Spiroplakortone, an unprecedented spiroketal lactone from the Chinese sponge Plakortis simplex

被引:10
作者
Chianese, Giuseppina [1 ]
Gu, Bin-Bin [2 ]
Yang, Fan [2 ]
Jiao, Wei-Hua [2 ]
Guo, Yue-Wei [3 ]
Lin, Hou-Wen [2 ]
Taglialatela-Scafati, Orazio [1 ]
机构
[1] Univ Naples Federico II, Dipartimento, Farm, I-80131 Naples, Italy
[2] Renji Hosp, Sch Med, State Key Lab Oncogenes & Related Genes, Key Lab Marine Drugs,Dept Pharm, Shanghai 200127, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
关键词
NATURAL-PRODUCTS; POLYKETIDES; STEREOCHEMISTRY; METABOLITES;
D O I
10.1039/c5ra09840h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new polyketide-based metabolite, spiroplakortone (1), characterized as an unprecedented gamma-spiroketalg-lactone, was obtained from the Chinese sponge Plakortis simplex. Structural characterization of spiroplakortone (1) was based on extensive spectroscopic analysis and its configuration was partly established by GIAO C-13-NMR, supported by DP4 probability analysis, and ECD calculations. A plausible pathway for the biosynthesis of spiroplakortone (1), envisaging the formation of a carbon-carbon linkage between polyketide and aminoacid (leucine)-derived moieties, has been proposed.
引用
收藏
页码:63372 / 63376
页数:5
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