Synthesis and discovery of phytofurans: metabolites of α-linolenic acid peroxidation

被引：44
作者：
Cuyamendous, C. [1 ]
Leung, K. S. [2 ]
Durand, T. [1 ]
Lee, J. C. -Y. [2 ]
Oger, C. [1 ]
Galano, J. -M. [1 ]
机构：
[1] Univ Montpellier, ENSCM Fac Pharm, CNRS, IBMM,UMR 5247, F-34093 Montpellier 05, France
[2] Univ Hong Kong, Sch Biol Sci, Hong Kong, Hong Kong, Peoples R China
来源：
CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 86期
关键词：
OXYGENATED METABOLITES; DOCOSAHEXAENOIC ACID; ADRENIC ACID; ISOFURANS; PHYTOPROSTANES; NEUROPROSTANES; ISOPROSTANES; QUANTITATION; NEUROFURAN; MOLECULES;
D O I：
10.1039/c5cc05736a
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Phytofurans are novel metabolites produced by non-enzymatic peroxidation of alpha-linolenic acid. An unprecedented Payne rearrangement-cyclization of a C2-symmetric bis-epoxide permitted construction of the core 3-hydroxy-2,5-disubstituted tetrahydrofuran. LC-MS/MS investigation provided evidence for the presence of phytofurans in nuts and seeds for the first time.
引用
收藏
页码：15696 / 15699
页数：4
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