The phytoecdysteroid profiles of 7 species of <i>Silene</i> (Caryophyllaceae)

Zibareva, L. N.; Yeriomina, Valentina I.; Munkhjargal, Nyamjav; Girault, Jean‐Pierre; Dinan, Laurence; Lafont, René

doi:10.1002/arch.20331

Cited by 26 publications

(12 citation statements)

References 16 publications

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“…5) shows that ecdysteroid-positive species are found in several branches, but the number of investigated species remains too low to assess the chemotaxonomic value of ecdysteroids, and more precise analyses will be required to identify all major ecdysteroids, as done in the case of Silene (Zibareva et al, 2009). Moreover, when considering the distribution of ecdysteroids within C. longifolia organs, we are aware of the limits of these preliminary investigations, which might lead us to underestimate the actual concentrations in these plants.…”

Section: Analysis Of Other Species In the Commelinaceaementioning

confidence: 98%

Ecdysteroids from Cyanotis longifolia Benth. (Commelinaceae)

Crouzet¹,

Maria²,

Dinan³

et al. 2009

Arch Insect Biochem Physiol

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Cyanotis longifolia Benth. (Commelinaceae) contains ecdysteroids, which are highly concentrated in the roots and flowers, whereas leaves contain only very low amounts and stems intermediate amounts. 20-Hydroxyecdysone is the major component found in all tissues, but roots also contain large amounts of 20-hydroxyecdysone 3-acetate and ajugasterone C. A preparative experiment has shown that roots contain a complex ecdysteroid mixture, and the analysis of minor components has allowed the isolation of several already known ecdysteroids (polypodine B, 2-deoxy-20,26-dihydroxyecdysone, isovitexirone, poststerone) together with five new (ajugasterone C 3-acetate, 5beta-hydroxy-poststerone, poststerone 2-acetate, 14(15)-dehydro-poststerone 2-acetate, 24-epi-atrotosterone A [=24-methyl-ajugasterone C]) ecdysteroids that have been fully characterized. A preliminary investigation of 55 species belonging to 15 different genera of the Commelinaceae has shown that several of them contain significant concentrations of ecdysteroids, among which some previously uninvestigated ones appear to be very promising sources of ecdysteroids.

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Section: Analysis Of Other Species In the Commelinaceaementioning

confidence: 98%

Ecdysteroids from Cyanotis longifolia Benth. (Commelinaceae)

Crouzet¹,

Maria²,

Dinan³

et al. 2009

Arch Insect Biochem Physiol

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“…Ecdysteroids have been found in more than 120 species and subspecies of Silene from 155 species so far tested [6]. The steroid-containing fractions of some Silene species are immunosuppressive, potentially antiinflammatory [6], inhibit the proliferation of cancer cells by inducing apoptosis [5], and show in vivo anticancer activity in mice [7]. On the other hand, several studies are devoted to the fatty acid and essential oil composition of various Silene species [8][9][10].…”

Section: Introductionmentioning

confidence: 99%

Chemical Constituents, Cytotoxic, Antioxidant and Cholinesterases Inhibitory Activities of Silene Compacta (Fischer) Extracts

Boğa¹

2017

Marmara Pharmaceutical Journal

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In Turkey, Silene species have been used as infusion in urinary bladder and biliary tract diseases in traditional medicine. Silene species have been also consumed as food in Anatolia and Europe. In this study, the phenolic, fatty acid and essential oil profiles and the cytotoxic, antioxidant and cholinesterases inhibitory activities, and total phenolic-flavonoid content of Silene compacta Fischer (SC) were studied. The essential oil and fatty acid compositions of S. compacta were determined by using GC/MS in the current study. The chemical composition of the methanol extract was determined using LC-MS/MS for quantitative and qualitative purposes. The major components of the essential oil and fatty acid were identified as α-selinene (12.4%) and palmitic acid (26.3%), respectively. The methanol extract (SCM: S. compacta methanol extract) which possessed the best activity in four tested antioxidant methods among the tested extracts exhibited very strong cholinesterases inhibitory activities. Additionaly, this extract indicated the highest cytotoxic effect against A549 cells. In the SCM extract, hesperidin and rutin, quinic and malic acids were quantified by LC-MS/MS as major contituents.

