title: alpha-Oligoglucosylation of a sugar moiety enhances the bioavailability of quercetin glucosides in humans.
abstract: Dietary intake of quercetin is suggested to be potentially beneficial for the prevention of various diseases. We examined the effect of alpha-oligoglucosylation of the sugar moiety of quercetin monoglucoside on its bioavailability in humans. Enzymatically modified isoquercitrin (EMIQ) was prepared by enzymatic deglycosylation and the subsequent of alpha-oligoglucosylation of quercetin 3-O-beta-rutinode (rutin). The plasma level of quercetin metabolites was instantly increased by oral intake of EMIQ and its absorption efficiency was significantly higher than that of isoquercitrin (quercetin 3-O-beta-glucoside; Q3G), and rutin. The profile of plasma quercetin metabolites after EMIQ consumption did not differ from that after Q3G consumption. The apparent log P of EMIQ indicated that EMIQ is more hydrophilic than Q3G but less than quercetin 3,4'-O-beta-diglucoside. These data indicated that enzymatic alpha-oligoglucosylation to the sugar moiety is effective for enhancing the bioavailability of quercetin glucosides in humans.
authors.affiliation: Department of Food Science, Graduate School of Nutrition and Bioscience, the University of Tokushima, 3-18-15 Kuramoto-cho, Tokushima, Tokushima 770-8503, Japan.
authors.forename: Kaeko
authors.initials: K
authors.lastname: Murota
authors.forename: Namiko
authors.initials: N
authors.lastname: Matsuda
authors.forename: Yasuaki
authors.initials: Y
authors.lastname: Kashino
authors.forename: Yutaka
authors.initials: Y
authors.lastname: Fujikura
authors.forename: Toshiyuki
authors.initials: T
authors.lastname: Nakamura
authors.forename: Yoji
authors.initials: Y
authors.lastname: Kato
authors.forename: Ryosuke
authors.initials: R
authors.lastname: Shimizu
authors.forename: Syuji
authors.initials: S
authors.lastname: Okuyama
authors.forename: Hisashi
authors.initials: H
authors.lastname: Tanaka
authors.forename: Takatoshi
authors.initials: T
authors.lastname: Koda
authors.forename: Keiko
authors.initials: K
authors.lastname: Sekido
authors.forename: Junji
authors.initials: J
authors.lastname: Terao
mesh_terms: D000328:Adult; D001682:Biological Availability; D018592:Cross-Over Studies; D005260:Female; D055951:Functional Food; D005960:Glucosides / Q000097:blood / Q000737:chemistry; D006027:Glycosides / Q000097:blood / Q000493:pharmacokinetics; D006801:Humans; D057927:Hydrophobic and Hydrophilic Interactions; D007408:Intestinal Absorption; D008297:Male; D008875:Middle Aged; D009844:Oligosaccharides / Q000097:blood / Q000737:chemistry; D011794:Quercetin / Q000008:administration & dosage / Q000031:analogs & derivatives* / Q000097:blood / Q000493:pharmacokinetics; D012431:Rutin / Q000008:administration & dosage / Q000097:blood / Q000493:pharmacokinetics; D055815:Young Adult
chemical_list: D005960:Glucosides; D006027:Glycosides; D009844:Oligosaccharides; C466505:quercetin 3,4'-di-O-glucopyranoside; C016527:isoquercitrin; D012431:Rutin; D011794:Quercetin