Putative identification of new p‐coumaroyl glycoside flavonoids in grape by ultra‐high performance liquid chromatography/high‐resolution mass spectrometry

Abstract

Confidence in molecular formula identification (ID score) according to accurate mass measurement of the [M-H]ion and isotopic pattern (weighted average exact masses, relative abundances, m/z distances). Numbers correspond to peaks in Fig. 1.A. Panighel et al.wileyonlinelibrary.com/journal/rcm

Changes in grape polyphenols (V. vinifera L.) as a consequence of post‐harvest withering by high‐resolution mass spectrometry: Raboso Piave versus Corvina

“…[44] 'Targeted' data analysis was performed by using the algorithm Find by Molecular Formula and the compounds were identified by search in the homemade high-resolution MS database of putative grape and wine metabolites (GrapeMetabolomics) containing the molecular formulae and mass data from the literature and new compounds recently identified (currently, around 1100 entries). [44,45,47,50]…”

“…A high‐resolution mass spectrometry (HRMS) database of grape and wine metabolites was expressly constructed, and the method resulted particularly effective in the identification of stilbenes and polyphenols (e.g. flavonols, flavones and flavanones) . In grapes, stilbenes including glucoside derivatives ( cis and trans piceid, E and Z astringin), resveratrol dimers ( E and Z ε‐viniferin, pallidol, ω‐viniferin, caraphenol B) and oligomers (ampelopsin D, quadrangularin A, α‐viniferin, E and Z miyabenol C, isohopeaphenol, ampelopsin H, vaticanol C‐like) were identified …”

“…flavonols, flavones and flavanones). [44][45][46][47] In grapes, stilbenes including glucoside derivatives (cis and trans piceid, E and Z astringin), resveratrol dimers (E and Z ε-viniferin, pallidol, ω-viniferin, caraphenol B) and oligomers (ampelopsin D, quadrangularin A, α-viniferin, E and Z miyabenol C, isohopeaphenol, ampelopsin H, vaticanol C-like) were identified. [44,48] By using this method, the changes in the polyphenolic profile of Corvina and Raboso Piave grapes as a consequence of the withering were studied.…”

Role of the p-Coumaroyl Moiety in the Antioxidant and Cytoprotective Effects of Flavonoid Glycosides: Comparison of Astragalin and Tiliroside

“…Several new flavonoid glycosides bearing a p -coumaroyl ( p -coumaryl) moiety, including kaempferol-3- O -[2- O -(trans- p -coumaroyl)-3- O -α- l -rhamnopyranosyl]-β- d -glucopyranoside [ 1 ], 8,3′,4′-trihydroxyflavone-7- O -(6′′- O - p -coumaroyl)-β- d -glucopyranoside [ 2 ], hirtacoumaroflavonoside (7- O -( p -coumaroyl)-5,7,4′-trihydroxy-6-(3,3-dimethyl allyl)-flavonol-3- O -β- d -glucopyranosyl- (2′′→1′′′)- O - α - l -rhamnopyranoside) [ 3 ], dihydrokaempferide-3- O - p -coumaroylhexoside-like flavanone, isorhamnetin-3- O - p -coumaroylglucoside, chrysoeriol- p -coumaroylhexoside-like flavone [ 4 ], delphinidin-3-(4′′′- O -trans- p -coumaroyl)-rutinoside-5- O -glucoside and petunidin-3-(4′′′- O -trans- p -coumaroyl)-rutinoside-5- O -glucoside [ 5 ], have recently been isolated from a wide range of medicinal and dietary plant materials. The pharmacological evaluation of several similar flavonoid glycosides bearing a p -coumaroyl moiety revealed that these compounds exhibit various beneficial effects [ 6 , 7 ].…”

A Concise Review on Multi-Omics Data Integration for Terroir Analysis in Vitis vinifera

“…This technology can screen higher numbers of products than more traditional approaches (Pereira et al, 2006; Atanassov et al, 2009; Hong, 2011), while the use of non-targeted metabolomics approaches allows the identification of un characterized metabolites (Panighel et al, 2015). Terroir can be explored by analyzing berry metabolite composition through different analytical methods (For a review in grape and wine metabolomics see Cozzolino, 2016).…”