Glycosidase-inhibiting pyrrolidine alkaloids from Hyacinthoides non- scripta

Alison A. Watson; Robert J. Nash; Mark R. Wormald; David J. Harvey; Stephen Dealler; Eileen Lees; Naoki Asano; Haruhisa Kizu; Atsushi Kato; Rhodri C. Griffiths; Andrew J. Cairns; George W.J. Fleet

doi:10.1016/S0031-9422(97)00282-3

Glycosidase-inhibiting pyrrolidine alkaloids from Hyacinthoides non- scripta

Alison A. Watson, Robert J. Nash^*, Mark R. Wormald, David J. Harvey, Stephen Dealler, Eileen Lees, Naoki Asano, Haruhisa Kizu, Atsushi Kato, Rhodri C. Griffiths, Andrew J. Cairns, George W.J. Fleet

^*Corresponding author for this work

Hospital Pharmacy

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

93 Scopus citations

Abstract

The glycosidase-inhibiting pyrrolidine alkaloids (2R,3R,4R,5R)-2,5- dihydroxymethyl-3,4-dihydroxy-pyrrolidine (DMDP), 2,5-dideoxy-2,5-imino-DL- glycero-D-manno-heptitol (homoDMDP), homoDMDP-7-O-apioside and 1,4-dideoxy- 1,4-imino-D-arabinitol have been identified in the leaves of bluebells (Hyacinthoides non-scripta). HomoDMDP and homoDMDP-7-O-apioside are new natural products. Glycosidase inhibition by the aglycones is compared and could explain the symptoms of poisoning of livestock by bluebells.

Original language	English
Pages (from-to)	255-259
Number of pages	5
Journal	Phytochemistry
Volume	46
Issue number	2
DOIs	https://doi.org/10.1016/S0031-9422(97)00282-3
State	Published - 1997/09

Keywords

(2R,3R,4R,5R)2,5-dihydroxymethyl- 3,4-dihydroxypyrrolidine
1,4-dideoxy-1,4imino-D-arabinitok
2,5-dideoxy-2,5-imino-DL-glycero-D- mannoheptitol
2,5-dideoxy-2,5-imino-DL-glycero-D-manno-heptitol-7-O- apioside
Alkaloids
Bluebell
Glycosidase inhibition
Hyacinthaceae
Hyacinthoides non- scripta
Livestock poisoning

ASJC Scopus subject areas

Biochemistry
Molecular Biology
Plant Science
Horticulture

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10.1016/S0031-9422(97)00282-3

Cite this

@article{6e4cbc7dc08b4d6c88d1809fd8da8adf,

title = "Glycosidase-inhibiting pyrrolidine alkaloids from Hyacinthoides non- scripta",

abstract = "The glycosidase-inhibiting pyrrolidine alkaloids (2R,3R,4R,5R)-2,5- dihydroxymethyl-3,4-dihydroxy-pyrrolidine (DMDP), 2,5-dideoxy-2,5-imino-DL- glycero-D-manno-heptitol (homoDMDP), homoDMDP-7-O-apioside and 1,4-dideoxy- 1,4-imino-D-arabinitol have been identified in the leaves of bluebells (Hyacinthoides non-scripta). HomoDMDP and homoDMDP-7-O-apioside are new natural products. Glycosidase inhibition by the aglycones is compared and could explain the symptoms of poisoning of livestock by bluebells.",

keywords = "(2R,3R,4R,5R)2,5-dihydroxymethyl- 3,4-dihydroxypyrrolidine, 1,4-dideoxy-1,4imino-D-arabinitok, 2,5-dideoxy-2,5-imino-DL-glycero-D- mannoheptitol, 2,5-dideoxy-2,5-imino-DL-glycero-D-manno-heptitol-7-O- apioside, Alkaloids, Bluebell, Glycosidase inhibition, Hyacinthaceae, Hyacinthoides non- scripta, Livestock poisoning",

