A new phenylethanoid triglycoside in Veronica beccabunga L

Søren Rosendal Jensen; Sebastian Ed. Wieland Opitz; Charlotte Held Gotfredsen

doi:10.1016/j.bse.2011.02.008

A new phenylethanoid triglycoside in Veronica beccabunga L

Søren Rosendal Jensen, Sebastian Ed. Wieland Opitz, Charlotte Held Gotfredsen

Department of Chemistry

Bielefeld University

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

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Abstract

Besides the expected iridoid glucosides aucubin and catalpol as well as three known esters of the latter, Veronica beccabunga (brooklime) was shown to contain five carboxylated iridoid glucosides, namely gardoside, mussaenosidic acid, 8-epiloganic acid, arborescosidic acid and alpinoside. In addition to these compounds, the plant contained salidroside and a previously unknown caffeoyl phenylethanoid glycoside (CPG) which we have named chionoside J. The structure was elucidated mainly by 1D and 2D NMR spectroscopy to be 2''-(beta-glucopyranosyl)-plantamajoside. The distribution of plantamajoside and its derivatives as well as that of carbocyclic iridoids with an 8,9-double bond is briefly discussed, and it is noted that such compounds are mainly confined to the tribe Veroniceae of the Plantaginaceae.

Original language	English
Journal	Biochemical Systematics and Ecology
Volume	39
Issue number	3
Pages (from-to)	193-197
ISSN	0305-1978
DOIs	https://doi.org/10.1016/j.bse.2011.02.008
Publication status	Published - 2011

Keywords

Iridoid glucoside
Mannitol
Plantaginaceae
Phenylethanoid glycoside
Veronica beccabunga
Chionoside J

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title = "A new phenylethanoid triglycoside in Veronica beccabunga L",

abstract = "Besides the expected iridoid glucosides aucubin and catalpol as well as three known esters of the latter, Veronica beccabunga (brooklime) was shown to contain five carboxylated iridoid glucosides, namely gardoside, mussaenosidic acid, 8-epiloganic acid, arborescosidic acid and alpinoside. In addition to these compounds, the plant contained salidroside and a previously unknown caffeoyl phenylethanoid glycoside (CPG) which we have named chionoside J. The structure was elucidated mainly by 1D and 2D NMR spectroscopy to be 2''-(beta-glucopyranosyl)-plantamajoside. The distribution of plantamajoside and its derivatives as well as that of carbocyclic iridoids with an 8,9-double bond is briefly discussed, and it is noted that such compounds are mainly confined to the tribe Veroniceae of the Plantaginaceae.",

keywords = "Iridoid glucoside, Mannitol, Plantaginaceae, Phenylethanoid glycoside, Veronica beccabunga, Chionoside J",

author = "Jensen, {S{\o}ren Rosendal} and Opitz, {Sebastian Ed. Wieland} and Gotfredsen, {Charlotte Held}",

year = "2011",

doi = "10.1016/j.bse.2011.02.008",

language = "English",

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journal = "Biochemical Systematics and Ecology",

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T1 - A new phenylethanoid triglycoside in Veronica beccabunga L

AU - Jensen, Søren Rosendal

AU - Opitz, Sebastian Ed. Wieland

AU - Gotfredsen, Charlotte Held

PY - 2011

Y1 - 2011

N2 - Besides the expected iridoid glucosides aucubin and catalpol as well as three known esters of the latter, Veronica beccabunga (brooklime) was shown to contain five carboxylated iridoid glucosides, namely gardoside, mussaenosidic acid, 8-epiloganic acid, arborescosidic acid and alpinoside. In addition to these compounds, the plant contained salidroside and a previously unknown caffeoyl phenylethanoid glycoside (CPG) which we have named chionoside J. The structure was elucidated mainly by 1D and 2D NMR spectroscopy to be 2''-(beta-glucopyranosyl)-plantamajoside. The distribution of plantamajoside and its derivatives as well as that of carbocyclic iridoids with an 8,9-double bond is briefly discussed, and it is noted that such compounds are mainly confined to the tribe Veroniceae of the Plantaginaceae.

AB - Besides the expected iridoid glucosides aucubin and catalpol as well as three known esters of the latter, Veronica beccabunga (brooklime) was shown to contain five carboxylated iridoid glucosides, namely gardoside, mussaenosidic acid, 8-epiloganic acid, arborescosidic acid and alpinoside. In addition to these compounds, the plant contained salidroside and a previously unknown caffeoyl phenylethanoid glycoside (CPG) which we have named chionoside J. The structure was elucidated mainly by 1D and 2D NMR spectroscopy to be 2''-(beta-glucopyranosyl)-plantamajoside. The distribution of plantamajoside and its derivatives as well as that of carbocyclic iridoids with an 8,9-double bond is briefly discussed, and it is noted that such compounds are mainly confined to the tribe Veroniceae of the Plantaginaceae.

KW - Iridoid glucoside

KW - Mannitol

KW - Plantaginaceae

KW - Phenylethanoid glycoside

KW - Veronica beccabunga

KW - Chionoside J

U2 - 10.1016/j.bse.2011.02.008

DO - 10.1016/j.bse.2011.02.008

M3 - Journal article

SN - 0305-1978

VL - 39

SP - 193

EP - 197

JO - Biochemical Systematics and Ecology

JF - Biochemical Systematics and Ecology

IS - 3

ER -

A new phenylethanoid triglycoside in Veronica beccabunga L

Abstract

Keywords

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