Identification of Three Novel Polyphenolic Compounds, Origanine A鈥揅, with Unique Skeleton from Origanum vulgare L. Using the Hyphenated LC-DAD-SPE-NMR/MS Methods

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• 作者：Hongbing Liu ; Anmin Zheng ; Huili Liu ; Haiyan Yu ; Xiangyu Wu ; Chaoni Xiao ; Hui Dai ; Fuhua Hao ; Limin Zhang ; Yulan Wang ; Huiru Tang
• 刊名：Journal of Agricultural and Food Chemistry
• 出版年：2012
• 出版时间：January 11, 2012
• 年：2012
• 卷：60
• 期：1
• 页码：129-135
• 全文大小：266K
• 年卷期：v.60,no.1(January 11, 2012)
• ISSN：1520-5118

文摘

Identification of new compounds especially those with new skeletons from plant kingdom has long been a vital aspect for understanding phytochemistry, plant metabolisms and discovering new bioactive compounds. In this study, we identified and isolated three novel polyphenolic compounds, origanine A鈥揅, from a well-researched plant Origanum vulgare L. using the hyphenated LC-DAD-SPE-NMR/MS methods. Based on the combined information from UV鈥搗isible, accurate mass and 2D NMR spectra together with computational calculations, we found that these compounds all had a novel skeleton of cyclohexenetetracarboxylic acids attached with some well-known bioactive moieties including 3,4-dihydroxyphenyl, 4-(尾-d-glucopyranosyloxy)benzyl alcohol (gastrodin), and 3-(3,4-dihydroxyphenyl)lactic acid (danshensu) residues. These findings provided crucial information to fill the gaps in our knowledge in terms of the plant secondary metabolism. This study also indicated the necessity for further research in plant secondary metabolism for even well-studied plants and demonstrated the powerfulness of the hyphenated LC-DAD-SPE-NMR/MS methods for comprehensive analysis of plant metabolites in particular for discovering new natural compounds.

Keywords:

Origanum vulgare L.; polyphenolic compounds; cyclohexenetetracarboxylic acids; LC-DAD-SPE-NMR/MS; origanine A鈭扖; computational calculations