Three Pairs of New Spirocyclic Alkaloid Enantiomers From the Marine-Derived Fungus Eurotium sp. SCSIO F452
Zhang, Weimin4; Zhong, Weimao1; Fu, Tingdan3; Wei, Xiaoyi2; Chen, Yuchan4; Wang, Junfeng; Zeng, Qi1; Wang, Fazuo; Long, Lijuan; Zhang, Si
刊名FRONTIERS IN CHEMISTRY
2019
卷号7页码:350
关键词Eurotium sp. SCSIO F452 spirocyclic alkaloid enantiomers antioxidative and cytotoxic activities Diels-Alder cycloaddition molecular docking
ISSN号2296-2646
DOI10.3389/fchem.2019.00350
英文摘要Three pairs of new spirocyclic alkaloid enantiomers eurotinoids A-C (1-3), as well as a known biogenetically related racemate dihydrocryptoechinulin D (4) were isolated from a marine-derived fungus Eurotium sp. SCSIO F452. Their structures were determined by spectroscopic analyses and electronic circular dichroism(ECD) calculations. Compounds 1 and 2 represent the first two "meta" products from a non-stereoselective [4 + 2] Diels-Alder cycloaddition presumably between an enone group of a diketopiperazine alkaloid and a diene group of a benzaldehyde derivative via a new head-to-tail coupling mode biosynthetically, while 3 and 4 were "ortho" products. Their enantiomers exhibited different antioxidative and cytotoxic activities. The modes of action were investigated by a preliminary molecular docking study.
内容类型期刊论文
源URL[http://ir.scsio.ac.cn/handle/344004/17843]  
专题南海海洋研究所_中科院海洋生物资源可持续利用重点实验室
作者单位1.Chinese Acad Sci, CAS Key Lab Trop Marine Bioresources & Ecol, Guangdong Key Lab Marine Mat Med, RNAM Ctr Marine Microbiol,South China Sea Inst Oc, Guangzhou, Guangdong, Peoples R China
2.Univ Chinese Acad Sci, Coll Earth & Planetary Sci, Beijing, Peoples R China
3.Chinese Acad Sci, Key Lab Plant Resources Conservat & Sustainable U, South China Bot Garden, Guangzhou, Guangdong, Peoples R China
4.Guangzhou Univ Chinese Med, Inst Trop Med, Guangzhou, Guangdong, Peoples R China
5.Guangdong Inst Microbiol, State Key Lab Appl Microbiol Southern China, Guangdong Prov Key Lab Microbial Culture Collect, Guangdong Open Lab Appl Microbiol, Guangzhou, Guangdong, Peoples R China
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Zhang, Weimin,Zhong, Weimao,Fu, Tingdan,et al. Three Pairs of New Spirocyclic Alkaloid Enantiomers From the Marine-Derived Fungus Eurotium sp. SCSIO F452[J]. FRONTIERS IN CHEMISTRY,2019,7:350.
APA Zhang, Weimin.,Zhong, Weimao.,Fu, Tingdan.,Wei, Xiaoyi.,Chen, Yuchan.,...&Huang, Xinan.(2019).Three Pairs of New Spirocyclic Alkaloid Enantiomers From the Marine-Derived Fungus Eurotium sp. SCSIO F452.FRONTIERS IN CHEMISTRY,7,350.
MLA Zhang, Weimin,et al."Three Pairs of New Spirocyclic Alkaloid Enantiomers From the Marine-Derived Fungus Eurotium sp. SCSIO F452".FRONTIERS IN CHEMISTRY 7(2019):350.
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