Ocellatuspyrones A‒G,new antibacterial polypropionates from the Chinese mollusk Placobranchus ocellatus  

作　　者：Song-Wei Li Dan-Dan Yu Ming-Zhi Su Li-Gong Yao Hong Wang Xueting Liu Yue-Wei Guo 

机构地区：[1]Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals,College of Pharmaceutical Science,Zhejiang University of Technology,Hangzhou 310014,China [2]State Key Laboratory of Drug Research,Shanghai Institute of Materia Medica,Chinese Academy of Sciences,Shanghai 201203,China [3]State Key Laboratory of Bioreactor Engineering,East China University of Science and Technology,Shanghai 200237,China [4]Shandong Laboratory of Yantai Drug Discovery,Bohai Rim Advanced Research Institute for Drug Discovery,Yantai 264117,China

出　　处：《Marine Life Science & Technology》2023年第3期373-386,共14页海洋生命科学与技术（英文）

基　　金：This research work was fnancially supported by the National Key Research and Development Program of China(N0.2022YFC2804100);the Natural Science Foundation of China(No.81991521).We thank Prof.H.-Y.Zhang from Shanghai Institute of Materia Medica,CAS,for the neuroprotective efect tests and Prof.J.Li from Shanghai Institute of Materia Medica,CAS,for the PTP1B inhibitory activity and antiviral activity assays.We thank Dr.Christiane Waldrich for the taxonomic identifcation of the mollusk material.

摘　　要：Marine invertebrates serve as rich sources of secondary metabolites with intriguing chemical diversities and a wide spectrum of biological activities.Particularly,marine shell-less sacoglossan mollusks have attracted much attentions due to the fact that mollusks apply complex metabolites as chemical defense agents against to their predators.With the purpose of discovering bioactive secondary metabolites to develop marine-derived medicines from the South China Sea,we have conducted a chemical study on the photosynthetic mollusk Placobranchus ocellatus.As a result,seven newγ-pyrone polypropionates,namely(±)-ocellatuspyrone A(1),(±)-ocellatuspyrone B(2),and ocellatuspyrones C−G(5,9−12),along with fve known polypropionates,have been isolated and characterized from the South China Sea photosynthetic mollusk Placobranchus ocellatus.Extensive spectroscopic analysis,single crystal X-ray difraction analysis,modifed Mosher’s method,ECD comparison,CD exciton chirality method,TDDFT-ECD calculation,and chemical conversion were used to determine the structures and absolute confgurations of the new compounds and the stereochemistry of undefned known compounds 4,6 and 7.All these isolated polypropionates were evaluated in bioassays for their biological activities,including antibacterial,neuroprotective efect,anti-infammatory,PTP1B inhibitory,and antiviral activities.Compounds 7,8 and 11 were found for the frst time to show antibacterial activity against fsh pathogenic bacteria Streptococcus parauberis(the main pathogen causing fsh streptococcal infections and acute death)with MIC values of 35.8,34.2,and 37.4μg/mL,respectively,which might be potential novel antibacterial agents for the treatment of fsh infectious diseases.

关 键 词：Placobranchus ocellatus γ-pyrone polypropionate Photosynthetic mollusk Antibacterial activity 

分 类 号：Q178.53[生物学—水生生物学]