کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1253681 | 1496353 | 2008 | 9 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: Monoepoxy octadecadienoates and monoepoxy octadecatrienoates: 1: NMR spectral characterization Monoepoxy octadecadienoates and monoepoxy octadecatrienoates: 1: NMR spectral characterization](/preview/png/1253681.png)
Methyl esters of γ-linolenic acid, α-linolenic acid and stearidonic acid were epoxidised using m-chloroperbenzoic acid to achieve nine cis-monoepoxy-C18 fatty acid methyl esters (FAMEs), including novel methyl cis-monoepoxy derivatives of stearidonic acid and a cis-6,7-epoxy derivative of γ-linolenic acid. These nine monoepoxy FAMEs were purified by normal-phase HPLC, identified by LC–MS, 1H and 13C NMR, and characterized by mass spectrometry and NMR spectroscopy. This study is focused on structural characterization of these C18 monoepoxy FAMEs using techniques in NMR spectroscopy including 1H, 13C, 1H–1H correlated spectroscopy (COSY) and 1H–13C heteronuclear correlation (HETCOR). The proton and carbon NMR chemical shifts of the epoxide, the double bonds, and the interrupted methylenes are assigned. Also discussed is an interpretation of the 1H and 13C NMR spectra of these monoepoxides including the changes in the 13C resonance of the olefinic carbons on the neighboring double bonds resulting from epoxide formation.
Journal: Chemistry and Physics of Lipids - Volume 152, Issue 2, April 2008, Pages 122–130