Iminosugars from Baphia nitida Lodd.

Atsushi Kato; Noriko Kato; Saori Miyauchi; Yuka Minoshima; Isao Adachi; Kyoko Ikeda; Naoki Asano; Alison A. Watson; Robert J. Nash

doi:10.1016/j.phytochem.2007.11.018

Iminosugars from Baphia nitida Lodd.

Atsushi Kato^*, Noriko Kato, Saori Miyauchi, Yuka Minoshima, Isao Adachi, Kyoko Ikeda, Naoki Asano, Alison A. Watson, Robert J. Nash

^*Corresponding author for this work

Hospital Pharmacy

Research output: Contribution to journal › Article › peer-review

35 Scopus citations

Abstract

Chromatographic separation of the 50% aqueous EtOH extract of the leaves of the African medicinal tree Baphia nitida resulted in isolation of 10 iminosugars. The plant contained 2R,5R-dihydroxymethyl-3R,4R-dihydroxypyrrolidine (DMDP) as a major alkaloid. The structure of a new alkaloid was also elucidated by spectroscopic methods as the 1-O-β-d-fructofuranoside of DMDP, and this plant produced 3-O-β-d-glucopyranosyl-DMDP as well. DMDP is a potent inhibitor of β-glucosidase and β-galactosidase, whereas the other two derivatives lowered inhibition toward both of these enzymes and improved inhibitory activities toward rice α-glucosidase and rat intestinal maltase.

Original language	English
Pages (from-to)	1261-1265
Number of pages	5
Journal	Phytochemistry
Volume	69
Issue number	5
DOIs	https://doi.org/10.1016/j.phytochem.2007.11.018
State	Published - 2008/03

Keywords

1-O-β-d-Fructofuranosyl-2R,5R-dihydroxymethyl-3R,4R-dihydroxypyrro lidine
Baphia nitida
DMDP
Fabaceae
Glycosidase inhibitor
Iminosugar
Polyhydroxyalkaloids

ASJC Scopus subject areas

Biochemistry
Molecular Biology
Plant Science
Horticulture

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10.1016/j.phytochem.2007.11.018

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@article{9bd241bb67064b80b9e577b2acef813e,

title = "Iminosugars from Baphia nitida Lodd.",

abstract = "Chromatographic separation of the 50% aqueous EtOH extract of the leaves of the African medicinal tree Baphia nitida resulted in isolation of 10 iminosugars. The plant contained 2R,5R-dihydroxymethyl-3R,4R-dihydroxypyrrolidine (DMDP) as a major alkaloid. The structure of a new alkaloid was also elucidated by spectroscopic methods as the 1-O-β-d-fructofuranoside of DMDP, and this plant produced 3-O-β-d-glucopyranosyl-DMDP as well. DMDP is a potent inhibitor of β-glucosidase and β-galactosidase, whereas the other two derivatives lowered inhibition toward both of these enzymes and improved inhibitory activities toward rice α-glucosidase and rat intestinal maltase.",

keywords = "1-O-β-d-Fructofuranosyl-2R,5R-dihydroxymethyl-3R,4R-dihydroxypyrro lidine, Baphia nitida, DMDP, Fabaceae, Glycosidase inhibitor, Iminosugar, Polyhydroxyalkaloids",

author = "Atsushi Kato and Noriko Kato and Saori Miyauchi and Yuka Minoshima and Isao Adachi and Kyoko Ikeda and Naoki Asano and Watson, {Alison A.} and Nash, {Robert J.}",

note = "Funding Information: This research was partially supported by the Ministry of Education, Culture, Sports, Science and Technology, Grant-in-Aid for Young Scientists (B), 18790086 (A.K.) and Cooperative Research Center of Life Science (N.A.).",

year = "2008",

month = mar,

doi = "10.1016/j.phytochem.2007.11.018",

language = "英語",

volume = "69",

pages = "1261--1265",

journal = "Phytochemistry",

issn = "0031-9422",

publisher = "Elsevier Ltd.",

number = "5",

}

TY - JOUR

T1 - Iminosugars from Baphia nitida Lodd.

AU - Kato, Atsushi

AU - Kato, Noriko

AU - Miyauchi, Saori

AU - Minoshima, Yuka

AU - Adachi, Isao

AU - Ikeda, Kyoko

AU - Asano, Naoki

AU - Watson, Alison A.

AU - Nash, Robert J.

N1 - Funding Information: This research was partially supported by the Ministry of Education, Culture, Sports, Science and Technology, Grant-in-Aid for Young Scientists (B), 18790086 (A.K.) and Cooperative Research Center of Life Science (N.A.).

PY - 2008/3

Y1 - 2008/3

N2 - Chromatographic separation of the 50% aqueous EtOH extract of the leaves of the African medicinal tree Baphia nitida resulted in isolation of 10 iminosugars. The plant contained 2R,5R-dihydroxymethyl-3R,4R-dihydroxypyrrolidine (DMDP) as a major alkaloid. The structure of a new alkaloid was also elucidated by spectroscopic methods as the 1-O-β-d-fructofuranoside of DMDP, and this plant produced 3-O-β-d-glucopyranosyl-DMDP as well. DMDP is a potent inhibitor of β-glucosidase and β-galactosidase, whereas the other two derivatives lowered inhibition toward both of these enzymes and improved inhibitory activities toward rice α-glucosidase and rat intestinal maltase.

AB - Chromatographic separation of the 50% aqueous EtOH extract of the leaves of the African medicinal tree Baphia nitida resulted in isolation of 10 iminosugars. The plant contained 2R,5R-dihydroxymethyl-3R,4R-dihydroxypyrrolidine (DMDP) as a major alkaloid. The structure of a new alkaloid was also elucidated by spectroscopic methods as the 1-O-β-d-fructofuranoside of DMDP, and this plant produced 3-O-β-d-glucopyranosyl-DMDP as well. DMDP is a potent inhibitor of β-glucosidase and β-galactosidase, whereas the other two derivatives lowered inhibition toward both of these enzymes and improved inhibitory activities toward rice α-glucosidase and rat intestinal maltase.

KW - 1-O-β-d-Fructofuranosyl-2R,5R-dihydroxymethyl-3R,4R-dihydroxypyrro lidine

KW - Baphia nitida

KW - DMDP

KW - Fabaceae

KW - Glycosidase inhibitor

KW - Iminosugar

KW - Polyhydroxyalkaloids

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U2 - 10.1016/j.phytochem.2007.11.018

DO - 10.1016/j.phytochem.2007.11.018

M3 - 学術論文

C2 - 18191969

AN - SCOPUS:39649089378

SN - 0031-9422

VL - 69

SP - 1261

EP - 1265

JO - Phytochemistry

JF - Phytochemistry

IS - 5

ER -

Iminosugars from Baphia nitida Lodd.

Abstract

Keywords

ASJC Scopus subject areas

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