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

文献类型：期刊论文

作者Li, Song-Wei1; Yu, Dan-Dan4; Su, Ming-Zhi4; Yao, Li-Gong2; Wang, Hong1; Liu, Xueting3; Guo, Yue-Wei1,2,4
刊名MARINE LIFE SCIENCE & TECHNOLOGY
出版日期2023-07-06
页码14
ISSN号2096-6490
关键词Placobranchus ocellatus gamma-pyrone polypropionate Photosynthetic mollusk Antibacterial activity Stereochemistry
DOI10.1007/s42995-023-00179-w
通讯作者Wang, Hong(hongw@zjut.edu.cn) ; Liu, Xueting(liuxueting@ecust.edu.cn) ; Guo, Yue-Wei(ywguo@simm.ac.cn)
英文摘要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 new.-pyrone polypropionates, namely (+/-)-ocellatuspyrone A (1), (+/-)-ocellatuspyrone B (2), and ocellatuspyrones C-G (5, 9-12), along with five known polypropionates, have been isolated and characterized from the South China Sea photosynthetic mollusk Placobranchus ocellatus. Extensive spectroscopic analysis, single crystal X-ray diffraction analysis, modified Mosher's method, ECD comparison, CD exciton chirality method, TDDFT- ECD calculation, and chemical conversion were used to determine the structures and absolute configurations of the new compounds and the stereochemistry of undefined known compounds 4, 6 and 7. All these isolated polypropionates were evaluated in bioassays for their biological activities, including antibacterial, neuroprotective effect, anti-inflammatory, PTP1B inhibitory, and antiviral activities. Compounds 7, 8 and 11 were found for the first time to show antibacterial activity against fish pathogenic bacteria Streptococcus parauberis (the main pathogen causing fish streptococcal infections and acute death) with MIC values of 35.8, 34.2, and 37.4 mu g/mL, respectively, which might be potential novel antibacterial agents for the treatment of fish infectious diseases.
WOS关键词SACOGLOSSAN MOLLUSK ; MARINE MOLLUSKS ; BIOSYNTHESIS ; METABOLITES ; PATHWAYS ; PYRONES ; ORIGIN
资助项目National Key Research and Development Program of China[2022YFC2804100] ; Natural Science Foundation of China[81991521]
WOS研究方向Marine & Freshwater Biology
语种英语
出版者SPRINGERNATURE
WOS记录号WOS:001024847300001
源URL[http://119.78.100.183/handle/2S10ELR8/306776]  
专题新药研究国家重点实验室
通讯作者Wang, Hong; Liu, Xueting; Guo, Yue-Wei
作者单位1.Zhejiang Univ Technol, Coll Pharmaceut Sci, Collaborat Innovat Ctr Yangtze River Delta Reg Gre, Hangzhou 310014, Peoples R China
2.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
3.East China Univ Sci & Technol, State Key Lab Bioreactor Engn, Shanghai 200237, Peoples R China
4.Bohai Rim Adv Res Inst Drug Discovery, Shandong Lab Yantai Drug Discovery, Yantai 264117, Peoples R China
推荐引用方式
GB/T 7714		 Li, Song-Wei,Yu, Dan-Dan,Su, Ming-Zhi,et al. Ocellatuspyrones A-G, new antibacterial polypropionates from the Chinese mollusk Placobranchus ocellatus[J]. MARINE LIFE SCIENCE & TECHNOLOGY,2023:14.
APA Li, Song-Wei.,Yu, Dan-Dan.,Su, Ming-Zhi.,Yao, Li-Gong.,Wang, Hong.,...&Guo, Yue-Wei.(2023).Ocellatuspyrones A-G, new antibacterial polypropionates from the Chinese mollusk Placobranchus ocellatus.MARINE LIFE SCIENCE & TECHNOLOGY,14.
MLA Li, Song-Wei,et al."Ocellatuspyrones A-G, new antibacterial polypropionates from the Chinese mollusk Placobranchus ocellatus".MARINE LIFE SCIENCE & TECHNOLOGY (2023):14.

入库方式： OAI收割

来源：上海药物研究所

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