Wound healing activity of acylated iridoid glycosides from Scrophularia nodosa

P C Stevenson; M S J Simmonds; J Sampson; P J Houghton; P Grice

doi:10.1002/ptr.798

Wound healing activity of acylated iridoid glycosides from Scrophularia nodosa

P C Stevenson, M S J Simmonds, J Sampson, P J Houghton, P Grice

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89 Citations (Scopus)

Abstract

Three acylated iridoid glycosides (E)-6-O-(2", 4"-diacetyl-3" -O-p-methoxycinnamoyl)-alpha-L-rhamnopyranosyl catalpol (scopolioside A) (1), (E)-6-O-(2"-acetyl-3", 4"-di-O,O-p-methoxycinnamoyl)-alpha-L-rhamnopyranosyl catalpol (scrophuloside A(4)) (2) and (E)-6-O-(2",3"-diacetyl-4"-O-p-methoxycinnaMoyl)-alpha-L-rhamnopyranosyl catalpol (scrovalentinoside) (3) have been isolated from the dried seed pods of Scrophularia nodosa by HPLC. Their structures were determined by 1D and 2D NMR, UV/Vis and mass spectroscopy and by comparison with published data. All three compounds were shown in vitro to stimulate the growth of human dermal fibroblasts. The effect was negatively dose-dependent for 2 and 3 for which fibroblast growth stimulation was highest at 0.78 mug/mL but was not significantly different from the control at 100 mug/mL. The presence of these compounds in the mature seed pods may explain the ethnobotanical use of this plant in Europe for healing wounds. Copyright (C) 2002 John Wiley Sons, Ltd.

Original language	English
Pages (from-to)	33 - 35
Number of pages	3
Journal	PHYTOTHERAPY RESEARCH
Volume	16
Issue number	1
DOIs	https://doi.org/10.1002/ptr.798
Publication status	Published - 2002

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title = "Wound healing activity of acylated iridoid glycosides from Scrophularia nodosa",

abstract = "Three acylated iridoid glycosides (E)-6-O-(2{"}, 4{"}-diacetyl-3{"} -O-p-methoxycinnamoyl)-alpha-L-rhamnopyranosyl catalpol (scopolioside A) (1), (E)-6-O-(2{"}-acetyl-3{"}, 4{"}-di-O,O-p-methoxycinnamoyl)-alpha-L-rhamnopyranosyl catalpol (scrophuloside A(4)) (2) and (E)-6-O-(2{"},3{"}-diacetyl-4{"}-O-p-methoxycinnaMoyl)-alpha-L-rhamnopyranosyl catalpol (scrovalentinoside) (3) have been isolated from the dried seed pods of Scrophularia nodosa by HPLC. Their structures were determined by 1D and 2D NMR, UV/Vis and mass spectroscopy and by comparison with published data. All three compounds were shown in vitro to stimulate the growth of human dermal fibroblasts. The effect was negatively dose-dependent for 2 and 3 for which fibroblast growth stimulation was highest at 0.78 mug/mL but was not significantly different from the control at 100 mug/mL. The presence of these compounds in the mature seed pods may explain the ethnobotanical use of this plant in Europe for healing wounds. Copyright (C) 2002 John Wiley Sons, Ltd.",

author = "Stevenson, {P C} and Simmonds, {M S J} and J Sampson and Houghton, {P J} and P Grice",

year = "2002",

doi = "10.1002/ptr.798",

language = "English",

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journal = "PHYTOTHERAPY RESEARCH",

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AU - Stevenson, P C

AU - Simmonds, M S J

AU - Sampson, J

AU - Houghton, P J

AU - Grice, P

PY - 2002

Y1 - 2002

N2 - Three acylated iridoid glycosides (E)-6-O-(2", 4"-diacetyl-3" -O-p-methoxycinnamoyl)-alpha-L-rhamnopyranosyl catalpol (scopolioside A) (1), (E)-6-O-(2"-acetyl-3", 4"-di-O,O-p-methoxycinnamoyl)-alpha-L-rhamnopyranosyl catalpol (scrophuloside A(4)) (2) and (E)-6-O-(2",3"-diacetyl-4"-O-p-methoxycinnaMoyl)-alpha-L-rhamnopyranosyl catalpol (scrovalentinoside) (3) have been isolated from the dried seed pods of Scrophularia nodosa by HPLC. Their structures were determined by 1D and 2D NMR, UV/Vis and mass spectroscopy and by comparison with published data. All three compounds were shown in vitro to stimulate the growth of human dermal fibroblasts. The effect was negatively dose-dependent for 2 and 3 for which fibroblast growth stimulation was highest at 0.78 mug/mL but was not significantly different from the control at 100 mug/mL. The presence of these compounds in the mature seed pods may explain the ethnobotanical use of this plant in Europe for healing wounds. Copyright (C) 2002 John Wiley Sons, Ltd.

AB - Three acylated iridoid glycosides (E)-6-O-(2", 4"-diacetyl-3" -O-p-methoxycinnamoyl)-alpha-L-rhamnopyranosyl catalpol (scopolioside A) (1), (E)-6-O-(2"-acetyl-3", 4"-di-O,O-p-methoxycinnamoyl)-alpha-L-rhamnopyranosyl catalpol (scrophuloside A(4)) (2) and (E)-6-O-(2",3"-diacetyl-4"-O-p-methoxycinnaMoyl)-alpha-L-rhamnopyranosyl catalpol (scrovalentinoside) (3) have been isolated from the dried seed pods of Scrophularia nodosa by HPLC. Their structures were determined by 1D and 2D NMR, UV/Vis and mass spectroscopy and by comparison with published data. All three compounds were shown in vitro to stimulate the growth of human dermal fibroblasts. The effect was negatively dose-dependent for 2 and 3 for which fibroblast growth stimulation was highest at 0.78 mug/mL but was not significantly different from the control at 100 mug/mL. The presence of these compounds in the mature seed pods may explain the ethnobotanical use of this plant in Europe for healing wounds. Copyright (C) 2002 John Wiley Sons, Ltd.

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DO - 10.1002/ptr.798

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Wound healing activity of acylated iridoid glycosides from Scrophularia nodosa

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