Acylated ﬂavone glycosides from Veronica

Dirk C. Albach; Renée J. Grayer; Søren Rosendal Jensen; Fevzi Özgökce; Nigel C. Veitch

doi:10.1016/j.phytochem.2003.08.012

Acylated ﬂavone glycosides from Veronica

Dirk C. Albach, Renée J. Grayer, Søren Rosendal Jensen, Fevzi Özgökce, Nigel C. Veitch

Department of Chemistry

Research output: Contribution to journal › Journal article › Research › peer-review

Abstract

A survey of the flavonoid glycosides of selected taxa in the genus Veronica yielded two new acylated 5,6,7,3',4'-pentahydroxyflavone (6-hydroxyluteolin) glycosides and two rare allose-containing acylated 5,7,8,4'-tetrahydroxyflavone (isoscutellarein) glycosides. The new compounds were isolated from V. liwanensis and V. longifolia and identified using NMR spectroscopy as 6-hydroxyluteolin 4'-methyl ether 7-O-alpha-L-rhamnopyranosyl(1'''->2'')[6''-O-acetyl-b-D-glucopyranoside] and 6-hydroxyluteolin 7-O-(6''-O-(E)-caffeoyl)-beta-D-glucopyranoside, respectively. Isoscutellarein 7-O-(6'''-O-acetyl)-beta-D-allopyranosyl(1'''->2'')-beta-D-glucopyranoside was obtained from both V. intercedens and V. orientalis and its 4'-methyl ether from V. orientalis only. Complete 1H and some revised 13C NMR spectral assignments are presented for the known isoscutellarein glycosides. Two iridoid glucosides new to the genus Veronica (melittoside and globularifolin) were also isolated from V. intercedens.

Original language	English
Journal	Phytochemistry
Volume	64
Issue number	7
Pages (from-to)	1295-1301
ISSN	0031-9422
DOIs	https://doi.org/10.1016/j.phytochem.2003.08.012
Publication status	Published - 2003

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@article{184fde4dcfa643a9a969efad06aeea2d,

title = "Acylated ﬂavone glycosides from Veronica",

abstract = "A survey of the flavonoid glycosides of selected taxa in the genus Veronica yielded two new acylated 5,6,7,3',4'-pentahydroxyflavone (6-hydroxyluteolin) glycosides and two rare allose-containing acylated 5,7,8,4'-tetrahydroxyflavone (isoscutellarein) glycosides. The new compounds were isolated from V. liwanensis and V. longifolia and identified using NMR spectroscopy as 6-hydroxyluteolin 4'-methyl ether 7-O-alpha-L-rhamnopyranosyl(1'''->2'')[6''-O-acetyl-b-D-glucopyranoside] and 6-hydroxyluteolin 7-O-(6''-O-(E)-caffeoyl)-beta-D-glucopyranoside, respectively. Isoscutellarein 7-O-(6'''-O-acetyl)-beta-D-allopyranosyl(1'''->2'')-beta-D-glucopyranoside was obtained from both V. intercedens and V. orientalis and its 4'-methyl ether from V. orientalis only. Complete 1H and some revised 13C NMR spectral assignments are presented for the known isoscutellarein glycosides. Two iridoid glucosides new to the genus Veronica (melittoside and globularifolin) were also isolated from V. intercedens.",

author = "Albach, \{Dirk C.\} and Grayer, \{Ren{\'e}e J.\} and Jensen, \{S{\o}ren Rosendal\} and Fevzi {\"O}zg{\"o}kce and Veitch, \{Nigel C.\}",

year = "2003",

doi = "10.1016/j.phytochem.2003.08.012",

language = "English",

volume = "64",

pages = "1295--1301",

journal = "Phytochemistry",

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publisher = "Elsevier",

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TY - JOUR

T1 - Acylated ﬂavone glycosides from Veronica

AU - Albach, Dirk C.

AU - Grayer, Renée J.

AU - Jensen, Søren Rosendal

AU - Özgökce, Fevzi

AU - Veitch, Nigel C.

PY - 2003

Y1 - 2003

N2 - A survey of the flavonoid glycosides of selected taxa in the genus Veronica yielded two new acylated 5,6,7,3',4'-pentahydroxyflavone (6-hydroxyluteolin) glycosides and two rare allose-containing acylated 5,7,8,4'-tetrahydroxyflavone (isoscutellarein) glycosides. The new compounds were isolated from V. liwanensis and V. longifolia and identified using NMR spectroscopy as 6-hydroxyluteolin 4'-methyl ether 7-O-alpha-L-rhamnopyranosyl(1'''->2'')[6''-O-acetyl-b-D-glucopyranoside] and 6-hydroxyluteolin 7-O-(6''-O-(E)-caffeoyl)-beta-D-glucopyranoside, respectively. Isoscutellarein 7-O-(6'''-O-acetyl)-beta-D-allopyranosyl(1'''->2'')-beta-D-glucopyranoside was obtained from both V. intercedens and V. orientalis and its 4'-methyl ether from V. orientalis only. Complete 1H and some revised 13C NMR spectral assignments are presented for the known isoscutellarein glycosides. Two iridoid glucosides new to the genus Veronica (melittoside and globularifolin) were also isolated from V. intercedens.

AB - A survey of the flavonoid glycosides of selected taxa in the genus Veronica yielded two new acylated 5,6,7,3',4'-pentahydroxyflavone (6-hydroxyluteolin) glycosides and two rare allose-containing acylated 5,7,8,4'-tetrahydroxyflavone (isoscutellarein) glycosides. The new compounds were isolated from V. liwanensis and V. longifolia and identified using NMR spectroscopy as 6-hydroxyluteolin 4'-methyl ether 7-O-alpha-L-rhamnopyranosyl(1'''->2'')[6''-O-acetyl-b-D-glucopyranoside] and 6-hydroxyluteolin 7-O-(6''-O-(E)-caffeoyl)-beta-D-glucopyranoside, respectively. Isoscutellarein 7-O-(6'''-O-acetyl)-beta-D-allopyranosyl(1'''->2'')-beta-D-glucopyranoside was obtained from both V. intercedens and V. orientalis and its 4'-methyl ether from V. orientalis only. Complete 1H and some revised 13C NMR spectral assignments are presented for the known isoscutellarein glycosides. Two iridoid glucosides new to the genus Veronica (melittoside and globularifolin) were also isolated from V. intercedens.

U2 - 10.1016/j.phytochem.2003.08.012

DO - 10.1016/j.phytochem.2003.08.012

M3 - Journal article

SN - 0031-9422

VL - 64

SP - 1295

EP - 1301

JO - Phytochemistry

JF - Phytochemistry

IS - 7

ER -

Acylated ﬂavone glycosides from Veronica

Abstract

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