Phenolic glycosides from berries of Pimenta dioica.
Four new phenolic glycosides, (2-hydroxy-3-methoxy-5-allyl)phenyl beta- d-(6-O-E-sinapoyl)glucopyranoside (1), (1' R,5' R)-5-(5-carboxymethyl-2-oxocyclopentyl)-3 Z-pentenyl beta-D-(6-O-galloyl)glucopyranoside (2), (S)-alpha-terpinyl [alpha-L-(2-O-galloyl)arabinofuranosyl]-(1-->6)-beta-D-glucopyranoside (3), and (R)-alpha-terpinyl [alpha-L-(2-O-galloyl)arabinofuranosyl]-(1-->6)-beta-D-glucopyranoside (4), were isolated from the berries of Pimenta dioica together with eight known flavonoids. The structures of 1-4 were elucidated on the basis of MS and NMR data and enzymatic hydrolysis. All four glycosides showed radical-scavenging activity against 1,1-diphenyl-2-picrylhydrazyl (DPPH) radicals.
Kikuzaki
Hiroe
H
Division of Food and Health Sciences, Graduate School of Human Life Science, Osaka City University, Sumiyoshi, Osaka, Japan. kikuzaki@life.osaka-cu.ac.jp
Miyajima
Yoshiko
Y
Nakatani
Nobuji
N
D001713:Biphenyl Compounds; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D016166:Free Radical Scavengers; D005638:Fruit / Q000737:chemistry; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007563:Jamaica; D015394:Molecular Structure; D010636:Phenols / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D010851:Picrates / Q000494:pharmacology; D027841:Pimenta / Q000737:chemistry*; D010946:Plants, Medicinal / Q000737:chemistry*
D001713:Biphenyl Compounds; D005419:Flavonoids; D016166:Free Radical Scavengers; D006027:Glycosides; D010636:Phenols; D010851:Picrates; C004931:1,1-diphenyl-2-picrylhydrazyl