4.7 Article

Characterization of Phenolic Compounds in Brazilian Pepper (Schinus terebinthifolius Raddi) Exocarp

Journal

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
Volume 62, Issue 26, Pages 6219-6226

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jf500977d

Keywords

Anacardiaceae; biflavones; chemotaxonomy; galloyl glucose; galloyl shikimic acid; methylated anthocyanidins; NMR; Schinus terebinthifolius; tandem mass spectrometry; UHPLC

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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-beta-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), 16,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.

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