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Combined mass spectrometric and chromatographic methods for in‐depth analysis of phenolic secondary metabolites in barley leaves
Author(s) -
Piasecka Anna,
Sawikowska Aneta,
Krajewski Paweł,
Kachlicki Piotr
Publication year - 2015
Publication title -
journal of mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 1076-5174
DOI - 10.1002/jms.3557
Subject(s) - chemistry , glycoside , isorhamnetin , aglycone , flavones , chromatography , flavonols , glycosyl , high performance liquid chromatography , hordeum vulgare , quercetin , polyphenol , glucoside , kaempferol , organic chemistry , botany , poaceae , biology , antioxidant , medicine , alternative medicine , pathology
Structural analysis via HPLC‐ESI‐MSn, UPLC‐HESI‐MS/MS and NMR reported 152 phenolic secondary metabolites in spring barley seedlings ( Hordeum vulgare L.). Flavonoids with various patterns of glycosylation and acylation, as well as hydroxycinnamic acid glycosides, esters and amides, were identified in methanolic extracts from leaves of nine varieties of barley originating from different regions of the world. Hordatines derivatives, flavones acylated directly on the aglycone, and hydroxyferulic acid derivatives deserve special attention. Preparative chromatography enabled characterization of a number of compounds at trace levels with the 6‐ C ‐[6″‐O‐glycosyl]‐glycosides and the 6‐ C ‐[2″,6″‐di‐O‐glycosides]‐glucoside structure of flavones. Derivatives of flavonols, quercetin and isorhamnetin were observed only in Syrian varieties. The ultra performance liquid chromatography profiles of UV‐absorbing secondary metabolites were used for chemotaxonomic comparison between nine varieties of barley from different climatic conditions. The hierarchical clustering of bred lines from the Fertile Crescent and European and American varieties indicates a great diversity of chemical phenotypes within barley species. Copyright © 2015 John Wiley & Sons, Ltd.