Isolation of a New Class of Ecdysteroid Conjugates (Glucosyl-ferulates) Using a Combination of Liquid Chromatographic Methods

Ho, Raimana; Girault, Jean‐Pierre; Cousteau, Pierre-Yves; Bianchini, Jean‐Pierre; Raharivelomanana, Phila; Lafont, René

doi:10.1093/chromsci/46.2.102

Cited by 18 publications

(22 citation statements)

References 18 publications

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“…Over the past 40 years, more than 300 structural analogues have been isolated from plant sources (structural, spectral, and biological data and literature are collated on the web-site ''Ecdybase''; Lafont et al, 2002). Further analogues are being isolated at a rate of 10-20 per year (e.g., for recent examples of the identification of new types of phytoecdysteroids, see Liktor-Busa et al, 2008;Ho et al, 2008) and the range of biochemical permutations so far detected suggests that probably 41,000 analogues could exist in the plant world. A number of lines of evidence suggest that most, if not all plant species, have the genetic capacity to generate phytoecdysteroids, but that they do not accumulate in the majority of species because expression of the biosynthetic pathway(s) is downregulated (Dinan, 2001).…”

Section: Phytoecdysteroidsmentioning

confidence: 99%

The Karlson Lecture. Phytoecdysteroids: What use are they?

Dinan

2009

Arch Insect Biochem Physiol

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Phytoecdysteroids are analogues of arthropod steroid hormones found in plants, where they deter predation by non-adapted predators. There is potential to exploit this to develop new strategies for pest control, either by using ecdysteroids as lead molecules for the design of novel pest control agents or by alteration of ecdysteroid levels/profiles in crop plants through plant breeding or genetic modification. However, it is other properties of phytoecdysteroids that have led to a rapid recent increase in scientific and commercial interest in these molecules. They are apparently non-toxic to mammals and a wide range of beneficial pharmacological (adaptogenic, anabolic, anti-diabetic, hepatoprotective, immunoprotective, wound-healing, and perhaps even anti-tumour) activities is claimed for them. In particular, this has led to a large (and unregulated) market for ecdysteroid-containing preparations for body-builders, sportsmen, and pets, among others. Ecdysteroids are also being considered as nutraceutical additives to food products. Further, ecdysteroids are good candidates as elicitors for gene-switch systems to be used in medical gene therapy and research applications. In this article, I review the applications of phytoecdysteroids and assess their future potential.

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Section: Phytoecdysteroidsmentioning

confidence: 99%

The Karlson Lecture. Phytoecdysteroids: What use are they?

Dinan

2009

Arch Insect Biochem Physiol

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“…The mass Figure 3). These compounds (6-8) have earlier been isolated from Microsorum membranifolium 18,19 .…”

Section: Assignment and Fragmentation Of Reported Phytoecdysteroidsmentioning

confidence: 99%

Phytoecdysteroid Profiling of <i>Silene vulgaris</i> by UPLC-ESI-MS

Sidana¹,

Devi²,

Kumar³

et al. 2017

Current Science

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Silene vulgaris is a wild edible plant consumed in both raw as well as cooked forms in several parts of Europe. The phytoconstituents of Silene species include phytoecdysteroids, triterpenoidal saponins, terpenoids, flavonoids and phenolics. Silene vulgaris is a relatively unexplored species and the chemical profiling of this plant has not been attempted so far. Hence the UPLC-ESI-MS approach was applied to the extracts of flowers, leaves and roots of S. vulgaris for the profiling of phytoecdysteroids. The relative distribution of these compounds varied between flowers and leaves; however, the qualitative composition was similar. Only traces of phytoecdysteroids were present in the roots. The aglycones, sugars and other moieties were determined on the basis of ESI-MS. A total of eight previously known phytoecdysteroids were identified. Partial characterization of eight other phytoecdysteroids was also attempted.

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“…This is a new ecdysteroid, but closely related analogues have been previously identified. 20-Hydroxyecdysone 25-b-D-glucoside was isolated from Pfaffia iresinoides (Nishimoto et al, 1988) and 2-deoxyecdysone 25-b-D-rhamnoside has recently been isolated from the fern Microsorum membranifolium (Ho et al, 2008).…”

Section: Phytoecdysteroid Profiles Of 7 Species Of Silenementioning

confidence: 99%

The phytoecdysteroid profiles of 7 species of Silene (Caryophyllaceae)

Zibareva

Yeriomina

Munkhjargal

et al. 2009

Arch Insect Biochem Physiol

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The phytoecdysteroid profiles of extracts of aerial parts of flowering plants of 7 ecdysteroid-containing species in the genus Silene (Caryophyllaceae; S. fridvaldszkyana Hampe, S. gigantea L., S. graminifolia Otth, S. mellifera Boiss. & Reuter, S. repens Patr., S. schmuckeri Wettst., and S. sendtneri Boiss.) have been examined and identified by HPLC and, in the case of two new compounds, by mass spectrometry and NMR. S. frivaldszkyana was found to contain predominantly 20-hydroxyecdysone (20E), with smaller amounts of 2-deoxyecdysone (2dE), 2-deoxy-20-hydroxyecdysone (2d20E), polypodine B (polB), integristerone A (IntA), 26-hydroxypolypodine B (26polB), and 20,26-dihydroxyecdysone (20,26E). Additionally, a new minor ecdysteroid, 26-hydroxyintegristerone A, has been identified from this species. S. gigantea contains 3 major ecdysteroids (2dE, 2d20E, and 20E) and much smaller amounts of intA and 2-deoxy-20-hydroxyecdysone 25-beta-D-glucoside, which is a new ecdysteroid. Ecdysteroids in the other 5 species have been identified by co-chromatography with reference compounds on RP- and NP-HPLC systems. There is considerable variability with regard to ecdysteroid profiles within the genus Silene. The chemotaxonomic value of ecdysteroid profiles within the genus Silene is discussed.

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Isolation of a New Class of Ecdysteroid Conjugates (Glucosyl-ferulates) Using a Combination of Liquid Chromatographic Methods

Cited by 18 publications

References 18 publications

The Karlson Lecture. Phytoecdysteroids: What use are they?

The Karlson Lecture. Phytoecdysteroids: What use are they?

Phytoecdysteroid Profiling of <i>Silene vulgaris</i> by UPLC-ESI-MS

The phytoecdysteroid profiles of 7 species of Silene (Caryophyllaceae)

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