudibranch Jorunna funebris  

作　　者：Qihao Wu Song-Wei Li Nicole J.de Voogd Hong Wang Li-Gong Yao Yue-Wei Guo Xu-Wen Li 

机构地区：[1]State Key Laboratory of Drug Research,Shanghai Institute of Materia Medica,Chinese Academy of Sciences,Shanghai,201203,China [2]Open Studio for Druggability Research of Marine Natural Products,Pilot National Laboratory for Marine Science and Technology(Qingdao),Qingdao,266237,China [3]College of Pharmaceutical Science and Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals,Zhejiang University of Technology,Hangzhou,310014,China [4]Nanjing University of Chinese Medicine,Nanjing,210023,China [5]National Museum of Natural History,PO Box 9517,2300 RA,Leiden,Netherlands [6]Institute of Environmental Sciences,Leiden University,PO Box 9518,2300 RA,Leiden,Netherlands

出　　处：《Marine Life Science & Technology》2021年第3期375-381,共7页海洋生命科学与技术（英文）

基　　金：This research work was financially supported by the National Natural Science Foundation of China(NSFC)(Nos.8202290170,81991521,42076099,41676073);the NSFC/CNRS joint project(No.81811530284),and the SKLDR/SIMM Project(No.SIMM1903ZZ-04);X-W Li is also thankful for the Shanghai Rising-Star Program(No.20QA1411100),SA-SIBS Scholarship Program.

摘　　要：The dietary relationship study between marine sponge Xestospongia sp.and its nudibranch predators Jorunna funebris based on the discovery of isoquinolinequinones has long been studied.In this study,chemical investigation of the sponge Xestospongia sp.and nudibranch J.funebris from the South China Sea yielded a new marine alkaloid neopetroside C(1),together with nine known alkaloids(2-10).The chemical structures of all the compounds were elucidated by extensive spectroscopic analysis.Neopetroside C(1)featured a riboside of nicotinic acid with a rareα-N glycosildic linkage and an acyl residue of(Z)-2-methylbut-2-enoic acid attached to C-5′.The plausible chemical ecology relationship between sponge Xestospongia sp.and its nudibranch predator J.funebris was proposed based on the biogenetic relationship of the common marine alkaloids.The observation of two structural fragments,(Z)-2-methylbut-2-enoyloxy and trigonelline groups in both sponge and nudibranch,indicated that nudibranch might uptake chemicals from sponge and then modify and transform them into chemical weapons to defend against predators.

关 键 词：Marine alkaloids Jorunna funebris Xestospongia sp.Chemical marker 

分 类 号：Q178.53[生物学—水生生物学] P714.5[生物学—普通生物学]