title: Absorption and metabolism of delphinidin 3-O-beta-D-glucopyranoside in rats.
abstract: The absorption and metabolism of delphinidin 3-O-beta-d-glucopyranoside (Dp3G), which is the most potent antioxidant among the blueberry anthocyanins, were studied in rats. Dp3G rapidly appeared in the blood plasma within 15 min of oral administration (100 mg/kg body wt). The plasma level of absorbed Dp3G showed two peaks at 15 and 60 min after ingestion and then decreased time-dependently. However, the plasma level was maintained at approximately 30 nmol/l even after 4 h. Besides the Dp3G peak, a single major metabolite peak was detected by HPLC in the blood plasma obtained at 15 min. MS and NMR spectroscopy clarified that the chemical structure of the metabolite was 4'-O-methyl delphinidin 3-O-beta-d-glucopyranoside (methylation of the 4'-OH on the delphinidin B-ring). The present finding of this unique metabolite in anthocyanin metabolism strongly suggests that methylation of the 4'-OH on the flavonoid B-ring is a common metabolic pathway for flavonoids that carry the pyrogallol structure on the B-ring, as the same type of metabolite has been reported for other flavonoids such as epigallocatechin, but not for flavonoids carrying the catechol structure.
authors.affiliation: Faculty of Applied Life Sciences, Niigata University of Pharmacy and Applied Life Sciences, Niigata, Japan.
authors.forename: Takashi
authors.initials: T
authors.lastname: Ichiyanagi
authors.forename: M Mamunur
authors.initials: MM
authors.lastname: Rahman
authors.forename: Yoshiki
authors.initials: Y
authors.lastname: Kashiwada
authors.forename: Yasumasa
authors.initials: Y
authors.lastname: Ikeshiro
authors.forename: Yasuo
authors.initials: Y
authors.lastname: Shida
authors.forename: Yoshihiko
authors.initials: Y
authors.lastname: Hatano
authors.forename: Hitoshi
authors.initials: H
authors.lastname: Matsumoto
authors.forename: Masao
authors.initials: M
authors.lastname: Hirayama
authors.forename: Takanori
authors.initials: T
authors.lastname: Tsuda
authors.forename: Tetsuya
authors.initials: T
authors.lastname: Konishi
mesh_terms: D000284:Administration, Oral; D000818:Animals; D000872:Anthocyanins / Q000008:administration & dosage / Q000737:chemistry / Q000493:pharmacokinetics* / Q000494:pharmacology; D002851:Chromatography, High Pressure Liquid; D005960:Glucosides / Q000737:chemistry / Q000493:pharmacokinetics* / Q000494:pharmacology; D008110:Liver Extracts / Q000032:analysis; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D013058:Mass Spectrometry; D015394:Molecular Structure; D051381:Rats; D017208:Rats, Wistar; D013056:Spectrophotometry, Ultraviolet
chemical_list: D000872:Anthocyanins; D005960:Glucosides; D008110:Liver Extracts; C494120:delphinidin 3-O-glucopyranoside; C017185:delphinidin