Glycosidase inhibition by plant alkaloids which are structural analogues of monosaccharides

S. V. Evans; L. E. Fellows; T. K.M. Shing; G. W.J. Fleet

doi:10.1016/S0031-9422(00)83099-X

Glycosidase inhibition by plant alkaloids which are structural analogues of monosaccharides

S. V. Evans, L. E. Fellows, T. K.M. Shing, G. W.J. Fleet

Department of Chemistry

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

192 Citations (Scopus)

Abstract

]The inhibitory activities of three plant alkaloids, deoxynojirimycin, 2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine and 1,5 dideoxy-1,5-imino-D-mannitol towards glycosidases from several sources have been compared. These are structural analogues of D-glucose, D-fructose and D-mannose respectively. The occurrence of 2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine in Lonchocarpus sericeus seed is confirmed and has been shown to be responsible for the glucosidase inhibition wrongly attributed to 1,5-dideoxy-1,5-imino-D-mannitol in a previous report.

Original language	English
Pages (from-to)	1953-1955
Number of pages	3
Journal	Phytochemistry
Volume	24
Issue number	9
DOIs	https://doi.org/10.1016/S0031-9422(00)83099-X
Publication status	Published - 1985

Keywords

-Glycosidase
1,5-dideoxy-1,5-imino-D-mannitol.
2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine
alkaloids
deoxynojirimycin

ASJC Scopus subject areas

Biochemistry
Molecular Biology
Plant Science
Horticulture

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10.1016/S0031-9422(00)83099-X

Cite this

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title = "Glycosidase inhibition by plant alkaloids which are structural analogues of monosaccharides",

abstract = "]The inhibitory activities of three plant alkaloids, deoxynojirimycin, 2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine and 1,5 dideoxy-1,5-imino-D-mannitol towards glycosidases from several sources have been compared. These are structural analogues of D-glucose, D-fructose and D-mannose respectively. The occurrence of 2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine in Lonchocarpus sericeus seed is confirmed and has been shown to be responsible for the glucosidase inhibition wrongly attributed to 1,5-dideoxy-1,5-imino-D-mannitol in a previous report.",

keywords = "-Glycosidase, 1,5-dideoxy-1,5-imino-D-mannitol., 2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine, alkaloids, deoxynojirimycin",

author = "Evans, {S. V.} and Fellows, {L. E.} and Shing, {T. K.M.} and Fleet, {G. W.J.}",

year = "1985",

doi = "10.1016/S0031-9422(00)83099-X",

language = "English",

volume = "24",

pages = "1953--1955",

journal = "Phytochemistry",

issn = "0031-9422",

publisher = "Elsevier Limited",

number = "9",

}

TY - JOUR

T1 - Glycosidase inhibition by plant alkaloids which are structural analogues of monosaccharides

AU - Evans, S. V.

AU - Fellows, L. E.

AU - Shing, T. K.M.

AU - Fleet, G. W.J.

PY - 1985

Y1 - 1985

N2 - ]The inhibitory activities of three plant alkaloids, deoxynojirimycin, 2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine and 1,5 dideoxy-1,5-imino-D-mannitol towards glycosidases from several sources have been compared. These are structural analogues of D-glucose, D-fructose and D-mannose respectively. The occurrence of 2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine in Lonchocarpus sericeus seed is confirmed and has been shown to be responsible for the glucosidase inhibition wrongly attributed to 1,5-dideoxy-1,5-imino-D-mannitol in a previous report.

AB - ]The inhibitory activities of three plant alkaloids, deoxynojirimycin, 2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine and 1,5 dideoxy-1,5-imino-D-mannitol towards glycosidases from several sources have been compared. These are structural analogues of D-glucose, D-fructose and D-mannose respectively. The occurrence of 2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine in Lonchocarpus sericeus seed is confirmed and has been shown to be responsible for the glucosidase inhibition wrongly attributed to 1,5-dideoxy-1,5-imino-D-mannitol in a previous report.

KW - -Glycosidase

KW - 1,5-dideoxy-1,5-imino-D-mannitol.

KW - 2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine

KW - alkaloids

KW - deoxynojirimycin

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U2 - 10.1016/S0031-9422(00)83099-X

DO - 10.1016/S0031-9422(00)83099-X

M3 - Article

AN - SCOPUS:0001214733

SN - 0031-9422

VL - 24

SP - 1953

EP - 1955

JO - Phytochemistry

JF - Phytochemistry

IS - 9

ER -

Glycosidase inhibition by plant alkaloids which are structural analogues of monosaccharides

Abstract

Keywords

ASJC Scopus subject areas

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