title: Antioxidative polyphenols from berries of Pimenta dioica.
abstract: The ethyl acetate-soluble part of allspice, berries of Pimenta dicica, showed strong antioxidant activity and radical-scavenging activity against 1,1diphenyl-2-picrylhydrazl (DPPH) radical. From the ethyl acetate-soluble part, two new compounds, 5-galloyloxy-3-4-dihydroxypentanoic acid and 5-(5-carboxmethyl-2-oxocyclopenty)3Z-penteny 6-O-galloy-beta-D-glucoside were isolated together with 11 known polyphenols by repeated column chromatography. Their structures were elucidated on the basis of MS and various NMR spectroscopic data. All isolated compounds were evaluated for antioxidative effects on oxidation of methyl linoleate under aeration and heating, anf on peroxidation of liposome induced by 2-2'-azobis-(2-amidinopropane)dihydrocloride (AAPH) as water-soluble initiator along with their radical-scavenging activity against DPPH. Quercetin and its glycoside showed remarkable activity for scavenging DPPH radical and inhibiting peroxidation of liposome. Two new compounds also exhibited strong DPPH radical-scavenging activity and inhibitory effect on the peroxidation od liposome as myricetin.
authors.affiliation: Division of Food and Health Sciences, Graduate School of Human Life Scienece, Osaka City University, 3-3-138 Sugimoto, Sumiyoshi, Osaka 558-8585, Japan.
authors.forename: Yoshiko
authors.initials: Y
authors.lastname: Miyajima
authors.forename: Hiroe
authors.initials: H
authors.lastname: Kikuzaki
authors.forename: Masashi
authors.initials: M
authors.lastname: Hisamoto
authors.forename: Nobuji
authors.initials: N
authors.lastname: Nikatani
mesh_terms: D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001713:Biphenyl Compounds; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D016166:Free Radical Scavengers / Q000737:chemistry / Q000302:isolation & purification*; D005638:Fruit / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010636:Phenols / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D010851:Picrates / Q000737:chemistry; D027841:Pimenta / Q000737:chemistry*; D010936:Plant Extracts / Q000737:chemistry*; D059808:Polyphenols
chemical_list: D000975:Antioxidants; D001713:Biphenyl Compounds; D005419:Flavonoids; D016166:Free Radical Scavengers; D010636:Phenols; D010851:Picrates; D010936:Plant Extracts; D059808:Polyphenols; C004931:1,1-diphenyl-2-picrylhydrazyl