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Mamadalieva, Nilufar Z.; Zibareva, L. N.; Saatov, Z.; Lafont, René

doi:10.1023/a:1024822116031

Cited by 21 publications

(10 citation statements)

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“…The H-atoms of ring A form a common spin system analyzed by compounds confirmed the trans-junction of rings C/D. It should be mentioned that in case of 14-epi steroids the steric interactions cause a characteristic 9 ppm shift of C (12) and C (15), but this is not observed in compounds 6 and 8 (see the 13 C chemical shifts of 20-hydroxyecdysone and 20-hydroxy-14-epiecdysone in [7]). The H b ÀC (12) Fig.…”

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“…Four 26-hydroxylated ecdysteroids [13 -15], two 26-hydroxylated ecdysteroid diacetates [16], and three 26-hydroxylated ecdysteroid acetonides [15], as well as six further ecdysteroids [13] have been described from this plant.…”

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“…In several cases, the ecdysteroid biosynthesis in plants passes through 20-hydroxyecdysone and continues toward ecdysteroids containing seven or even a maximum of eight OH groups. S. viridiflora contains three heptahydroxylated ecdysteroids, integristerone A (1), 20,26-dihydroxyecdysone (3), and 5,20-dihydroxyecdysone (polypodine B) [13], and one octahydroxylated ecdysteroid, 5,20,26-trihydroxyecdysone (26-hydroxypolypodine B) (2). Only four octahydroxylated ecdysteroids are known [7].…”

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Ecdysteroids from Silene viridiflora

Simon

Tóth

et al. 2009

Helvetica Chimica Acta

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Two new ecdysteroid acetonide derivatives, 5a-2-deoxy-20-hydroxyecdysone 20,22-acetonide (6) and makisterone C 2,3;20,22-diacetonide (8), were isolated from the dried herb of Silene viridiflora. The already known 5b-2-deoxy-20-hydroxyecdysone 20,22-acetonide (7) is additionally reported here as a new constituent of S. viridiflora. Five earlier described S. viridiflora ecdysteroids, integristerone A (1), 5,20,26-trihydroxyecdysone (26-hydroxypolipodine B; 2), 20,26-dihydroxyecdysone (3), 2-deoxy-20hydroxyecdysone (4), 2-deoxyintegristerone A (5), are also included because of their improved characterization. The structures were established via spectroscopic analyses, including one-and twodimensional NMR and mass spectrometry.

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Ecdysteroids from Silene viridiflora

Simon

Tóth

et al. 2009

Helvetica Chimica Acta

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“…We studied previously ecdysteroids from the aerial part of three species of Silene [2][3][4]. Lipids extracted by CHCl 3 during isolation of the ecdysteroids were studied in order to utilize more of the raw material.…”

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Fatty-acid composition and antibacterial activity of CHCl3 extracts of three plants of the genus Silene

et al. 2010

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A total of 84 species of the plant genus Silene (Caryophyllaceae) are indigenous to Central Asia [1]. We studied previously ecdysteroids from the aerial part of three species of Silene [2][3][4]. Lipids extracted by CHCl 3 during isolation of the ecdysteroids were studied in order to utilize more of the raw material.Ecdysteroids were isolated by soaking the ground air-dried aerial part of the plants in MeOH at room temperature for 1 d. Then, the extract was filtered. The MeOH was distilled in a rotary evaporator. The solid was dissolved in water and treated with CHCl 3 . The ecdysteroids remained in the aqueous layer. The CHCl 3 part of the extract was not used.We isolated the lipids from it using column chromatography over silica gel and solvent system hexane:Et 2 O (1:1). This isolated neutral lipids (NL). Their composition was determined using TLC and hexane:Et 2 O (4:1 and 1:1). The principal components of the NL were triglycerides, free fatty acids, and free sterols. Fatty acids were isolated from NL after their alkaline hydrolysis and were analyzed by GC as the methyl esters on a Chrom 5 instrument with a flame-ionization detector using a metallic column (2.5 m) packed with Chromaton N-AW with Reoplex-400 (15%). Table 1 presents the fatty-acid composition.It can be seen that the qualitative fatty-acid compositions of NL from the aerial parts of the aforementioned species of Silene were identical and consisted of 15 acids. Their quantitative compositions differed. This was evident in the content of the principal acids, the saturated one of which was palmitic acid (16:0); the unsaturated ones, two essential fatty acids Z-6 (18:2) and Z-3 (18:3). Palmitic acid dominated the NL in plants 2 and 3; the sum of linoleic and linolenic acids, in S. viridiflora.Next the antibacterial activity of these CHCl 3 extracts was determined by the disk diffusion test [5]. For this, they were dissolved in DMSO. Microorganisms were grown in agar dishes at 30°C overnight in Mueller-Hinton medium (Oxoid). The suspension (100 PL) contained 10 8 CFU/mL. Sterile filter disks (5-mm diameter) were soaked with extract solution (20 PL, 5 mg/mL) and placed on the surface of the innoculated Petri dishes. The dishes were incubated at 37°C for 24 h. The antibacterial activity was estimated by measuring the inhibition zone formed around the disks. We used five disks in each Petri dish. Each test was performed in triplicate.The test cultures of microorganisms were the following: Klebsiella pneumoniae 40602; Micrococcus luteus obtained from the Microbiology Faculty, Manchester University, GB; Pseudomonas aeruginosa NCTC6749; Enterococcus faecalis NCTC775; Proteus rettgeri NCIMB9570 obtained from the National Collection of Great Britain (NCTC); bacterial strains P. agglomerans T26, B. cereus T80, and Staphylococcus saprophyticus T415 obtained from the Biology Faculty, National University of Uzbekistan.Antimicrobial activity was found by testing against several bacterial cultures. The CHCl 3 extract of S. brachuica inhibited growth of three Gram-...

