alpha-Oligoglucosylation of a sugar moiety enhances the bioavailability of quercetin glucosides in humans.
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.
Murota
Kaeko
K
Department of Food Science, Graduate School of Nutrition and Bioscience, the University of Tokushima, 3-18-15 Kuramoto-cho, Tokushima, Tokushima 770-8503, Japan.
Matsuda
Namiko
N
Kashino
Yasuaki
Y
Fujikura
Yutaka
Y
Nakamura
Toshiyuki
T
Kato
Yoji
Y
Shimizu
Ryosuke
R
Okuyama
Syuji
S
Tanaka
Hisashi
H
Koda
Takatoshi
T
Sekido
Keiko
K
Terao
Junji
J
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
D005960:Glucosides; D006027:Glycosides; D009844:Oligosaccharides; C466505:quercetin 3,4'-di-O-glucopyranoside; C016527:isoquercitrin; D012431:Rutin; D011794:Quercetin