α-Oligoglucosylation of a sugar moiety enhances the bioavailability of quercetin glucosides in humans

Kaeko Murota; Namiko Matsuda; Yasuaki Kashino; Yutaka Fujikura; Toshiyuki Nakamura; Yoji Kato; Ryosuke Shimizu; Syuji Okuyama; Hisashi Tanaka; Takatoshi Koda; Keiko Sekido; Junji Terao

doi:10.1016/j.abb.2010.06.036

α-Oligoglucosylation of a sugar moiety enhances the bioavailability of quercetin glucosides in humans

Kaeko Murota, Namiko Matsuda, Yasuaki Kashino, Yutaka Fujikura, Toshiyuki Nakamura, Yoji Kato, Ryosuke Shimizu, Syuji Okuyama, Hisashi Tanaka, Takatoshi Koda, Keiko Sekido, Junji Terao

Research output: Contribution to journal › Article

56 Citations (Scopus)

Abstract

Dietary intake of quercetin is suggested to be potentially beneficial for the prevention of various diseases. We examined the effect of α-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 α-oligoglucosylation of quercetin 3-O-β-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-β-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-β-diglucoside. These data indicated that enzymatic α-oligoglucosylation to the sugar moiety is effective for enhancing the bioavailability of quercetin glucosides in humans.

Original language	English
Pages (from-to)	91-97
Number of pages	7
Journal	Archives of Biochemistry and Biophysics
Volume	501
Issue number	1
DOIs	https://doi.org/10.1016/j.abb.2010.06.036
Publication status	Published - Sep 1 2010
Externally published	Yes

Keywords

Bioavailability
EMIQ
Human
Quercetin
α-Glucosylation

ASJC Scopus subject areas

Biophysics
Biochemistry
Molecular Biology

Access to Document

10.1016/j.abb.2010.06.036

Fingerprint Dive into the research topics of 'α-Oligoglucosylation of a sugar moiety enhances the bioavailability of quercetin glucosides in humans'. Together they form a unique fingerprint.

Cite this

Murota, K., Matsuda, N., Kashino, Y., Fujikura, Y., Nakamura, T., Kato, Y., Shimizu, R., Okuyama, S., Tanaka, H., Koda, T., Sekido, K., & Terao, J. (2010). α-Oligoglucosylation of a sugar moiety enhances the bioavailability of quercetin glucosides in humans. Archives of Biochemistry and Biophysics, 501(1), 91-97. https://doi.org/10.1016/j.abb.2010.06.036

α-Oligoglucosylation of a sugar moiety enhances the bioavailability of quercetin glucosides in humans. / Murota, Kaeko; Matsuda, Namiko; Kashino, Yasuaki; Fujikura, Yutaka; Nakamura, Toshiyuki; Kato, Yoji; Shimizu, Ryosuke; Okuyama, Syuji; Tanaka, Hisashi; Koda, Takatoshi; Sekido, Keiko; Terao, Junji.

In: Archives of Biochemistry and Biophysics, Vol. 501, No. 1, 01.09.2010, p. 91-97.

Research output: Contribution to journal › Article

Murota, Kaeko ; Matsuda, Namiko ; Kashino, Yasuaki ; Fujikura, Yutaka ; Nakamura, Toshiyuki ; Kato, Yoji ; Shimizu, Ryosuke ; Okuyama, Syuji ; Tanaka, Hisashi ; Koda, Takatoshi ; Sekido, Keiko ; Terao, Junji. / α-Oligoglucosylation of a sugar moiety enhances the bioavailability of quercetin glucosides in humans. In: Archives of Biochemistry and Biophysics. 2010 ; Vol. 501, No. 1. pp. 91-97.

@article{2ec9284027a544b5a2191802e6068e8b,

title = "α-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 α-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 α-oligoglucosylation of quercetin 3-O-β-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-β-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-β-diglucoside. These data indicated that enzymatic α-oligoglucosylation to the sugar moiety is effective for enhancing the bioavailability of quercetin glucosides in humans.",

keywords = "Bioavailability, EMIQ, Human, Quercetin, α-Glucosylation",

author = "Kaeko Murota and Namiko Matsuda and Yasuaki Kashino and Yutaka Fujikura and Toshiyuki Nakamura and Yoji Kato and Ryosuke Shimizu and Syuji Okuyama and Hisashi Tanaka and Takatoshi Koda and Keiko Sekido and Junji Terao",

year = "2010",

month = sep,

day = "1",

doi = "10.1016/j.abb.2010.06.036",

language = "English",

volume = "501",

pages = "91--97",

journal = "Archives of Biochemistry and Biophysics",

issn = "0003-9861",

publisher = "Academic Press Inc.",

number = "1",

}

TY - JOUR

T1 - α-Oligoglucosylation of a sugar moiety enhances the bioavailability of quercetin glucosides in humans

AU - Murota, Kaeko

AU - Matsuda, Namiko

AU - Kashino, Yasuaki

AU - Fujikura, Yutaka

AU - Nakamura, Toshiyuki

AU - Kato, Yoji

AU - Shimizu, Ryosuke

AU - Okuyama, Syuji

AU - Tanaka, Hisashi

AU - Koda, Takatoshi

AU - Sekido, Keiko

AU - Terao, Junji

PY - 2010/9/1

Y1 - 2010/9/1

N2 - Dietary intake of quercetin is suggested to be potentially beneficial for the prevention of various diseases. We examined the effect of α-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 α-oligoglucosylation of quercetin 3-O-β-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-β-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-β-diglucoside. These data indicated that enzymatic α-oligoglucosylation to the sugar moiety is effective for enhancing the bioavailability of quercetin glucosides in humans.

AB - Dietary intake of quercetin is suggested to be potentially beneficial for the prevention of various diseases. We examined the effect of α-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 α-oligoglucosylation of quercetin 3-O-β-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-β-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-β-diglucoside. These data indicated that enzymatic α-oligoglucosylation to the sugar moiety is effective for enhancing the bioavailability of quercetin glucosides in humans.

KW - Bioavailability

KW - EMIQ

KW - Human

KW - Quercetin

KW - α-Glucosylation

UR - http://www.scopus.com/inward/record.url?scp=77956106562&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=77956106562&partnerID=8YFLogxK

U2 - 10.1016/j.abb.2010.06.036

DO - 10.1016/j.abb.2010.06.036

M3 - Article

C2 - 20638359

AN - SCOPUS:77956106562

VL - 501

SP - 91

EP - 97

JO - Archives of Biochemistry and Biophysics

JF - Archives of Biochemistry and Biophysics

SN - 0003-9861

IS - 1

ER -