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Chemical Composition of Silene viridiflora

et al. 2005

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Neutral substances, carbohydrates, and microelements from the aerial part of Silene viridiflora in addition to the protein content and its amino-acid composition were determined.The literature indicates that the genus Silene (Caryophyllaceae) has the highest content of ecdysteroids [1][2][3][4][5][6][7][8]. The maximum amount of phytoecdysteroids in the aerial part of plants of the genus Silene L. accumulates during budding and flowering [9]. The aerial part of S. viridiflora L. (budding phase) is a promising source of phytoecdysteroids for practical application.We carried out a comprehensive investigation of the chemical composition of the principal classes of natural compounds in S. viridiflora (ripening phase) collected in Tashkent at the experimental plot of the S. Yu. Yunosov ICPS of the ASRU [10].Fresh raw material was dried in the shade at 20-25°C to a residual moisture content of 2.7%. Ground leaves and roots were extracted with (C 2 H 5 ) 2 O, CHCl 3 , C 2 H 5 OH, and CH 3 OH to isolate the extracable substances (ES). The ES content in the leaves was 4.2, 3.8, 12.6, and 17.3% whereas the values in the roots were 2.4, 3.2, 6.0, and 13.1%, respectively. TLC of the neutral part identified [11] the following compounds: sitosterol, stigmasterol, polyisoprenoids, and α-tocopherol, the contents of which were 0.08, 0.02, 0.01, and 0.005% of the air-dried mass (ADM) of plant material.Proteins were extracted under alkaline conditions by borate buffer (0.2 M, pH 9.0) as before [12]. The protein content was determined by the Kjeldahl method [13]. The protein yield was 5.88 wt. %.The amino-acid composition of the isolated protein was determined after acid hydrolysis on an amino-acid analyzer. A total of 17 amino acids was observed in the hydrolysate. Table 1 lists the results. The quantitative determination of amino acids in the protein hydrolysate from S. viridiflora showed that the protein contained essential amino acids -histidine, isoleucine, leucine, lysine, phenylalanine, methionine, threonine, valine, and arginine.The content of organic acids was determined as before [14]. It made up 8.32% calculated as malic acid in the absolute dry raw material.Remaining raw material was boiled with alcohol (80°) to determine the sugars soluble in alcohol (SSA). SSA extracts were purified with lead acetate (10%) and Na 2 SO 4 . Purified SSA solutions were evaporated to dryness. Paper chromatography (PC) (system 1) detected the following sugars that were characteristic of all plant organs: galactose, glucose, arabinose, and rhamnose in various ratios. Water-soluble polysaccharides (WSPS-1 and WSPS-2) were extracted by treating the raw material with water at room temperature and on a water bath at 70°C. Pectinic substances (PS) were obtained using oxalic-acid solution (0.5%). Table 2 gives the percent content of carbohydates and shows that the amount of free sugars is highest in leaves. WSPS-1 accumlated in roots; PS, in stems.Solutions of WSPS-1 and WSPS-2 were condensed and precipitated with alcohol (1:3). Dried samples were...

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Cited by 21 publications

References 3 publications

Ecdysteroids from Silene viridiflora

Ecdysteroids from Silene viridiflora

Fatty-acid composition and antibacterial activity of CHCl3 extracts of three plants of the genus Silene

Chemical Composition of Silene viridiflora

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