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“…Greater than 100 species of this genus have now been found to produce ecdysteroids [2]. Greater than 80 of the 476 identified ecdysteroids are synthesized by Silene species [3,4].The goal of the present work was to study the chemical composition of ecdysteroids from the aerial part of S. colpophylla Wrigley, which we recommend for the first time as a source of ecdysteroids.Ecdysteroids were isolated from the aerial part of S. colpophylla collected during flowering in 2009-2012. Starting extracts were obtained by exhaustive extraction of ground air-dried raw material by EtOH (70%).…”

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confidence: 98%

Phytoecdysteroids from the Aerial Part of Silene colpophylla

et al. 2014

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The genus Silene L. includes about 700 species according to current data [1] and represents the richest source of ecdysteroids. Greater than 100 species of this genus have now been found to produce ecdysteroids [2]. Greater than 80 of the 476 identified ecdysteroids are synthesized by Silene species [3,4].The goal of the present work was to study the chemical composition of ecdysteroids from the aerial part of S. colpophylla Wrigley, which we recommend for the first time as a source of ecdysteroids.Ecdysteroids were isolated from the aerial part of S. colpophylla collected during flowering in 2009-2012. Starting extracts were obtained by exhaustive extraction of ground air-dried raw material by EtOH (70%). Lipophilic substances were removed by hexane. Subsequent multiple extraction by n-BuOH extracted terpenoid and phenolic compounds. The concentrated residual was fractionated successively using CHCl 3 -EtOH (9:1), EtOH (70%), and H 2 O. The CHCl 3 -EtOH fraction of the BuOH extract was separated by repeated chromatography over columns of silica gel. A total of 17 ecdysteroids were isolated from S. colpophylla for the first time. Six of these were identified by various physicochemical analytical methods (UV, HPLC, MS, NMR).HPLC-MS analysis was carried out on an Agilent 1200 LC with a diode-matrix detector, a hybrid quadrupole-timeof-flight micrOTOF-Q mass spectrometer (Bruker), and a Zorbax SB-C18 column (2.1 u 50 mm) using HCOOH-MeOH 2% eluent (linear gradient AcN content from 10 to 90% over 0-20 min) at flow rate 0.2 mL/min. The mass detector operated in chemical ionization and electrospray modes at atmospheric pressure (APCI pos. and API-ES). Positive and negative ions were scanned in the range m/z 100-3000. The drying gas (N 2 ) flow rate was 4 mL/min at 220°C.HPLC-UV analysis was carried out on an Agilent 1100 LC with a diode-matrix detector and a Zorbax Eclipse XDB C8 chromatography column (4.6 u 150 mm, 5 Pm) using MeOH-TFA (0.1%) eluent (gradient from 2 to 100% MeOH) at flow rate 0.8 mL/min. The analytical wavelength for detecting phytoecdysteroids was O max 254 nm.The principal compounds in chromatograms of the CHCl 3 -EtOH fraction had absorption maxima in the range 244-252 nm and corresponded to ecdysteroids from plants of the genus Silene [2-4], the structural features of which included an D,E-unsaturated ketone.The following ecdysteroids were isolated for the first time. Compound 1, t R 14.00 min. UV spectrum (MeOH, O max , nm): 248. Mass spectrum, m/z 497 [MH] + , 479, 461, 443, 425; 541 [M + HCOO] -, identified as integristerone A; C 27 H 44 O 8 [2, 3]. Compound 2, t R 16.15 min. UV spectrum (MeOH, O max , nm): 246. Mass spectrum, m/z 481 [MH] + , 463, 445, 427, 409; 525 [M + HCOO] -, identified as 20-hydroxyecdysone; C 27 H 44 O 7 [2, 4]. Compound 3, t R 16.49 min. UV spectrum (MeOH, O max , nm): 250. Mass spectrum, m/z 497 [MH] + , 481, 463, 445, 427; 541 [M + HCOO] -, identified as polipodine B; C 27 H 44 O 8 [2, 3]. Compound 4, t R 19.08 min. UV spectrum (MeOH, O max , nm): 248. Mass spectrum, ...

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The phytoecdysteroid profiles of 7 species of Silene (Caryophyllaceae)

Cited by 26 publications

References 16 publications

Ecdysteroids from Cyanotis longifolia Benth. (Commelinaceae)

Ecdysteroids from Cyanotis longifolia Benth. (Commelinaceae)

Chemical Constituents, Cytotoxic, Antioxidant and Cholinesterases Inhibitory Activities of Silene Compacta (Fischer) Extracts

Phytoecdysteroids from the Aerial Part of Silene colpophylla

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