title: Characterization of phenolic compounds in Brazilian pepper (Schinus terebinthifolius Raddi) exocarp.
abstract: The objective of this study was to characterize the phenolic composition of Brazilian pepper (Schinus terebinthifolius Raddi) exocarp extract. Using UHPLC-DAD-MS/MS analysis, four anthocyanins, three biflavonoids, gallic acid, and two types of hydrolyzable tannins (galloyl glucoses, galloyl shikimic acids) were tentatively identified. The structure of the so far unknown 7-O-methylpelargonidin 3-O-β-D-galactopyranoside was elucidated by 2D NMR. Within the group of gallotannins, galloyl shikimic acids with uncommon degrees of galloylation (tetra- to hexagalloyl shikimic acids) were detected. Among the biflavonoids, I3',II8-biapigenin (amentoflavone), I6,II8-biapigenin (agathisflavone), and II-2,3-dihydro-I3',II8-biapigenin were identified, which have already been described for Anacardiaceae. From the results of the present study together with previous findings on the phenolic profile of other Anacardiaceae plants, it is concluded that 7-methoxylated flavonoids are a chemotaxonomic trait frequently found in this family.
authors.affiliation: Department of Nutritional and Food Sciences - Chair of Food Technology and Food Biotechnology, University of Bonn , Römerstrasse 164, D-53117 Bonn, Germany.
authors.forename: Michelle M
authors.initials: MM
authors.lastname: Feuereisen
authors.forename: Julia
authors.initials: J
authors.lastname: Hoppe
authors.forename: Benno F
authors.initials: BF
authors.lastname: Zimmermann
authors.forename: Fabian
authors.initials: F
authors.lastname: Weber
authors.forename: Nadine
authors.initials: N
authors.lastname: Schulze-Kaysers
authors.forename: Andreas
authors.initials: A
authors.lastname: Schieber
mesh_terms: D027926:Anacardiaceae / Q000737:chemistry* / Q000378:metabolism; D005419:Flavonoids / Q000032:analysis* / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism; D057141:Food, Preserved / Q000032:analysis; D005638:Fruit / Q000737:chemistry* / Q000378:metabolism; D008745:Methylation; D015394:Molecular Structure; D010636:Phenols / Q000032:analysis* / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism; D010860:Pigments, Biological / Q000032:analysis* / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism; D013499:Surface Properties
chemical_list: D005419:Flavonoids; D010636:Phenols; D010860:Pigments, Biological
keywords: Anacardiaceae; NMR; Schinus terebinthifolius; UHPLC; biflavones; chemotaxonomy; galloyl glucose; galloyl shikimic acid; methylated anthocyanidins; tandem mass spectrometry