author = "Watson, {Alison A.} and Nash, {Robert J.} and Wormald, {Mark R.} and Harvey, {David J.} and Stephen Dealler and Eileen Lees and Naoki Asano and Haruhisa Kizu and Atsushi Kato and Griffiths, {Rhodri C.} and Cairns, {Andrew J.} and Fleet, {George W.J.}",

note = "Funding Information: Acknowledgement--We thank BBSRC for financial support for R.C.G.",

year = "1997",

month = sep,

doi = "10.1016/S0031-9422(97)00282-3",

language = "英語",

volume = "46",

pages = "255--259",

journal = "Phytochemistry",

issn = "0031-9422",

publisher = "Elsevier Ltd.",

number = "2",

}

TY - JOUR

T1 - Glycosidase-inhibiting pyrrolidine alkaloids from Hyacinthoides non- scripta

AU - Watson, Alison A.

AU - Nash, Robert J.

AU - Wormald, Mark R.

AU - Harvey, David J.

AU - Dealler, Stephen

AU - Lees, Eileen

AU - Asano, Naoki

AU - Kizu, Haruhisa

AU - Kato, Atsushi

AU - Griffiths, Rhodri C.

AU - Cairns, Andrew J.

AU - Fleet, George W.J.

N1 - Funding Information: Acknowledgement--We thank BBSRC for financial support for R.C.G.

PY - 1997/9

Y1 - 1997/9

N2 - The glycosidase-inhibiting pyrrolidine alkaloids (2R,3R,4R,5R)-2,5- dihydroxymethyl-3,4-dihydroxy-pyrrolidine (DMDP), 2,5-dideoxy-2,5-imino-DL- glycero-D-manno-heptitol (homoDMDP), homoDMDP-7-O-apioside and 1,4-dideoxy- 1,4-imino-D-arabinitol have been identified in the leaves of bluebells (Hyacinthoides non-scripta). HomoDMDP and homoDMDP-7-O-apioside are new natural products. Glycosidase inhibition by the aglycones is compared and could explain the symptoms of poisoning of livestock by bluebells.

AB - The glycosidase-inhibiting pyrrolidine alkaloids (2R,3R,4R,5R)-2,5- dihydroxymethyl-3,4-dihydroxy-pyrrolidine (DMDP), 2,5-dideoxy-2,5-imino-DL- glycero-D-manno-heptitol (homoDMDP), homoDMDP-7-O-apioside and 1,4-dideoxy- 1,4-imino-D-arabinitol have been identified in the leaves of bluebells (Hyacinthoides non-scripta). HomoDMDP and homoDMDP-7-O-apioside are new natural products. Glycosidase inhibition by the aglycones is compared and could explain the symptoms of poisoning of livestock by bluebells.

KW - (2R,3R,4R,5R)2,5-dihydroxymethyl- 3,4-dihydroxypyrrolidine

KW - 1,4-dideoxy-1,4imino-D-arabinitok

KW - 2,5-dideoxy-2,5-imino-DL-glycero-D- mannoheptitol

KW - 2,5-dideoxy-2,5-imino-DL-glycero-D-manno-heptitol-7-O- apioside

KW - Alkaloids

KW - Bluebell

KW - Glycosidase inhibition

KW - Hyacinthaceae

KW - Hyacinthoides non- scripta

KW - Livestock poisoning

UR - http://www.scopus.com/inward/record.url?scp=0030864539&partnerID=8YFLogxK

U2 - 10.1016/S0031-9422(97)00282-3

DO - 10.1016/S0031-9422(97)00282-3

M3 - 学術論文

AN - SCOPUS:0030864539

SN - 0031-9422

VL - 46

SP - 255

EP - 259

JO - Phytochemistry

JF - Phytochemistry

IS - 2

ER -

Glycosidase-inhibiting pyrrolidine alkaloids from Hyacinthoides non- scripta

Abstract

Keywords

ASJC Scopus subject areas

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