Chlorinated Iridoid Glucosides from Veronica longifolia and their Antioxidant Activity

Søren Rosendal Jensen; Charlotte Held Gotfredsen; U. Sebnem Harput; Iclal Saracoglu

doi:10.1021/np100366k

Chlorinated Iridoid Glucosides from Veronica longifolia and their Antioxidant Activity

Søren Rosendal Jensen, Charlotte Held Gotfredsen, U. Sebnem Harput, Iclal Saracoglu

Department of Chemistry

Hacettepe University

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

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Abstract

From Veronica longifolia were isolated three chlorinated iridoid glucosides, namely asystasioside E (6) and its 6-O-esters 6a and 6b, named longifoliosides A and B, respectively. The structures of 6a and 6b were proved by analysis of their spectroscopic data and by conversion to the catalpol ester verproside (5a) or to catalpol (5), respectively. The configuration of the previously known vanilloyl analogue, urphoside B, was shown to be the 6-epimer (6c) of the structure originally reported. Longifoliosides A (6a) and B (6b) were found to exhibit radical-scavenging activity against nitric oxide (NO), superoxide (SO), and 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals.

Original language	English
Journal	Journal of Natural Products
Volume	73
Issue number	9
Pages (from-to)	1593-1596
ISSN	0163-3864
DOIs	https://doi.org/10.1021/np100366k
Publication status	Published - 2010

Keywords

Veronica longifolia
Iridoid glucoside
Longifoliosides A and B
Plantaginaceae
radical-scavenging activity

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V longifolia-JNP-revSubmitted manuscript, 180 KB

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title = "Chlorinated Iridoid Glucosides from Veronica longifolia and their Antioxidant Activity",

abstract = "From Veronica longifolia were isolated three chlorinated iridoid glucosides, namely asystasioside E (6) and its 6-O-esters 6a and 6b, named longifoliosides A and B, respectively. The structures of 6a and 6b were proved by analysis of their spectroscopic data and by conversion to the catalpol ester verproside (5a) or to catalpol (5), respectively. The configuration of the previously known vanilloyl analogue, urphoside B, was shown to be the 6-epimer (6c) of the structure originally reported. Longifoliosides A (6a) and B (6b) were found to exhibit radical-scavenging activity against nitric oxide (NO), superoxide (SO), and 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals.",

keywords = "Veronica longifolia, Iridoid glucoside, Longifoliosides A and B, Plantaginaceae, radical-scavenging activity",

author = "Jensen, {S{\o}ren Rosendal} and Gotfredsen, {Charlotte Held} and Harput, {U. Sebnem} and Iclal Saracoglu",

year = "2010",

doi = "10.1021/np100366k",

language = "English",

volume = "73",

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journal = "Journal of Natural Products",

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T1 - Chlorinated Iridoid Glucosides from Veronica longifolia and their Antioxidant Activity

AU - Jensen, Søren Rosendal

AU - Gotfredsen, Charlotte Held

AU - Harput, U. Sebnem

AU - Saracoglu, Iclal

PY - 2010

Y1 - 2010

N2 - From Veronica longifolia were isolated three chlorinated iridoid glucosides, namely asystasioside E (6) and its 6-O-esters 6a and 6b, named longifoliosides A and B, respectively. The structures of 6a and 6b were proved by analysis of their spectroscopic data and by conversion to the catalpol ester verproside (5a) or to catalpol (5), respectively. The configuration of the previously known vanilloyl analogue, urphoside B, was shown to be the 6-epimer (6c) of the structure originally reported. Longifoliosides A (6a) and B (6b) were found to exhibit radical-scavenging activity against nitric oxide (NO), superoxide (SO), and 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals.

AB - From Veronica longifolia were isolated three chlorinated iridoid glucosides, namely asystasioside E (6) and its 6-O-esters 6a and 6b, named longifoliosides A and B, respectively. The structures of 6a and 6b were proved by analysis of their spectroscopic data and by conversion to the catalpol ester verproside (5a) or to catalpol (5), respectively. The configuration of the previously known vanilloyl analogue, urphoside B, was shown to be the 6-epimer (6c) of the structure originally reported. Longifoliosides A (6a) and B (6b) were found to exhibit radical-scavenging activity against nitric oxide (NO), superoxide (SO), and 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals.

KW - Veronica longifolia

KW - Iridoid glucoside

KW - Longifoliosides A and B

KW - Plantaginaceae

KW - radical-scavenging activity

U2 - 10.1021/np100366k

DO - 10.1021/np100366k

M3 - Journal article

C2 - 20806928

SN - 0163-3864

VL - 73

SP - 1593

EP - 1596

JO - Journal of Natural Products

JF - Journal of Natural Products

IS - 9

ER -

Chlorinated Iridoid Glucosides from Veronica longifolia and their Antioxidant Activity

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